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Boston Vacation Rentals

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    Travelers to Boston are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 10
    4.5 of 5 bubbles (26) Very good
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 27
    5 of 5 bubbles (8) Excellent
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 24
    4.5 of 5 bubbles (8) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 58
    4.5 of 5 bubbles (51) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A rare find! Brand new three bedroom, three bathroom duplex. This unique duplex is beautifully decorated, with a spacious living-room that has a full size sleeper sofa connected to a state-of-the-art kitchen with granite top and stainless steel appliances . The upper floor has a living room with... View all property information
    Location Information
    Boston, Massachusetts 02113
    3 of 5 bubbles Reviewed September 29, 2016
    Firstly, the apartment pictured and confirmed via email is NOT the apartment we were allocated. Secondly we specifically requested a 2 bathroom apartment and this was also...
    5 of 5 bubbles Reviewed November 17, 2015
    The location of this apartment was perfect for what we wanted to do in Boston. It's on a quiet street (Moon) and is a 10 minute walk to the T line. It was right around the corner...
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    1 / 15
    5 of 5 bubbles (7) Excellent
    Beacon Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    About this property
    This property is listed exclusively through Flipkey/TripAdvisor. We've been renting high-quality furnished accommodations for over 9 years, exclusively in the Beacon Hill neighborhood. The "Federal Rose" house location is stellar, just 3 minutes walking distance to Boston Common, the Freedom... View all property information
    Location Information
    Boston, Massachusetts 02114
    5 of 5 bubbles Reviewed October 1, 2014
    Beacon Hill was great, and this home is clean, full of character, and walkable to many attractions. The owner is also very accessible for any questions/concerns. Would stay...
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    1 / 59
    5 of 5 bubbles (11) Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Comfortable, elegant, and romantic! Three-room luxury art suite with authentic European furnishings. In beautifully restored, award-winning historic townhouse located in Boston's oldest neighborhood of Charlestown! Lovely, walkable district near Freedom Trail, Bunker Hill, USS Constitution,... View all property information
    Location Information
    Boston, Massachusetts 02129
    5 of 5 bubbles Reviewed February 27, 2017
    My fiance and I have stayed at The Moroccan Suites five times over the last two years and it is our favorite place to stay in Boston! We have stayed in all of the rooms, but the...
    5 of 5 bubbles Reviewed August 24, 2015
    Everything was perfect, the suite, quiet environment , close to downtown area. The owner Elizabeth was very helpful and warm. If we go back to Boston we will certainly rent this...
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    1 / 97
    5 of 5 bubbles (16) Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Romantic, comfortable, and elegant! 3-room luxury art suite with authentic Moroccan furnishings, in beautifully-renovated & historic Boston townhouse close to the Freedom Trail, downtown, Boston Garden. King feather bed with canopy tent. Elegant living room with fireplace. Marble bath with... View all property information
    Location Information
    Boston, Massachusetts 02129
    5 of 5 bubbles Reviewed March 30, 2015
    The place is amazing. It's clean and comfortable. The owners are very friendly and willing to accommodate all your needs. We hade such a great time. Highly recommended and we'll...
    5 of 5 bubbles Reviewed January 31, 2015
    My wife and I spent a portion of our honeymoon at this Bed & Breakfast and it was absolutely amazing!!! I can't say enough good things about Elizabeth and how well she catered to...
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    1 / 43
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Beautiful, newly renovated light-filled, welcoming 2 bedrooms sleeps 4-6 . located on 2nd floor walkup with hardwood floors and brand new kitchen and bathroom. Kitchen is bright and lovely and can accommodate 4 guests. The two bedrooms have a queen bed in each, and there's a full size sofa bed... View all property information
    Location Information
    Boston, Massachusetts 02113
    5 of 5 bubbles Reviewed 3 weeks ago
    Perfect location in North End Little Italy! Well appointed and comfortable beds! Starbucks at the end of street with easy access to Uber or cab rides for sight-seeing!
    4 of 5 bubbles Reviewed August 30, 2016
    We spent very good time in this appartment which was ideally located in the Norh End area of Boston. We enjoyed being close to the Hanover street and in the Little Italy area in...
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    1 / 24
    4.5 of 5 bubbles (15) Very good
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
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    • x
    About this property
    Find Boston Vacation Rentals on FlipKey Find Boston Vacation Rentals on FlipKey Modern apartment in a JP 2 family. Enjoy our extensive collection of fresh local art. This is not your standard run of the mill rental. Collection will occasionally rotate. Currently showing 'Ladylike' by Christine Li... View all property information
    Location Information
    Boston, Massachusetts 02130
    4 of 5 bubbles Reviewed October 17, 2014
    We found the property to be just as advertised and reviewed. It is a bit noisy to someone from the "city" but earplugs at night had me sleeping like a baby. The washe and dryer...
    5 of 5 bubbles Reviewed October 9, 2013
    We loved staying in this comfortable and well appointed home. Close to the "T" and walking distance to great food. Owner Christine was very congenial. We'll be back!
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    1 / 7
    5 of 5 bubbles (1) Excellent
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Classic and Comfortable furnished apartment in Boston's Beacon Hill neigbhorhood. Located next to Mass General Hospital and steps to downtown, financial district and the north end/waterfront. Renovated kitchen featuring; granite breakfast bar maple cabinets and stainless steel appliances. Sunny... View all property information
    Location Information
    Boston, Massachusetts 02114
    5 of 5 bubbles Reviewed June 22, 2016
    This apartment is perfect for two people. It has a spacious living room and bedroom and the owner has provided everything you need. The kitchen is brand new with stainless steel...
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    1 / 49
    5 of 5 bubbles (6) Excellent
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Cozy but spacious 3rd floor apartment! 2 Bedrooms are furnished with comfy linens. Kitchenette is supplied with all you need for a great weekend in the city. There is also a pull-out couch in the living room for added space if needed. This place can potentially sleep 6! WE ONLY ACCEPT BOOKINGS... View all property information
    Location Information
    Boston, Massachusetts 02130
    5 of 5 bubbles Reviewed October 23, 2016
    We really enjoyed our stay at the apartment. It truly was a home away from home. Jeanie was very responsive during the booking process as well as during our stay and answered any...
    4 of 5 bubbles Reviewed April 28, 2015
    We liked the quiet surroundings at Jamaica Plain very much as well as the good connections by bus or metro to Boston Center. The apartment was very well equiped, the bedrooms were...
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    1 / 39
    5 of 5 bubbles (1) Excellent
    Allston / Brighton
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Central Heating
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    About this property
    The location is in Brighton/Boston not Newton and the map is still wrong. Though Newton is a block away. Tripadvisor has not fixed their bug yet. This apartment is across the street from Boston College and 3 to 4 miles to Harvard, BU, NU and the medical centers in Boston. Downtown Boston is... View all property information
    Location Information
    Boston, Massachusetts 02135
    5 of 5 bubbles Reviewed 1 week ago
    This was one of the best vacation rentals I have booked! The owner was super helpful and responsive with any questions or request. The rental was very clean and had plenty of...
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    1 / 65
    5 of 5 bubbles (19) Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Waterfront
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    • Ocean Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    Contemporary One Bedroom, One Bath fully furnished condominium home (711 SF) at a Luxury Condominiums Building at the Boston/Charlestown historic Navy Yard, on the waterfront of Boston Harbor, situated right on the freedom trail and historic attractions such as the USS Constitution and the Museum,... View all property information
    Location Information
    Boston, Massachusetts 02129
    5 of 5 bubbles Reviewed October 30, 2016
    This condo was lovely, tidy, organized, and stocked with the basics for a multiple-day stay. I had work locally and brought my older teenager to explore Boston and make college...
    4 of 5 bubbles Reviewed October 21, 2015
    Excellent apartment, fully equipped only downside for a tourist is it's a bit away from Boston centre but if you buy the combined Boston transport ticket (Charlie) it includes the...
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    1 / 21
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    2 BR / 1 BA 1,500 sf - 140 m2 Great vibe 11'6' ft high ceilings, exposed wooden beams, loft feel Corner unit, south and west exposures Ton of natural light, city views 5th fl. elevator building Modern, well equipped, gourmet kitchen Centrally located Master bedroom has king size bed and walk in... View all property information
    Location Information
    Boston, Massachusetts 02111
    5 of 5 bubbles Reviewed November 22, 2016
    We absolutely loved our time at this beautiful loft, located in a great neighborhood, just steps from Chinatown and a short walk to the subway / South Station. Other areas...
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    1 / 16
    5 of 5 bubbles (1) Excellent
    South End
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    An excellent hotel alternative, the unit is situated in Boston's trendiest neighborhood. The South End offers many cafes, boutiques, playgrounds, restaurants/bars. Theater, symphony, museums/art galleries, and beaches are all nearby, most within an easy walk. Also just minutes to Copley/Prudential... View all property information
    Location Information
    Boston, Massachusetts 02118
    5 of 5 bubbles Reviewed October 2, 2013
    We stayed at this condo in a 1865 brownstone for 3 nights last week. The location was in the South End of Boston well located for touring, restaurants and enjoying what Boston...
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    1 / 8
    4.5 of 5 bubbles (6) Very good
    Beacon Hill
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Elegant bed-sitting room with private bath, available on B&B basis, $295 per night for 1 or 2. Extra charge $25/each for 3rd & 4th person in room. SFull home-cooked breakfast included. Condo NOT FOR RENT as I live here with two small sweet dogs.. The room has a queen bed plus queen sofa-bed... View all property information
    Location Information
    Boston, Massachusetts 02108
    4 of 5 bubbles Reviewed September 26, 2013
    Susan was a non intrusive host. At first it was hard to adjust to the lack of amenities we had been used to in the hotels however once settled in we enjoyed returning to Brimmer...
    4 of 5 bubbles Reviewed June 13, 2013
    We had an great stay with Susan Butterworth in her charmng home in the Beacon Hill area of Boston. Her home is an old brownstone type with 6 floors. She lives on the 2nd and 3rd...
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    1 / 15
    South Boston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This spacious South Boston unit is a sunny and comfortable 2-story Condo located in a duplex home containing 6 rooms, including 3 bedrooms and 2 bathrooms with central air conditioning throughout the home! Situated in a safe, nice, active urban neighborhood, our D street home is located in the... View all property information
    Location Information
    Boston, Massachusetts 02127
    1 / 11
    5 of 5 bubbles (8) Excellent
    Allston / Brighton
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Balcony
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    • Pet-friendly
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    • x
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    About this property
    A sunlit and wonderfully located apartment on Radcliffe road. - 660 sq f in Allston/Brookline area. 25 min from downtown Boston on subway (Green line B) 15 min walk to Coolidge corner 15 min to Harvard Sq.Cambridge by bus 66. Easy access to Boston University, Boston College, Harvard University and... View all property information
    Location Information
    Boston, Massachusetts 02134
    5 of 5 bubbles Reviewed 2 weeks ago
    We enjoyed this quiet apartment located in a very convenient place to visit all of Boston we also like the neighborhood where one can get groceries And a choice of restaurants
    4 of 5 bubbles Reviewed July 30, 2016
    Big apt well located near T o buses to downtown or Cambridge. Quiet and safe neighbourhood. Well equiped with all you need to fe el as in homenaje. The balcón y is great at...
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    1 / 21
    5 of 5 bubbles (6) Excellent
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Steps from the Boston Common and Public Garden, Freedom Trail, the Charles River, and the gold-domed State House, this charming 1 bedroom condo comfortably sleeps 4. Very close by are Faneuil Hall, the Esplanade, Mass General Hospital, the North End, Boston Garden, Newbury Street and Back Bay.... View all property information
    Location Information
    Boston, Massachusetts 02114
    5 of 5 bubbles Reviewed January 4, 2017
    Nestled in Beacon Hill, beautiful gass-lamp lit streets, easy walk to the city and Back Bay. Condo itself is lovely.
    5 of 5 bubbles Reviewed August 27, 2016
    Stayed with my wife and children for 3 nights. Apartment is immaculate, spotlessly clean, safe and in a great location. Carol was very helpful and the apartment was top class with...
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    1 / 8
    5 of 5 bubbles (1) Excellent
    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    About this property
    Ideal location in the South Boston neighborhood, easily accessible by public transportation. Only 10 minute cab ride to/from Logan Airport. Only 10 minute walk to Convention Center!! Short walk to Downtown/Financial District, Fort Point, Seaport District and other area amenities. Very comfortable... View all property information
    Location Information
    Boston, Massachusetts 02127
    5 of 5 bubbles Reviewed June 29, 2016
    We loved this condo. Although you had to walk up to stairs to the third floor it was worth it. It was a short walk to the metro station. The condo was clean with lots of open...
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    1 / 24
    West Roxbury / Hyde Park / Roslindale
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    My one bedroom apartment is close to public transportation. I have a queen bed in the bedroom and a pull out couch that sleeps two people in the living room. It is a comfortable and clean apartment that you will have the entire place to yourselves. My place is approximately 7 miles from downtown... View all property information
    Location Information
    Boston, Massachusetts 02132
    1 / 12
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
    About this property
    Nested at the top of a private hill in Wakefield, this cozy New England style home features ample sunlight, full bathroom and a kitchen, modern appliances, two bedrooms, and outdoor private space for nature lovers. Steps from the Wakefield Greenwood commuter rail stop - 25 minutes from downtown... View all property information
    Location Information
    Boston, Massachusetts 01880
    5 of 5 bubbles Reviewed June 2, 2016
    I had the pleasure of staying at this home and everything came out as expected. The location is convenient to downtown Boston, whether you're driving or taking the train from the...
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    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This beautiful historic Greek Revival gem is in the heart of East Cambridge and minutes from Kendall Square and MIT — the Silicon Valley of the East. Perfect for corporate stays, sabbaticals, or vacationing in Boston and Cambridge. This beautiful home is a short walk to 2 subway stops, numerous... View all property information
    Location Information
    Boston, Massachusetts 02141
    1 / 5
    Back Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    These apartments are in the Back Bay near Copley Place and the Prudential Center. It’s a lovely Brownstone building. It’s a walk up building. You will probably not need a car here, but if you do drive, there is parking at the nearby Dartmouth Street Garage. The rates run about $30. during the... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 15
    3 of 5 bubbles (6) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Situated 1,300 feet from Boston University in Boston, this air-conditioned apartment features free WiFi. The apartment is 1,650 feet from Fenway Park. The kitchen is fitted with a dishwasher. A flat-screen TV and DVD player are available. Other facilities at Evolve Fenway Diamond include a fitness... View all property information
    Location Information
    Boston, Massachusetts 02215
    5 of 5 bubbles Reviewed 3 weeks ago
    This place is a great deal. You get a small apartment for the price of a hotel room. Wifi was easy to access and the location was easy to find. Parking is not guaranteed but there...
    4 of 5 bubbles Reviewed October 13, 2016
    My family and in laws stayed at Evolve Fenway for 3 nights. 1. Check in can be a pain as we experienced as we had to call. Saying that, instructions to get into the building was...
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    1 / 80
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    About this property
    Wonderful 2 bedroom apartment, very sunny, w/large windows and a high ceiling. Sleeps 4-6 guests. One bedroom has a loft bed w/twin on bottom and full bed on top. 2nd BR has a queen size bed. Newly renovated kitchen and bathroom with shower/tub combo. There is one sofa that can be used for... View all property information
    Location Information
    Boston, Massachusetts 02109
    1 / 6
    Jamaica Plain / Mission Hill
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    This beautiful sun filled, spacious apartment is located close to public transportation and the beautiful Arnold Arboretum, shopping and Jamaica Pond. You’ll love the location, the views and the new kitchen and bath. The three bedrooms are perfect for couples and business travelers. View all property information
    Location Information
    Boston, Massachusetts 02130
    1 / 23
    West Roxbury / Hyde Park / Roslindale
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    New Totally renovated 2 bedroom apartment located 30 minutes approximately from Downtown Boston. The apartment is very bright and spacious, it has 1180 Sq feet of living space. It has a balcony in the front and one on the back. Full Kitchen, with Microwave, Toaster, Coffee maker, Dishwasher, Full... View all property information
    Location Information
    Boston, Massachusetts 02131
    1 / 8
    5 of 5 bubbles (14) Excellent
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    About this property
    We've been renting high-quality furnished accommodations for over 8 years, exclusively in the Beacon Hill neighborhood. The "Luci Bella" apartment location is stellar, just 3 minutes walking distance to Boston Common, the Freedom Trail, an organic grocery store, three wine shops and many more... View all property information
    Location Information
    Boston, Massachusetts 02114
    4 of 5 bubbles Reviewed July 14, 2016
    The best area to stay for facilities, architecture and sights. A charming apartment with all facilities and loads of information on Boston and New England.
    5 of 5 bubbles Reviewed July 9, 2016
    We enjoyed the clean and ample space of this apartment style accommodation. The extra supplies included in the kitchen were appreciated too.
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    1 / 13
    Beacon Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Charming 2 BEDROOM APARTMENT with 3 beds in historic Beacon Hill! Perfect for a family or group of friends looking to be in the center of Boston. Fully stocked kitchen with all appliances, and fresh linens and towels included. Overall its all about LOCATION LOCATION LOCATION!!! 97 WALKING SCORE!... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Light-filled, 4th floor apartment with hardwood floors and open layout kitchen. Nice view of Boston's sky line at night. can accommodate 4 guests. night view of the Boston skyline, Two small bedrooms with queen size beds , one in each bedroom. a full size sofa bed in The living room that can be... View all property information
    Location Information
    Boston, Massachusetts 02113
    1 / 30
    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Outdoor Pool...
    • Patio
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    • Pet-friendly
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    • x
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    • ?
    About this property
    While we decorate each condo similarly, minor differences between condos may not be reflected in the photographs. Call 24/7 or visit the Stay Alfred website to book or to learn more about all of our Boston Vacation Rentals! Located in the West End, Longfellow by Stay Alfred puts you in the midst of... View all property information
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    Boston, Massachusetts 02114
    1 / 104
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Ocean Views
    • Grill
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    • Pet-friendly
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    • x
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    About this property
    Created in the nucleus of the neighborhood, Watermark is a marriage between Fort Point Channel and the innovation of the Seaport District. This 17 Story Luxury Tower is situated a few blocks from the Bay and BCEC. Savor skyline views of the Financial District and Boston Harbor from a rooftop sky... View all property information
    Location Information
    Boston, Massachusetts 02210
    1 / 11
    4.5 of 5 bubbles (28) Very good
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    About this property
    We've been renting high-quality furnished accommodations for over 8 years, exclusively in the Beacon Hill neighborhood. "the Nest" apartment location is stellar, just 3 minutes walking distance to Boston Common, the Freedom Trail, an organic grocery store, a wine shop and many more conveniences and... View all property information
    Location Information
    Boston, Massachusetts 02114
    5 of 5 bubbles Reviewed November 2, 2016
    The Nest is even better than described. Perfect for 1-2 people, small and cozy, located in beautiful Beacon Hill. The landlord thought of everything, from a flashlight near the...
    5 of 5 bubbles Reviewed October 11, 2016
    I stayed at the Nest for the full month of September and really enjoyed it. The studio has a perfect location – walking distance to Public Garden, Back Bay, Charles Street...
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    1 / 9
    South End
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Walk down the brick sidewalk lit by gas lamps and enter this cozy, well-appointed one bedroom apartment located on the second floor of a classic 1860's Boston brownstone building. Under five minutes walk is the Back Bay Amtrak and subway station. The location earns a walk score of 99% for its... View all property information
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    Boston, Massachusetts 02116
    1 / 32
    4.5 of 5 bubbles (71) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Located in the West End, the gorgeous Avenir by Stay Alfred offers Boston's premier vacation accommodations. Part of the recently revitalized Bulfinch Triangle Historic District, Avenir features gourmet kitchens and upscale design elements like high ceilings and cherry plank wood flooring.... View all property information
    Location Information
    Boston, Massachusetts 02114
    5 of 5 bubbles Reviewed 2 weeks ago
    Our trip to Boston contained a number of highlights and chief among them was the Canal Street apartment with Stay Alfred. The apartment is in the perfect location in the North...
    5 of 5 bubbles Reviewed 2 weeks ago
    Loved the unit, the place and everything about our stay. Very comfortable-will book again next time we visit!!! Thanks
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    1 / 42
    3.5 of 5 bubbles (7) Average
    Allston / Brighton
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Nice modern 2-bedroom apartment with 2 separate bedrooms and a big living room with a balcony. Sleeps 5. Clean, neat completely furnished with all necessary amenities either for short or long term rental. Free parking on the street, laundry in the building. Swimming pool to relax during the hot... View all property information
    Location Information
    Boston, Massachusetts 02135
    5 of 5 bubbles Reviewed October 3, 2015
    Great self catering 2 bed apartment in little block of condominiums. Nice area, close to a small lake. Boston college line ends just a 15minute walk away. Jane our host greeted...
    4 of 5 bubbles Reviewed August 28, 2015
    We stayed in this condo for the final leg of a holiday in New York, Maine and Boston. The owner was more than helpful, even helping me print tickets to the Boston Redsocks during...
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    1 / 25
    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • ?
    About this property
    Whether you're visiting Washington, D.C. for business or for pleasure, Stay Alfred's vacation rentals at Andover House have all the amenities and comforts that you need for a stress-free stay in our nation's capital. Work on business matters in the community conference room, or go work up a sweat... View all property information
    Location Information
    Boston, Massachusetts 20005
    1 / 41
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    A beautiful high ceiling large one bedroom with an old graceful charm. Sleeps 4-5 with one king and one twin size bed in the large bedroom and a sleeper sofa and a day bed in dining. The apartment is located in the best location on the 2nd floor, sunny, facing Hanover street. Bathroom with a tub,... View all property information
    Location Information
    Boston, Massachusetts 02113
    1 / 56
    South Boston
    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
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    • Terrace
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    • Porch
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    • Pet-friendly
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    • x
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    • x
    About this property
    Large and comfortable single family home available for short term or vacation rental. It is located in South Boston near Shopping, Dining, Nightlife, Beaches, Boston Convention Center, Seaport District, and Boston Financial District, including Downtown Boston. The third floor loft has a roof deck... View all property information
    Location Information
    Boston, Massachusetts 02127
    1 / 25
    5 of 5 bubbles (4) Excellent
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    This single-family home sits in a safe, quiet residential neighborhood on the south side of Boston. The home offers off-street parking and is within easy walking distance of the subway and buses, as well as grocery, bank, post office, pharmacy, pubs and restaurants. The wood-frame colonial house... View all property information
    Location Information
    Boston, Massachusetts 021262825
    5 of 5 bubbles Reviewed July 1, 2016
    First appearance needed garden cutting . But was a great house . Was like being at home .house was very quirky filled with the owners paintings decor ,we all loved it really good...
    5 of 5 bubbles Reviewed June 18, 2016
    We regularly stay in rented accommodation rather than hotels when we go on holiday, and this is one of the best we've experienced. The house is very comfortable, and well...
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    1 / 30
    West Roxbury / Hyde Park / Roslindale
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    • x
    About this property
    Simply the Best Kept Secret in Boston Apartment Rentals A Beautiful 3 Bedroom apartment in the Boston neighborhood of Hyde Park that borders Jamaica Plain. Short ride by bus (15 minutes) or by car (10 minutes) to Forest Hills subway stop or a 30 minute drive to downtown Boston. The unit is next to... View all property information
    Location Information
    Boston, Massachusetts 02136
    1 / 5
    5 of 5 bubbles (4) Excellent
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Terrace
    • Outdoor Dining Area
    • Satellite TV
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. This lovely spacious apartment has a roof deck with a view of the city and a working fireplace. Bedroom with king bed and desk area Private roof deck with panoramic Beacon Hill views Full... View all property information
    Location Information
    Boston, Massachusetts 02108
    5 of 5 bubbles Reviewed August 23, 2016
    Very nice flat in one if not the most attractive part of Boston, Beacon Hill, with roof terrasse. Well situated allowing to walk around different areas of Boston. Convenient Car...
    4 of 5 bubbles Reviewed May 22, 2016
    We stayed four nights at this lovely Beacon Hill apartment on a narrow lane just off Charles Street. If you know Beacon Hill you are aware that most buildings are narrow with...
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    1 / 11
    5 of 5 bubbles (1) Excellent
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Sunny and newly renovated 3 Bedrooms apartment (fresh linens), large fully equipped kitchen and one full bathroom with clean towels. Living room with TV and cable. Internet access. Each room has a double bed + common area pull out double bed sofa (sleeps 8) Close to public transportation. Only 1... View all property information
    Location Information
    Boston, Massachusetts 02119
    5 of 5 bubbles Reviewed August 2, 2016
    The flat is very nice and clean with a very warm welcome of the owner. It perfectly fits to 6 Persons (3 couples) with an additional bed in the living room. The kitchen is...
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    1 / 10
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Private Yard
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    • Pet-friendly
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    • x
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    • x
    About this property
    Location! Modern garden apartment across the street from Whole Foods (1 minute), CVS, Coffee, etc. and the train station, 5 minutes to heart of the city! Next to Museum of Science and 15 minute walk from Galleria Mall. Close to everything. Walk to the freedom trail and downtown by foot. Everything... View all property information
    Location Information
    Boston, Massachusetts 02129
    1 / 47
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
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    • x
    About this property
    New designed Studio in an amazing location, 2nd floor walk up. Sleeps 2 in a queen size bed. hardwood floors. Has kitchenette and bathroom with a shower. Amenities include high speed Internet, cable, phone, DVD, TV, A/C, linens and towels. The perfect accommodation in the Heart of Boston North... View all property information
    Location Information
    Boston, Massachusetts 02109
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Located in the West End, the gorgeous Avenir by Stay Alfred offers Boston's premier vacation accommodations. Part of the recently revitalized Bulfinch Triangle Historic District, Avenir features gourmet kitchens and upscale design elements like high ceilings and cherry plank wood flooring.... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    • Air Conditioning
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Located in the West End, the gorgeous Avenir by Stay Alfred offers Boston's premier vacation accommodations. Part of the recently revitalized Bulfinch Triangle Historic District, Avenir features gourmet kitchens and upscale design elements like high ceilings and cherry plank wood flooring.... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Parking
    • Internet Access
    • Shared Outdoor Pool...
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    While we decorate each condo similarly, minor differences between condos may not be reflected in the photographs. Call 24/7 or visit the Stay Alfred website to book or to learn more about all of our Boston Vacation Rentals! Located in the West End, Longfellow by Stay Alfred puts you in the midst of... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Terrace
    • Air Conditioning
    • DVD Player
    • Balcony
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Located in the West End, the gorgeous Avenir by Stay Alfred offers Boston's premier vacation accommodations. Part of the recently revitalized Bulfinch Triangle Historic District, Avenir features gourmet kitchens and upscale design elements like high ceilings and cherry plank wood flooring.... View all property information
    Location Information
    Boston, Massachusetts 02114
    Boston Flight and Weather Info
    Airports nearby (1)
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    BOS
    Boston Logan International Airport
    2.5 miles from Boston
    Low airfares recently found by TripAdvisor travelers
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    Additional Boston Info

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    • Peak travel: March - April
    Boston Vacation Rentals

    Planning a trip to Boston? Consider a Boston vacation rental instead of a hotel. There’s a great variety of vacation rental properties available in Boston, and one’s sure to be right for you. How about a quaint apartment in Harvard Square? Or an elegant Boston vacation rental apartment on Beacon Hill? If you’re traveling with a big family, you might want to consider renting a vacation house in a Boston suburb like Lexington or Arlington. Whatever you choose, we’ll help you find a great deal on your Boston vacation rental, and we’ll give you plenty of unbiased user reviews of Boston vacation rentals, so you can book with confidence.

    Boston attractions

    Many of Boston’s top attractions are located within a relatively small area, and a Boston vacation rental in Back Bay or Beacon Hill will put you within walking distance. If it’s your first time in Boston, definitely walk the Freedom Trail. It’s an excellent introduction to Boston’s role in the Revolutionary War. Explore Boston’s North End for a little taste of Italy (dine at almost any restaurant, but save room for a cannoli from Mike’s Pastry or Modern Pastry). If you like the arts, visit the Museum of Fine Arts and the Isabella Stewart Gardner Museum. Finally, if the Red Sox, Celtics or Bruins are in town, try to catch a game. You haven’t really experienced Boston unless you’ve sat in the cheap seats at Fenway Park! A vacation rental in Boston makes it easy to explore all of these attractions and more.

    Family vacation rentals in Boston

    Boston’s a great destination if you’re traveling with kids. You might find your kids have a newfound interest in American history after seeing landmarks like the Old North Church and the U.S.S. Constitution in person! Boston boasts an excellent Children’s Museum and Science Museum, too. Teens will love shopping at Quincy Market, a collection of shops and restaurants near Faneuil Hall. And Boston has plenty of family-friendly restaurants, especially the old-school, no-frills seafood places near Boston Harbor.

    Day trips in the Boston area

    If you have a car at your disposal, you might venture a bit farther afield from your vacation rental in Boston. Continue the Revolutionary War theme with a visit to Minuteman National Park in Lexington… then stop in at Thoreau’s Walden Pond. The De Cordova Museum and Sculpture Park is a fun option, especially for families. Finally, there’s plenty of great shopping around Boston—the Wrentham Outlets are a popular day-trip destination for travelers renting a vacation home or condo in Boston.