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Bolton Vacation Rentals

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    Don't let other travelers get your favorite Bolton area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 20 Rentals in Bolton
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    The following rentals are within 25 miles of Bolton.
    East Hampton lakefront lakehouse1 / 21
    (1)Excellent
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Stunning Waterfront Estate on Connecticut River1 / 38
    (1)Excellent
    Middle Haddam
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Lakeside Ferns - Lake Pocotopaug's Exclusive Vacation Home1 / 35
    (1)Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Middlefield
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful newly remodeled cottage is located on Lake Beseck in picturesque Middlefield, Ct. The views of the lake are serene and produce an immediate feeling of tranquility. This is a family home and has all the amenities that you need to feel at home including a complete kitchen. Betty's Boat...
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    Location Information
    Middlefield, Connecticut 06455
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Bloomfield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Satellite TV
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL 100% NEWLY renovated Victorian Mansion, on 3.5 acre private ESTATE., directly alongside the ELEGANT greens and fairways of the prestigious private TUMBLE BROOK COUNTRY CLUB. LARGE INGROUND SWIMMING POOL. Great GOLF COURSE views from every window. PRIVATE- AWAY FROM THE ROADS- Large,...
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    Bloomfield, Connecticut 06002
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Spectacular Lakefront Home1 / 21
    (3)Excellent
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Balcony
    • Waterfront
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2015
    We are a group of friends that like to take a week's vacation in a centrally located place and this house is perfect. It comes with all the amenities including cable and Wi-Fi...
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    About this property
    Escape to charming Lake front home with water views from virtually every room. Indoor/outdoor living at it's best with spectacular sunsets from 1500+ square feet of multi-level decks. Relax in totally renovated and professionally decorated 'home away from home' on Lake Pocotopaug. Bright and...
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    Location Information
    East Hampton, Connecticut 06424
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Manchester
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1904 by renowned architect Charles Platt and home to Clifford Cheney, the mansion is now registered as a national historic landmark. Located only 15 minutes from Hartford but feels like a world away. Enjoy the expansive views of the Great Lawn from every South facing window in the home....
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    Manchester, Connecticut 06040
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Middlefield
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Grill
    • Waterfront
    • Private Yard
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clarke's Landing is newly built 2 story lakefront house with heat and air conditioning! It is a family home and has all the amenities that you would have at home.Everything is NEW! It includes cable and WiFi internet, new quality linens, paper goods, shampoo,spices, beach towels, chairs , floats...
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    Location Information
    Middlefield, Connecticut 06455
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bright, cheery contemporary ranch style home1 / 20
    (1)Excellent
    Cromwell
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Hot Tub
    • Washer
    • Secure Parking
    • Air Conditioning
    • Outdoor Dining Area
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 15, 2015
    I loved staying at this comfortable home. The area, Middletown CT is centrally located and the home,on Rolling Green is centrally located. It's about 20 minutes from everywhere...
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    About this property
    This house is bright and cheerful even during winter months due to the large paladian windows and cathedral ceilings.<BR>If you find that you are traveling to Connecticut for work assignment or vacation, consider this option to hotel living.<BR>Our home will welcome you from travel or work with...
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    Location Information
    Cromwell, Connecticut 06457
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Agawam, MA
    Studio, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Air Conditioning
    • Grill
    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Visit Agawam in comfort when you stay at this cozy vacation rental studio that sleeps 5, only a few minutes drive south from Springfield! Complete with a well-equipped kitchen, a plush queen-sized bed and a cozy lounge area with a flat-screen cable TV, this studio is perfect for families and...
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    Location Information
    Agawam, Massachusetts 01001
    Condo/Apartment - 1 Bathroom, Sleeps 5
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    Lakeside on Oxoboxo Lake Near Mohegan Sun1 / 39
    (1)Excellent
    Oakdale
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Waterfront
    • Parking
    • Private Yard
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Year round lakefront cottage. Enjoy your own beach, dock, fire pit and covered porch. Sit in the 3 season sun room with ceiling fan and take in the view or read a good book on the wicker sofa. Head into the open concept living room/ kitchen through the french doors. Sit in front of the gas fire...
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    Oakdale, Mystic Country 06370
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Hartford
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Sauna
    • Hot Tub
    • Central Heating
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house sits on 2.6 wooded acres, and there are a total of 9 rooms which includes: UPPER LEVEL: Four bedrooms, two baths, large dining room and kitchen overlooking mountain and deck, 32 inch TV, WiFi, and full kitchen awaiting the chef. There is a King bed in Master bedroom, a Queen in Guest...
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    Location Information
    Hartford, Connecticut 06019
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Granby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Patio
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This large home has three bedrooms on one floor and there is a finished basement with new laundry machines and plenty of storage, as well as new fridge with icemaker and ceramic cooktop. Everything is clean and odor-free and there is a large bright open kitchen with sliders to a back deck and...
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    Location Information
    Granby, Connecticut 06035
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Storrs
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy chalet with all the conveniences of your own home. Completely private deck for soaking up the sun. 5 minute walk to campus (UCONN) in a very rural setting. Very well equipped kitchen. Shopping and grocery within 2 miles. Internet (PC on site), wifi, full cable tv with all the movie...
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    Storrs, Mansfield 06268
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Stafford Springs
    1 Bedroom, 4 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the Green Room with private bath and queen bed, perfect for the couple who wants to Practice a screenplay and maybe even experience some paranormal activity. not for the faint of heart! Shooting balls of light, orbs, apparitions and whistlers may be experienced. Practice your dance routine,...
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    Location Information
    Stafford Springs, Connecticut 06076
    Condo/Apartment - 1 Bedroom, 4 Bathrooms, Sleeps 2
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Balcony
    • Secure Parking
    • Washer
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom, furnished, deluxe condo in the core of Portland, Oregon…with fantastic views of the West Hills, PSU, and Downtown Portland. The condo is just East of the Portland State University Campus. Rented on a month by month basis. Convenient to all aspects. Attributes: √ Near the top of the...
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    Location Information
    Portland, Connecticut 97201 2249
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Moodus
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Parking
    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your Connecticut getaway on a private lake beach during your stay at this 2-bedroom, 1-bathroom vacation rental cottage in Moodus! This cozy cottage is within walking distance to beautiful Moodus Reservoir and comfortably sleeps up to 5 guests. You can spend your days boating, swimming and...
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    Location Information
    Moodus, Connecticut 06469
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Corner Cottage in 16 Acres Springfield1 / 8
    (1)Excellent
    East Longmeadow, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Satellite TV
    • Private Yard
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 14, 2017
    peaceful and good host we would stay again and recommend her place to anyone also close to any stores
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    About this property
    Corner Cottage. This is a private house. It is a house-share. There are 2 adults and 2 cats living in the home. My home is very bright and sunny. My place is close to family-friendly activities, nightlife, and public transport. You’ll love my place because it is quiet and because of the location....
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    Location Information
    East Longmeadow, Massachusetts 01128
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stay at The Old Sindelar Farm1 / 17
    (5)Very good
    East Haddam
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Hot Tub
    • Sauna
    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 3, 2017
    Picturesque, beautiful, and quiet! The house had everything that was needed for our group of girls, and the owners were wonderful and made us feel at home. Everything was clean...
    Reviewed August 12, 2016
    Doug & Doris are very friendly, they & their adult children work the small farm everyday. Doug greeted us and took my grandson on a tour to meet the calves, chickens and...
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    About this property
    Duplex house set on twelve rolling acres on The Old Sindelar Farm property. Many upgrades last year. House is fresh and clean. Enjoy the deck off the back for morning coffee or join us fireside at night. We have 3 beds, one queen with a memory foam mattress and two full size beds. All have 1800...
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    Location Information
    East Haddam, Connecticut 06423
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    East Haddam
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sanctuary is a mind/body retreat and wellness center situated on a 40 acre, solar-powered land preserve with a walking labyrinth, permaculture gardens, beaver ponds, forest trails, an apiary, goats and chickens. We host yoga classes, meditation, sound healings, music, and various...
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    Location Information
    East Haddam, Connecticut 06423
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bolton Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    BDL
    Bradley Intl Airport
    17.5 miles from Bolton
    Low airfares recently found by TripAdvisor travelers
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    37° 22°
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