Vacation rentals in Westwood

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Top-rated vacation rentals in Westwood

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Top guest favorite
Guest suite in Weston
4.99 out of 5 average rating, 175 reviews

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Guest favorite
Apartment in Norwood
4.79 out of 5 average rating, 61 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. Train station (Franklin line) very close. 25 min to S. Station in Boston, or 30-40 min drive. Private, fully furnished, 1 bed., 1st fl. apt. , quiet, clean, Full kitchen . . NO onsite laundry. Laundromat close by. Heat controlled by landlord. On site parking for ONE car only. No smoking, pets, parties, or gatherings. Quiet time after 10

Top guest favorite
Guest suite in Dover
4.97 out of 5 average rating, 294 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 favorite
Guest suite in Westwood
4.88 out of 5 average rating, 84 reviews

Conveniently Located & Comfy Suite - Fall's Best

Welcome to your perfect retreat whether you are traveling for business, leisure or just want a family gateway! The entire first floor of the house is yours to enjoy. The place has a furnished bedroom, full bathroom, kitchen, gaming area offering you the most comfort and privacy you desire. With onsite parking and a private entrance, you'll have everything you need right at your fingertips. Take advantage of close by restaurants, bars, stores or try TopGolf, movie theater and bowling alley.

Top guest favorite
Guest suite in Sharon
4.97 out of 5 average rating, 203 reviews

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Guest favorite
Apartment in Dedham
4.94 out of 5 average rating, 209 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

Top guest favorite
Place to stay in Sherborn
4.97 out of 5 average rating, 312 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Superhost
Apartment in Norwood
4.78 out of 5 average rating, 82 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 dog and I's full time (older) home that I 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!

Top guest favorite
Home in Norwood
4.97 out of 5 average rating, 59 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.

Guest favorite
Guest suite in Roslindale
4.91 out of 5 average rating, 196 reviews

Cozy Renovated Suite w/Free St Parking near Train

Newly renovated in-law suite located in the charming Roslindale neighborhood of Boston. A short walk from West Roxbury Center, Roslindale Village's shops and restaurants, and Bellevue commuter rail stop which gets you to Back Bay in 15 mins (or 20 Min Uber/drive). Features include a private entrance kitchenette, bathroom, large quiet back yard with patio and fire pit (avail Apr-Oct). Perfect for weekend getaways, working/commuting to Boston, or visiting friends and family!

Guest favorite
Guest suite in Westwood
4.8 out of 5 average rating, 82 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.

Superhost
Guesthouse in Norwood
4.92 out of 5 average rating, 26 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 parking for 1-2 cars and a 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 minimum a ½ hour. Gillette Stadium, Home of The New England Patriots and the popular Shopping Center is 7 miles away.

Popular amenities for Westwood vacation rentals

Quick stats about vacation rentals in Westwood

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    4.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Frequently Asked Questions

  • Do apartment rentals in Westwood have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Westwood. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Westwood?

    Experience the best of Westwood with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Westwood have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Westwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Westwood?

    Yes! Work meets play with ease at over 40 vacation rentals in Westwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Westwood have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Westwood. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Westwood?

    Make yourself at home in Westwood by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in East Dedham, over 290 vacation rentals in Ashcroft, and over 320 vacation rentals in Greenlodge.

  • Are there family-friendly vacation rentals in Westwood?

    Westwood has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Westwood?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Westwood?

    Four-legged friends are welcome in Westwood. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Westwood have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Westwood. Enjoy a tailored experience with all the comforts you desire.

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