We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Dedham Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $174 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Don't let other travelers get your favorite Dedham area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 19 Rentals in Dedham
    Sort by:
    Default
    Dedham
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Dedham
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 15 miles of Dedham.
    Bangor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    The Riverhouse1 / 35
    (7)Excellent
    Orland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 17, 2015
    We stayed at the River House in mid-June and we enjoyed the quietness, and the comfort of being only one hour from Bar Harbor and Acadia National Park. The owner was very...
    Reviewed November 13, 2014
    My sister and I stayed at the River House late in October. While Mother Nature was cranky in the form of a Nor'easter Dan and the Riverhouse was exactly what we were looking for...
    See all reviews
    About this property
    The 'Riverhouse' located in Orland, Maine is a furnished 2 bedroom Cape. Located on the Penobscot River, the views of the river and bay are dramatic with beach privileges and boat anchorage available. Conveniently located 10 minutes from historic Castine, 1 hour from Acadia National Park, and 45...
    View all property information
    Location Information
    Orland, DownEast and Acadia Maine 04472
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Orland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Camp Linger is as the name implies....a place where you will want to linger. In fact, you will never want to leave! The cottage is a beautifully remodeled camp on much sought after Toddy Pond. Lovingly decorated with a gentle country charm. Camp Linger has charming decor with beadboard, wood floors...
    View all property information
    Location Information
    Orland, DownEast and Acadia Maine 04472
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings   5 star1 / 59
    (14)Excellent
    Sandy Point
    7 Bedrooms, 3 Bathrooms, Sleeps 26 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Mountain Views
    • Air Conditioning
    • Washer
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 2018
    This is the 2nd year we have held our staff party at this amazing house. Its huge with enough room for 3 or 4 families. We use it for our staff as an end of season...
    Reviewed August 27, 2018
    Where do I start? What a fun, eclectic house with the best dining room table our family has all been able to sit, at one time. The views, the deck, the beach, the sealsmade for...
    See all reviews
    About this property
    The Retreat House Sandy Point, Maine has been a vacation rental for the past 20 years under the name Chateau Mer with over 40 Five Star Review on Trip Advisor. In spring of 2017 new owners have acquired the property and given it a face lift and refreshing. Private sandy beach and waterfront deck...
    View all property information
    Location Information
    Sandy Point, Mid Coast Maine 04981
    Rental Home - 7 Bedrooms, 3 Bathrooms, Sleeps 26
    Make Inquiry
    Orland
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Central Heating
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A charming cottage set amongst evergreen trees just 100 feet from the shore. Enjoy cooking fresh Maine lobster and blueberry pie in a full kitchen, or grill in the open air on a gas grill while experiencing the sun setting over the pond. The cottage dining area with cathedral ceiling and lighted...
    View all property information
    Location Information
    Orland, DownEast and Acadia Maine 04472
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Make Inquiry
    Waterfront home on crystal clear Beech Hill Pond1 / 13
    (2)Excellent
    Otis
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Porch
    • DVD Player
    • Internet Access
    • Waterfront
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brooks Beech House on beautiful Beech Hill Pond is set on 5 acres surrounded by green lawns with all the comforts of home. The pond is a crystal clear spring fed body of water great for swimming, boating or fishing. Just 40 minutes away is Bar Harbor and famous Acadia National Park with hiking,...
    View all property information
    Location Information
    Otis, Maine 04605
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    Holden
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    East of Bangor with its Casino,rest's and summer activities along the Penobscot river; close to the Trenton Lobster Pound and Acadia National Park with the Jorden Pond House(homemade jam,tea and popovers), horseback riding, hiking trails, Cadillac Mtn., Thuya Gardens , whale watching etc. It has 3...
    View all property information
    Location Information
    Holden, Maine 04429
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    Bucksport
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    William’s Wonder is a newly constructed 1,200sqft 1 bedroom plus loft, 2 bathroom cottage located on William’s Pond in Bucksport. The cottage if charmingly decorated with coastal decor and very bright, open and airy. On the first floor you will find a fully stocked kitchen, cozy living room,...
    View all property information
    Location Information
    Bucksport, DownEast and Acadia Maine 04416
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Save time - get the best Dedham rentals sent straight to your email!
    Get the List
    Private Bayside Retreat On Penobscot Bay: Ask About My Short-Week Summer Special1 / 25
    (3)Excellent
    Bucksport
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Ocean Views
    • Waterfront
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 22, 2014
    Darlene is a wonderful host! The house is beautiful with amazing views of the bay. She has create a truly relaxing and peaceful space. There is so much to do in the area...
    See all reviews
    About this property
    'BIG SUMMER SALE': Check out these discounted time slots for a budget vacation - contact me for more information: (1) 8/8 - 8/11: 3 nights at $600 ($650 savings) (2) 9/7 - 9/10: 3 nights at $975 (3) 9/17 - 9/21: 4 nights at $900 ($300 savings) (4) 9/25 - 9/29: 4 nights at $990 ($300 savings)...
    View all property information
    Location Information
    Bucksport, DownEast and Acadia Maine 04981
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Brewer
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2016
    We spent four days at the Chamberlain house and found it be an excellent and fascinating experience. The house is only minutes from downtown Bangor yet, sitting just across the...
    See all reviews
    About this property
    Brewer birth home of Gen Joshua Chamberlain, commander 20th Maine of Union army battle for Little Round Top in Civil War battle of Gettysburg. Home is situated on Penobscot River. Luxury suite, dining area, living area, furnished and appointed with period antiques. Bedroom suite has two joining...
    View all property information
    Location Information
    Brewer, Maine 04412
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Bangor
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Family friendly travel accommodations. Beautiful four bedroom in a 1920's colonial. Newly renovated. Entire first floor. Spacious, lots of light. 1,500 square feet. Formal dinning room, Livingroom, Eat in kitchen. Laundry room in finished granite tiled basement. Fully furnished....
    View all property information
    Location Information
    Bangor, Maine 04401
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 7
    Make Inquiry
    Sandy Point Home w/Wraparound Deck - Walk to Beach1 / 26
    (1)Excellent
    Sandy Point
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2017
    This property delivers all that its description boasts! First, the design is comfortable and classy, as the photos show. Our multi-generational family (including friends) have...
    See all reviews
    About this property
    Gather your loved ones and pack your bags for a rejuvenating Sandy Point getaway when you book this 4-bedroom, 2.5-bathroom vacation rental house that comfortably sleeps 9. Situated in a secluded woodland area just a quarter of a mile from the beach, this splendid home promises a revitalizing...
    View all property information
    Location Information
    Sandy Point, Mid Coast Maine 04972
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Inquiry
    Bangor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous two bedroom fully renovated, while maintaining original period charm. Custom cabinets, hardwood floors, tiled bath, claw foot tub, high ceilings with big windows. Formal dining room, living room. Fully furnished and beautifully decorated. Granite tiled laundry room in finished...
    View all property information
    Location Information
    Bangor, Maine 04401
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Bangor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LARGE ONE BEDROOM W/ LARGE DOUBLE BATH 1000 sq ft large one bedroom loft with king bed, beautiful large double bath and custom tiled kitchen. Contemporary style. Wide pine board floors. Tiled Double shower / double bath. Bedroom has a king size memory foam bed. Living room. Weekly...
    View all property information
    Location Information
    Bangor, Maine 04401
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Orland
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Washer
    • Waterfront
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you in search of a relaxing getaway? If so, then East Orland, Maine is the perfect destination for you! At this 3-bedroom, 2-bathroom home with room for 6, you can truly escape the hustle and bustle of everyday life while enjoying lake activities, historic sites, a charming downtown area, and...
    View all property information
    Location Information
    Orland, DownEast and Acadia Maine 04431
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    Bucksport
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Terrace
    • Balcony
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that there is another vacation rental unit on the premises, with some shared outdoor amenities ** Discover the beauty of coastal Maine while staying in this charming vacation rental home in Bucksport. This 900-square-foot apartment includes contemporary furnishings, 1 queen...
    View all property information
    Location Information
    Bucksport, DownEast and Acadia Maine 04416
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Bucksport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please note that there is another vacation rental unit on the premises, with some shared outdoor amenities** Look forward to a magical getaway in coastal Maine at this Bucksport vacation rental home. You'll fall in love with the classic Victorian-style house with its enchanting vintage...
    View all property information
    Location Information
    Bucksport, DownEast and Acadia Maine 04416
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Dedham Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    BGR
    Bangor Intl Airport
    11.5 miles from Dedham
    Low airfares recently found by TripAdvisor travelers

    Top-rated Dedham Things to Do

    No photo provided
    Browse all things to do

    Additional Dedham Info

    Go to map view
    • Local time: 01:56 PM (EST)
    List your property
    Owner log in