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Holiday Rentals in Southborough

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    The following rentals are within 30 kilometers of Southborough, Massachusetts.

    1 / 15
    5 of 5 bubbles (1) Excellent
    Newton
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 5
    5 of 5 bubbles (1) Excellent
    Clinton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 22
    5 of 5 bubbles (5) Excellent
    Newton
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 13
    4.5 of 5 bubbles (10) Very good
    Westford
    Private Room, 3 Bathrooms, Sleeps 5 | Quick View
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    • Patio
    • Outdoor Dining Area
    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
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    • x
    • ?
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    • x
    About this property
    Beautifully decorated, light-filled 18th century Fletcher Tavern ($115 per night for EACH of the three bedrooms; $345 for all three bedrooms per night) easily qualifies for being the picture- postcard-perfect place to stay in New England. The cost for up to two people staying in one of the three... View all property information
    Location Information
    Westford, Massachusetts 01886 0303
    4 of 5 bubbles Reviewed 27 July 2015
    I had a lovely two day stay in this charming, historic house over the July Independence Day weekend. The owner, Elisabeth, was very friendly and welcoming and made me feel right...
    5 of 5 bubbles Reviewed 9 November 2014
    We have just spent 8 days in the Boston area and decided upon the Fletcher Tavern as our base. The Tavern is truly magical and is such a wonderful building. Its warm and...
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    1 / 4
    5 of 5 bubbles (1) Excellent
    Watertown
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Terrace
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    • x
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    • ?
    About this property
    Sunny Room in large Apt. Only 2 miles from Harvard University + Harvard Business School. They are 9 minutes by car or 18 minutes by Bus. Easy to Downtown Boston. Free Parking. Weekly/Monthly Rate. Full use of Kitchen. The Space Easy frequent 18-minute commute by bus to Harvard University and... View all property information
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    Watertown, Massachusetts 02472
    1 / 20
    Westford
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • DVD Player
    • Patio
    • Children's Pool
    • Hot Tub
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Luxury seasonal resort cottage steps to the beach, pools (heated family & adult pools), outdoor hot tub, playground, tennis/ basketball/ horseshoe/bocce courts and fitness center. The cottage has a lovely screened-in porch, fire pit outside the door and is a <5 minute walk down to Long Sought For... View all property information
    Location Information
    Westford, Massachusetts 01886
    1 / 17
    Milford
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    About this property
    My place is close to Parks,Restaurants and dining,Pond, Bicycle Trail,Downtown & Police Headquarters. You’ll love my place because of the outdoors space, the safe neighborhood,next door location to the Police station and extra comfy bed and Laundry!!!. My place is good for solo adventurers and... View all property information
    Location Information
    Milford, Massachusetts 01757
    1 / 21
    Stow
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Every day is like being on vacation! Cozy 2-bedroom completely refurbished cottage-style home on quiet dead-end town-plowed road. Deeded access to 165-acre lake, with spectacular sunset views over quiet basin from your 12’ X 16’ deck. On cold days enjoy the vista from your living room and kitchen... View all property information
    Location Information
    Stow, Massachusetts 01775
    1 / 12
    Worcester
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Private Garden
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    • x
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    • x
    About this property
    Eight Hycrest Drive is a spacious, clean and very well maintained 3BR beautiful zen home, on a quiet street in a nice neighborhood, Burncoat, in Worcester. Eight Hycrest Drive is beautifully decorated and has plenty of light. Its kitchen is big, with modern appliances, granite countertops and... View all property information
    Location Information
    Worcester, Massachusetts 01606
    1 / 7
    Milford
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • x
    • x
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    About this property
    Welcome to our home right in the middle of the Beautiful downtown of Milford.The scenery is relaxing in the evenings for a walk in the park or the bicycle trail past the historic Cathedral.The room is furnished with a Queen size sofa bed, a queen size futton,spacious Closet,Ultra-fast Wifi... View all property information
    Location Information
    Milford, Massachusetts 01757
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    1 / 14
    Newton
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Secure Parking
    • Washer
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy our incredible location, just off the Mass Pike at exit 17, seven miles West of Boston, in Newton MA. We are close to all the Boston hospitals and Universities, many of which are located within Newton----Boston College, Lasall College, Mount Ida College, Andover Newton Theological Seminary,... View all property information
    Location Information
    Newton, Massachusetts 02458
    1 / 6
    Needham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Central Heating
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    • Pet-friendly
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    • x
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    • x
    About this property
    Location Information
    Needham, Massachusetts 02492
    1 / 15
    5 of 5 bubbles (1) Excellent
    Worcester
    1 Bedroom, Sleeps 1 | Quick View
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    • x
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    About this property
    This is a very nice and clean in-laws-quarters apartment with a private entrance on the first floor of our home. It has full bathroom, laundry room, (available with a minimum of 2 weeks stay) small living room, fully furnished eat in kitchen with dishwasher, electrical stove, microwave,... View all property information
    Location Information
    Worcester, Massachusetts 01606
    5 of 5 bubbles Reviewed 2 April 2014
    Beautiful, Zen like home, gorgeous gardens, peaceful, huge projector tv, state of art kitchen, hospitable hosts, quiet, exceptional value, beautiful decor. Perfect rental, esp...
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    1 / 11
    Westford
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Private Garden
    • Washer
    • Satellite TV
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    • Secure Parking
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The unit offers a unique combination of a fully furnished 2 bedroom/1 bath 'home away from home' with access to free internet WIFI and TV. Whether you are staying for a few vacation days, a short term business stay or looking for a longer term business solution, The Suite is convenient and... View all property information
    Location Information
    Westford, Massachusetts 01886
    1 / 11
    Lexington
    5 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
    • Central Heating
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Spacious and sunny 5 bedroom home, close to Boston, Cambridge and historic Concord. Free parking, internet, cable TV. No pets please. Perfect for a family vacation, visiting colleges, or a romantic weekend in New England. Full use of kitchen, washer and dryer, family room with foosball table, games... View all property information
    Location Information
    Lexington, Massachusetts 02421
    1 / 11
    5 of 5 bubbles (1) Excellent
    Upton
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • DVD Player
    • Terrace
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Private studio apt with separate entrance. King-size bed plus sofa bed allows for four guests. Extra large bathroom with soaking tub. Complete kitchen. Outdoor deck overlooking the woods with great hiking trails. Great executive stay option. Babysitter available onsite. Near the I-495 and... View all property information
    Location Information
    Upton, Massachusetts 01568
    5 of 5 bubbles Reviewed 28 September 2016
    Stayed at this charming apartment for 4 nights. It was nestled in the woods and delightfully quiet. The set up works so well and the owners have done much to add to the charm with...
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    1 / 22
    Dedham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beautiful, fully renovated apartment 3 bd/2bth, brand new appliances, 15 minutes away from city, in a residential street. Close to all. Hardwood floors, New England characteristic woodwork, central AC, working fireplace, italian tiles, Wi-Fi etc A clean and renovated apartment with all amenity... View all property information
    Location Information
    Dedham, Massachusetts 02132
    1 / 21
    Newton
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Private 2 bedroom garden level suite, lovely and quiet, in beautiful neighborhood close to Boston. 650 sq feet, private, separate from home. Separate entrance, driveway or garage parking. Newly furnished, luxury linens, washer/dryer, eating area. Easy access to highways and public transportation.... View all property information
    Location Information
    Newton, Massachusetts 02468
    1 / 13
    5 of 5 bubbles (1) Excellent
    Lexington
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Terrace
    • Balcony
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This center-entrance Colonial has a large living room with a fireplace, oak moldings, built-in bookcases, and a piano. The second floor has a master bedroom with a king-size bed and single sofabed, and two additional bedrooms, one with a full size bed (can sleep 2) with a lovely, hand-painted... View all property information
    Location Information
    Lexington, Massachusetts 02421
    5 of 5 bubbles Reviewed 1 January 2017
    Our family of 4 felt warmly welcomed in this comfortable home over the holidays. Our hosts provided many personal touches for us and they went the extra mile to be sure we had...
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    1 / 23
    Concord
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Patio
    • Secure Parking
    • Porch
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Built in 1875, this 2,400 square foot house radiates early Victorian charm. We chose warm colors throughout, inspired by our time living in Mexico. The furnishings are simple and uncluttered. Ours is a light, comfortable home in the heart of historic Concord. The first floor living area has many... View all property information
    Location Information
    Concord, Massachusetts 01742
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    1 / 4
    Douglas
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Waterfront
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Very nice cottage with modern appliances, HD Lg. Screen TV, DVD player, Hi Fi Stereo with smart phone input & wireless high speed internet. Short walk to Massachusetts State Forest and miles of walking & biking trails. Good fishing & swimming with dock & canoe. Thirty min. drive to Old Sturbridge... View all property information
    Location Information
    Douglas, Massachusetts 01516
    1 / 5
    Newton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Situated in one of the best neighborhoods in Newton, spacious 1890’s home with all the updates needed for comfortable living in the 21st century. Four to five bedrooms, fully furnished. Beautiful woodwork and period details throughout. Starting with a large foyer and grand central staircase,... View all property information
    Location Information
    Newton, Massachusetts 02458
    1 / 4
    Watertown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • Terrace
    • Shared Garden
    • Balcony
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Available May 1, 2016 This is truly a great place to stay at a great value. Short, medium or long term. You name your term. share a large kitchen and bath with two others how about this pricing: $75 a day $400 a week $1500 a month includes all utilities and wifi if your stay is longer than 3... View all property information
    Location Information
    Watertown, Massachusetts 02472
    1 / 9
    Lexington
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • ?
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    • x
    About this property
    Room for rent close to Boston, Cambridge and historic Concord in this newly renovated home. Our guest will have access to a semi private bathroom with a spa shower and can share our kitchen, finished basement with 55" TV and games, large private yard with deck and grill, overlooking conservation... View all property information
    Location Information
    Lexington, Massachusetts 02421
    1 / 17
    Watertown
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    A beautiful private flat of the first floor of a two family house in Watertown, with 3 bedrooms and one bathroom, located in a great neighborhood. Close by Bentley University and interstate 90 and interstate 95, all within 10 minutes driving. Also extremely close to Harvard Square by bus and... View all property information
    Location Information
    Watertown, Massachusetts 02472
    1 / 25
    Wayland
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Spend the summer in the Boston area in a beautiful single family home surrounded by woods and a two minute walk to the Dudley pond. The house has 4 bedrooms, 2 family rooms, and 2.5 bathrooms, lots of natural light, floor to ceiling windows in two of the bedrooms, living room, and kitchen. There is... View all property information
    Location Information
    Wayland, Massachusetts 01778
    1 / 17
    Newton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    This home is available for short term fully furnished rentals. The photos don't reflect how this home will look- we have renters moving out in october and the home will have all brand new furniture in 75% of the home - There isn't a better home to stay at while you visit boston. Read our... View all property information
    Location Information
    Newton, Massachusetts 02460
    1 / 13
    Newton
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Want to be close to Boston yet enjoy the birds call? stay with us:-) In the heart of Newton Center, steps away from the famous Boston Marathon heartbreak hill. Nice and cozy 4 BR Apt. A first floor out of two story house. Kitchen, Living room, Dinning room, Restroom/shower. Few minutes walk from... View all property information
    Location Information
    Newton, Massachusetts 02459
    1 / 7
    Sterling
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Skiing: Property Is...
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beautiful secluded modern home on a private lake with beautiful lake views from every window, kayaks/paddleboards/boats you can use, outdoor fire pit, fishing, two docks. Close to lots of activities year-round. House has linens and fresh sheets. Kitchen is fully stocked with dishes, pots, pans,... View all property information
    Location Information
    Sterling, Massachusetts 01564
    1 / 34
    Newton
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    This beautiful, professionally decorated newly constructed condo is located in an old fire station. This condo offers a high end eat-in kitchen with all stainless steel appliances-fully equipped with all the necessities, a cozy living room to watch cable TV in. It boasts 3 bedrooms and 3.5 baths... View all property information
    Location Information
    Newton, Massachusetts 02462
    1 / 37
    5 of 5 bubbles (4) Excellent
    Watertown
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Space This condo has been newly furnished and is used exclusively for short-term rentals. It is the bottom floor of a two family brick house, at the end of a cul de sac, minutes from the highway and public transportation. There are four bedrooms, two with queen size beds, one with two... View all property information
    Location Information
    Watertown, Massachusetts 02458
    1 / 6
    Douglas
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    • x
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    • x
    About this property
    Secluded 2 bedroom carriage house unit located on 3 acres in residential area. Luxuriously furnished, including all linens, full kitchen with dishwasher, microwave oven, refrigerator, and stove. Washer and Dryer. Central A/C heat pump. Large 55" Flat screen TV located in Livingroom over marble... View all property information
    Location Information
    Douglas, Massachusetts 01516
    1 / 20
    5 of 5 bubbles (3) Excellent
    Belmont
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This is for travelers interested in weekend, weekday, week-long rentals (and longer) of a room in my Belmont home (near the Cambridge and Watertown lines). I am offering this, Airbnb-style, such that I live at the house and you will be sharing it with me. It's fantastic for short-term stays to... View all property information
    Location Information
    Belmont, Massachusetts 02478
    5 of 5 bubbles Reviewed 26 October 2016
    The location was perfect for our needs and near Cambridge, the Charles River, A Star Market. Our host Mont is very welcoming and because of all of the above we are back for year 2...
    5 of 5 bubbles Reviewed 20 October 2016
    I made last second plans to visit Boston for 6 nights, and it was recommended to me to find a place along the route of the 73 bus in Belmont since it would combine a beautiful...
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    1 / 6
    Belmont
    5 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Grand 5100+ Sq. Ft. 3 year old custom residence with 5 Bedrooms and 6.5 Bathrooms. Located on a hilltop cul-de-sac abutting 80 acres of Audubon conservation land with miles of walking trails. Minutes to BelmontCenter, Lexington, and the Waltham office buildings. Convenient to, Commuter Rail, Rte. 2... View all property information
    Location Information
    Belmont, Massachusetts 02478
    1 / 11
    Belmont
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    This is a cozy private basement apartment with 2 bedrooms & 2 full bathrooms, full kitchen, living room, laundry room (with coin washer & dryer), and free unlimited on-street parking! The space * Clean private 2 bedroom and 2 bathroom apartment with living room, kitchen, and laundry room. * Each... View all property information
    Location Information
    Belmont, Massachusetts 02138
    1 / 4
    Mendon
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Garden
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    • x
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    • x
    About this property
    This is a bedroom with private bath in a large home in a beautiful, safe, and quiet neighborhood. Preferred guests are short term travelers who will eat out at one of the world class local establishments as there is no food or drink other than water permitted in the room. There is secure parking,... View all property information
    Location Information
    Mendon, Massachusetts 01756
    1 / 13
    Sudbury
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to the "Retreat House".This estate is located with three other houses on an amazing 88 acre ocean front property. You may never want to leave. The home has a clean, crisp, design. Entire house has cold A/C. Beaming natural light enters throughout the home. The two bedrooms view the long... View all property information
    Location Information
    Sudbury, Massachusetts 05739
    1 / 4
    Marlborough
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Ocean Views
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This property is used by HolidayLettings to conduct real time testing to ensure that the experiences of our Owners & Travelers exceed expectations. Since this is only a test site, inquires to stay at this location will be ignored. Hope you find the images and content enjoyable! Thanks for stopping... View all property information
    Location Information
    Marlborough, Massachusetts 01752
    1 / 16
    Belmont
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Panoramic views of Antigua give this brand new contemporary villa its edge. Located high above Belmont, there are views of St John’s, the north coastline and the dramatic Shekerley Mountains to the west. Enjoying a wonderful gentle breeze, this two-​storey property has four 35ft long galleries —... View all property information
    Location Information
    Belmont, Massachusetts