Holiday houses in Westwood

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Top-rated holiday rentals in Westwood

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Townhouse in Dedham

4.76 out of 5 average rating, 217 reviews

Charming Townhouse in Historic Town near Boston.

Spacious freshly renovated townhouse, part of an antique two family house. Separate entrance, private parking space. One big bedroom with a very comfortable queen size bed and huge closet. Living room has a queen size sofa sleeper, new smart TV, and two closets. Window a/c in the bedroom, window fan in the living room. Fully equipped eat-in kitchen. Brand new beautiful bathroom with a tub. For stays longer than 3 nights you can use washer and dryer that are located in the basement. (Not shared)

Top Guest favourite

Guest suite in Dover

4.97 out of 5 average rating, 263 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Guest favourite

Apartment in Norwood

4.96 out of 5 average rating, 27 reviews

Luxurious 4 Bedroom Condo in Norwood

Welcome to your modern retreat in the heart of Norwood. Nestled in a prime location, just a 15 minute drive to Gillette Stadium & 30 minutes to Boston. This newly updated, 4-bedroom and 1.5-bathroom condo offers unparalleled comfort, style, and convenience. As you step inside, you'll be greeted with spacious interiors adorned with contemporary furnishings and elegant finishes. Experience convenience with easy access to highways and public transportation, ensuring seamless exploration of MA.

Top Guest favourite

Apartment in Dedham

4.96 out of 5 average rating, 196 reviews

Two bedrooms, full bathroom, and breakfast room

We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

Guest favourite

Home in Hyde Park

4.9 out of 5 average rating, 343 reviews

~*30min to Downtown*~ THE COSMOPOLITAN

Stylish contemporary kid-friendly apartment on the first floor of a multi-family. Bright and roomy bedrooms with a large eat-in kitchen. Central air conditioning. Plenty of free street parking. Access to shared laundry room. Located in Hyde Park neighborhood, 30 minute drive into downtown Boston. Professionally cleaned and disinfected. Room 1: Queen size bed, closet, TV Room 2: Queen size bed, closet Room 3: Living room couch bed, closet, TV Entryway: Includes Mrs. Pac Man wall arcade

Superhost

Apartment in Canton

5 out of 5 average rating, 4 reviews

Spacious, quiet and comfortable!

Relax and unwind in this well appointed 1st floor in-law apartment. Located in a wooded, quiet neighborhood right by the famous Cobb's Corner! This unit was updated in 2024 with new bathroom, flooring and air conditioning. Owner lives in main house and is extremely experienced in hospitality. Unit is handicap-accessible and features a roll-in shower and wide doorways. 42" TV in living room and 32" TV in bedroom. Both feature Netflix, Youtube TV or the streaming service of your choice!

Superhost

Apartment in Norwood

4.76 out of 5 average rating, 55 reviews

Great hotel alternative.Close to Boston

Adults only. Best for one, doable for 2 persons. Two person max. location. 10 min walk to town center. Plenty of shops/restaurants. 12 miles to Boston. 10 min walk to train station . Franklin train takes 25 min to S. Station in Boston, or 30-40 min drive. Private, furnished, 1 bed., 1st fl. apt. , quiet, clean, well lit. Full kitchen . . NO onsite laundry. Laundromat close by. On site parking for ONE car only. No smoking, pets, parties, or gatherings. Quiet time after 10pm

Top Guest favourite

Home in Norwood

4.96 out of 5 average rating, 45 reviews

the house of id; vintage shop, accessible space

🏡🚨‼️ Now Featured in The Boston Globe ‼️🚨🏡 Stay. Id's design is informed by our firsthand experience of living with a chronic/invisible illness. To us, accessibility means joy at your fingertips; and participation without overexertion. Unmask. Shop. We did the legwork, filling the house with buyable treasures. Live with the pieces you love. Then take them home. Take Part. Some of the house is experiential. Change hardware. Move art. Bake for the community. Get involved.

Superhost

Apartment in Norwood

4.79 out of 5 average rating, 61 reviews

The Plant Haus

A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. This is my full time home that I'm looking to share with respectful people in need of a quiet place to stay. My place is located in a quiet condo complex, with friendly neighbors. I am just a phone call or text away should you need me!

Guest favourite

Guest suite in Westwood

4.79 out of 5 average rating, 75 reviews

5 min walk to T train, 20 min to Downtown Boston

Beautiful newly renovated one-bedroom guest suite with ~600 sf living space. Private entrance in a quiet neighborhood. Contactless check-in. Plenty of parking. Minutes walk to the T train station (128/University Station), then 20 minutes to downtown Boston. Walk to shopping (Wegmans, Target, HomeGoods, etc.) and restaurants. Easy access to highway I-95. No smoking anywhere on-site. Quiet hour: 10pm-7am Host approval needed for visitor beyond registered guest.

Guest favourite

Apartment in Newton

4.92 out of 5 average rating, 347 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay.

Guest favourite

Guesthouse in Norwood

4.94 out of 5 average rating, 17 reviews

Spacious Suite 15 mi from Boston

This spacious two bedroom one full bath guest unit is all yours to enjoy and call home for your visit. This unit has 2 entrances, parking for 1 car, and a large capacity Washer/Dryer. The house is nestled behind an old mansion. It is close to markets and the center of town. The Commuter Rail makes 2 stops in town and will take you into Boston in a ½ hour. Gillette Stadium, Home of The New England Patriots and the popular Shopping Center is 7 miles away.