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Winchester Vacation Rentals

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    All 26 Rentals in Winchester
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    Winchester
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    The following rentals are within 10 kilometres of Winchester.
    Everyone loves this apartment with off-street parking1 / 20
    (6)Excellent
    Arlington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    4 bedroom Colonial in Lexington neighborhood1 / 13
    (2)Excellent
    Lexington
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Beautiful1 / 11
    (1)Excellent
    Malden
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Grill
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2019
    Lengthy review but well worth it!6 of us including my 5 years old son stayed here. Lovely home which feels lived-in - comfy, spacious, child friendly, modern but sturdy...
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    About this property
    This house is a three bedroom with central air and heating in a quiet neighborhood just ten minutes away from Boston and minutes away from public transportion. There is a hiking trail directly behind the property. The property also has free Wifi, Cable TV, Telephone and a Washer and Dryer for your...
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    Malden, Massachusetts 02148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Malden
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Secure Parking
    • Grill
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is located in Malden,fifteen minutes from downtown Boston.The House is simply beautiful,clean,comfortable place for friends and families.there is everything to feel at home. the house sleep 6-8 people.There are three bedrooms with 1 King and 2 Queen size beds,with 2 1/2 bathrooms.The...
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    Malden, Massachusetts 02148
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Clarendon Road1 / 21
    (5)Excellent
    Belmont
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2019
    The room was very clean and the beds comfortable. Our host was readily available for any questions we had.
    Reviewed May 30, 2018
    The home was just as described...very room clean and the host is friendly. ★ ★ ★ ★ ★ The home is well maintained with adequate space and easy access. The parking was simple...
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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...
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    Belmont, Massachusetts 02478
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Room with double bed minutes from Harvard Square1 / 8
    (1)Average
    Arlington
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 10, 2016
    I had booked and paid for a room with a double bed, but I was given a room with a single bed. The proprietor was away, and the person in charge was obviously not in charge of...
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    About this property
    Nicely appointed room in home with double bed, keurig coffee maker, fridge, and microwave. Shared bathroom. Lovely outdoor living areas with grill and hammock! 1 minute walk to bus, 5 minute walk to restaurants. 10 minute drive to Harvard Square. A friendly kitty lives in the home. Quiet, safe...
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    Arlington, Massachusetts 02476
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Everett
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand New listing! Come stay in this beautiful and well appointed duplex home! Enjoy your stay in this modern well furnished home with two floors of living space. Just steps away from public transportation & very close with easy quick access to Boston, Cambridge, Salem, & surrounding cities &...
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    Everett, Massachusetts 02149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Somerville
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Space Rent a room in a 5 bedroom, 2 bathroom apartment in Somerville. Washer/Drier in Basement. Common living room and kitchen. Close to Boston and Tufts, Harvard, and MIT via MBTA buses and T connections. Easy access to multiple bus routes. Only an easy 10-15 minute walk to the shops,...
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    Somerville, Massachusetts 02145
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 1
    Medford
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright, spacious & quiet studio for business & leisure travelers mins from Boston with access to I-93 & MA28. Well connected to trains, buses & free parking. Secluded BdRm, clean private bath, dining, entertainment space with private deck. We are consistently rated 5 stars by our guests and are...
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    Medford, Massachusetts 02155
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Stayloom's Bright & Beautiful Abode | near Boston1 / 8
    (4)Excellent
    Somerville
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 12, 2019
    The apartment is less than 15 minutes from the heart of Boston, making both exploring and escaping very easy. The beds and bedding were incredibly clean and comfortable. The...
    Reviewed April 21, 2019
    The place is very clean and quiet. The beds are very confortable! The spot is perfect, right next to the highway but still in a quiet neighborhood, a 5 min walk to get to the...
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    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
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    Somerville, Massachusetts 02145
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Somerville
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Space Rent a room in a 3 bedroom, 1 bathroom apartment in Somerville. Washer/Drier in Basement. Common living room and kitchen. Close to Boston and Tufts, Harvard, and MIT via MBTA buses and T connections. Easy access to multiple bus routes. Only an easy 10-15 minute walk to the shops,...
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    Somerville, Massachusetts 02145
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
    Single bed room in home.1 / 6
    (1)Average
    Arlington
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Air Conditioning
    • Outdoor Dining Area
    • Patio
    • Parking
    • Grill
    • Shared Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 15, 2017
    Finding the house with people other than the owner was a surprise. House cat took exception to the fact I wouldn't let it in my room.
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    About this property
    This is a nice bedroom with a single bed in a home. Great safe, quiet location minutes to Harvard Square by bus. Walk to restaurants. Lovely outdoor living areas and gardens. 1 minute walk to bus. Shared bathroom. Boston has lots to offer and I am happy to help you plan your stay. Free off street...
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    Location Information
    Arlington, Massachusetts 02476
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 1
    West Medford
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
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    Location Information
    West Medford, Massachusetts 02155
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
    Somerville
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 mile to Encore casino 1 mile to Assembly row 3 miles to Boston Close to Tufts, MIT Luxury brand new construction condo 2 bedrooms with queen size beds 2.5 bathrooms Roofdeck Couch tv wifi The unit is very modern with high-end finishes. Lots of natural light as well as bright recessed lighting....
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    Somerville, Massachusetts 02145
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Medford
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Terrace
    • DVD Player
    • Balcony
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    10 Minute drive to Boston or Cambridge. Short walk to public transportation and Tufts University. Single family home for rent, 3 Bedrooms, 3 Baths. Granite Counters, Stainless Appliances, Hardwood Floors throughout, Central A/C, Gas Fireplace. Washer & Dryer. Wireless Internet, 3 TVs, Keurig coffee...
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    Medford, Massachusetts 01876
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Arlington
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amsden Place is located on a quiet suburban side street with all the luxuries of home such as a kitchen, dishes, wine glasses, silverware and cups, microwave, stove, toaster, coffee-maker, refrigerator and freezer, washing machine, formal dining room, desk, free WiFi, cable TV in three rooms,...
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    Arlington, Massachusetts 02474
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Somerville
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    • DVD Player
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 3 bed, 2 bath, townhouse is business ready with wifi, 50inch tv with full cable, keurig & coffee/tea and flexible check-ins. We have a stock of DVDs, blowdryer, iron, universal charging station, a collection of frequent forgettables from all our travels, and hand written guides to Cambridge,...
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    Somerville, Massachusetts 02143
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Malden
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Malden 4BDR/1BA 2 driveway parking This is a beautiful three-bedrooms two family house in 5 mi. from Boston perfect for friends or families traveling to Boston! The 1200 SF area with a large living room & eat in kitchen, bedrooms and a front and back yard gives guests enough reason for enjoying...
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    Malden, Massachusetts 02148
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
    Somerville
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private room (shared bathroom) available in huge (1000+ sq. ft.) 4 bedroom/2 bath condo in Winter Hill area of Somerville. The condo features a large living room, a gorgeous kitchen with stainless steel appliances and granite counters, central air, and a washer & dryer. We can provide whatever...
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    Somerville, Massachusetts 02145
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
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    4 BR Medford Square
    Medford
    4 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
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    Pet friendly
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    Spacious 4 bedroom house at Medford square. Close to Tuffs University.
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    Medford, Massachusetts 02155
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 4
    Somerville
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rent a room in a 3 bedroom, 1 bathroom apartment in Somerville. Laundry in basement. Common living room and kitchen. Friendly roommates. Minutes to parks and public transportation. Close to Boston and Tufts, Harvard, and MIT via MBTA buses and T connections. Only a 15 minute walk to the shops,...
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    Somerville, Massachusetts 02145
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
    Somerville
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rent a third floor room in a 5 bedroom, 2 bathroom apartment in Somerville. Common living room and kitchen. Minutes walk to public transportation and Assembly shops. Close to Boston & Tufts, Harvard, and Cambridge via MBTA buses and T connections. Many of our guests opt to stay for several months,...
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    Somerville, Massachusetts 02145
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Malden
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Newly renovated studio with private entrance and parking. nice quiet neighborhood. Two minutes from route 1 ; 10 minutes from Rte 128/I95, and a 15 minute drive to airport. Bus stop is a 10 minute walk and takes you to the T (orange line) to Boston Everything new and all on your own floor, not...
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    Malden, Massachusetts 02148
    Condo/Apartment - 1 Bathroom, Sleeps 3
    Malden
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Spacious room in a fabulous location in Malden! Enjoy a private room on first floor of a 2 bed/1 bath apartment. Oak Grove Train Station is about a ten minute walk away. Malden Center about 15 minutes walking. My place is close to Malden Public Library, Malden High School, the Boda Borg Escape...
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    Malden, Massachusetts 02148
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Malden
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Enjoy retro charm (yes, the toilet is BLUE!) with modern conveniences and a short walk to the train. This first floor apartment has two large bedrooms (the other bedroom is occupied by up to two other guests), plus a shared living room, kitchen, and bathroom. The Orange Line Train stop Oak Grove...
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    Malden, Massachusetts 02148
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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