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Tolland Holiday Homes

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    $333 Average
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    Don't let other travellers get your favourite Tolland area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 17 Rentals in Tolland
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    The following rentals are within 40 kilometres of Tolland.
    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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    Bloomfield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 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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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2017
    This was the perfect setting and perfect home for my stay in Ct. Everything you could possibly need or want is provided. Luxury linens, comfy beds, wifi. So many amenities. The...
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    About this property
    Thanks for checking out my property! As an FYI, the calendar is up to date. If your desired dates show available, this information is accurate. WiFi and canoe/kayak/paddle boat and life preservers are complementary. Minimum age requirements and maximum occupancy of 6 adults and 2 minor guests...
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    Location Information
    East Hampton, Connecticut 06424
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    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 9 September 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
    Holiday Rental House - 4 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 16 September 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brimfield Lakeside Home1 / 23
    (4)Excellent
    Brimfield, MA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • DVD Player
    • Parking
    • Satellite TV
    • Grill
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2017
    I can't say enough great things about Shannon and Tom and their lake house as well!! My family and I so enjoyed our stay there! Attention to every detail made our vacation so...
    Reviewed 22 May 2017
    My mom and I went to the lake house on a mother daughter vacation to the Brimfield flea market. It felt like we went from our homes to a home on a lake and we instantly felt...
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    About this property
    Newly renovated year round cottage located in a quiet cove on Little Alum Pond in Brimfield, Massachusetts only minutes from downtown Sturbridge and the Brimfield Flea Market. Enjoy the serenity of being on this spring fed lake, where you can swim, fish and boat...quiet, peaceful and relaxing! (All...
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    Location Information
    Brimfield, Massachusetts 01010
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    Location Information
    Manchester, Connecticut 06040
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Pomfret
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Wi-Fi
    • Grill
    • Satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stately Colonial Auberge has 7 bedrooms, 6.5 bathrooms, a lovely Chef’s delight kitchen, and living & family rooms with wood-burning fireplaces. This home has all the charm with updated amenities plus spacious grounds for entertaining. We are located in the charming community of Pomfret, CT...
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    Location Information
    Pomfret, Mystic Country 06259
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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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
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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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 Garden
    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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    Location Information
    Storrs, Mansfield 06268
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    West Springfield, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Wi-Fi
    • Satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lily's Lodge is your Home away from Home in Western Massachusetts. We are located directly across the street from the Eastern States Exposition Fairgrounds, minutes from downtown Springfield and within 5-15 minute drive to area colleges, Basketball Hall of Fame, and Six Flags. We provide our...
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    Location Information
    West Springfield, Massachusetts 01089
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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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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    Southbridge, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The space is a 1200 square foot apartment that has a lot of charisma and charm. The lot is the largest in the street with many trees and flowering trees in the early spring to summer. The apartment is air conditioned in the summer and heated in the winter. Bath towels and basic personal care items...
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    Location Information
    Southbridge, Massachusetts 01550
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Artist get away1 / 41
    (3)Very good
    Southbridge, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Porch
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
    • Secure Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2016
    Tom's apartment was everything you want in a vacation rental: bright, clean, comfortable, and relaxing. Plenty of space, beautiful and high-quality furniture, just all-around...
    Reviewed 30 August 2015
    Why stay in a hotel when you can have a whole apartment for the same or less money. This one will fill all your needs. Clean, comfortable, close to area attractions &amp...
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    About this property
    Located on an old and quite street,Roger Street is situated in front of a very nice brook. Of the right day you can see great blue heron fly a few feet above the water. This 1100 SF 2 bed room apt has a very warm and artsy flair furnished in traditional and antique furniture. Watch TV or a DVD....
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    Location Information
    Southbridge, Massachusetts 01550
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Amenities & Details
    • Secure Parking
    • Satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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