Vacation rentals in Westwood

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Westwood

  • Total vacation rentals

    Explore 80 vacation rentals in Westwood

  • Nightly prices starting at

    Westwood vacation rentals start at G$6,249 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Westwood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Westwood rentals

  • 4.9 Average rating

    Westwood stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Westwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Guest suite in Dover
4.98 out of 5 average rating, 332 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
A light-filled living area features a beige couch with decorative cushions. A dining table with wooden chairs is visible in the background, beside a large window. A television is positioned on an adjacent wooden unit, complementing the neutral wall tones and flooring.
Guest suite in Westwood
4.82 out of 5 average rating, 91 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 and 13 miles to Gillette Stadium. 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 visitors beyond registered guest.

Top guest favorite
A well-maintained yard sits on a spacious acre, featuring lush green grass and a variety of trees. The house is partially visible on the right, and a clear path leads to the sunroom entrance. Flower beds with blooming plants add color to the landscape.
Home in Walpole
4.89 out of 5 average rating, 104 reviews

Entire home 3 miles from Gillette, sleeps 7.

Large yard, great for pets, this 3 BR/5 bed, well maintained home is situated 30 Minutes to Boston & Providence RI, 3 miles to Gillette Stadium & the commuter rail. Home is surrounded by many Pine trees, set back from the main road, on corner of a Cul de Sac good for walking and peace and quiet. Everything you need should be there, this was family's private residence now an Airbnb. Sit back & relax in the yard listening to the birds & enjoying nature all while being minutes to everything!

Guest favorite
A spacious bedroom features a king size bed with soft linens and a decorative bolster pillow. Two bedside lamps provide warm lighting, and a piece of artwork depicting boats is displayed above the bed. The room is painted in a soft lavender hue.
Guest suite in Westwood
4.89 out of 5 average rating, 91 reviews

Conveniently Located & Comfy Suite -Summer Special

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 & 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 & bowling alley !

Top guest favorite
Apartment in Dedham
5 out of 5 average rating, 5 reviews

Charming Dedham Retreat !

Welcome to your stylish 2 floor 2-bdr oasis in the heart of Dedham! This modern, equip apartment is perfect for convenience lovers—just minutes from Legacy Place, with its shopping, dining, and entertainment, plus CVS and fast-food favorites right around the corner. You’ll enjoy easy access to the highway, making commuting a breeze. Relax in a comfortable, elegant space that puts the best of Dedham right at your doorstep! 20 min Drive from Gillet Stadium where the World Cup will be hosted.

Top guest favorite
Guest suite in Norwood
4.95 out of 5 average rating, 22 reviews

Modern Upper-Level Oasis Minutes to Boston Stadium

Perfect for families or friends, this bright and stylish 3-bedroom upper level features a brand-new renovated kitchen with new appliances, a cozy living room with an electric fireplace, dining area, private laundry, a large deck, and 2 driveway parking spaces. Peaceful neighborhood near Boston and Gillette Stadium, quick access to the highway and Commuter Rail station to Boston in a 1/2 hour. The host lives on-site in the lower level of the house and is available for assistance if needed.

Top guest favorite
Apartment in Dedham
5 out of 5 average rating, 34 reviews

Modern Studio Above Detached Garage Near Boston

Modern private studio above a detached garage in a quiet neighborhood near Boston. Features a queen bed, full-size couch, dining table, fast WiFi, and 55” smart TV. Floor mattress. No cooking surfaces, but includes a mini fridge, microwave, toaster, drip coffee maker, Nespresso, and electric kettle. Bathroom with stand-up shower, no bath tub. Towels and linens provided. Private entrance, on-street parking. Close to restaurants, shopping, MBTA Franklin line commuter rail to South Station

Top guest favorite
Home in Canton
5 out of 5 average rating, 7 reviews

Woodland Retreat

Relax at this peaceful place to stay. Nestled in Canton and surrounded by tall trees, our home offers the feel of a private woodland retreat. A perfect escape from the city, while the yard is ideal for relaxing and outdoor barbecues. *Includes fully equipped kitchen and high-speed Wi-Fi. * Easy access to Boston and highways. Gillette Stadium (14 miles); TopGolf (4 miles); Shopping malls (5 miles); Commuter rail station (4 miles); Boston (20 miles). * Any events must be pre-approved.

Guest favorite
A spacious living area is furnished with a large sectional sofa and a wooden side table. Natural light filters through two windows adorned with sheer curtains. A light gray rug lays on the wooden floor, complemented by a wooden media console and decorative wall art.
Guesthouse in Norwood
4.92 out of 5 average rating, 39 reviews

Spacious Suite in a Central Location

Welcome to Nonna’s House - 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. The World Cup at Gillette Stadium, Home of The New England Patriots, and the popular Shopping Center is 8 miles away.

Top guest favorite
An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.
Home in Norwood
4.97 out of 5 average rating, 74 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
Guesthouse in Westwood
4.96 out of 5 average rating, 50 reviews

Private Suite•Gillette Stadium/Boston•BBQ•Parking

Enjoy a cozy and private garden-level suite with your own entrance, offering comfort, privacy, and conveniences. 18 min car ride/20 min train ride to Gillette Stadium 25 min train ride to downtown Boston 20 min train ride to Northeastern University 27 minutes car ride to Harvard University, 18 minutes to Brandeis University, 30 minutes to Northeastern University, 02 free parking Quiet, safe neighborhood in Westwood

Top guest favorite
A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.
Home in Dedham
4.98 out of 5 average rating, 296 reviews

Cozy, historic 3 bedroom home close to Boston!

Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

Popular amenities for Westwood vacation rentals

When is the best time to visit Westwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,079 GYDG$27,494 GYDG$28,952 GYDG$23,953 GYDG$24,578 GYDG$26,036 GYDG$24,995 GYDG$28,119 GYDG$23,953 GYDG$27,494 GYDG$26,869 GYDG$26,661 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Westwood?

    Westwood has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Westwood with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Westwood?

    Four-legged friends are welcome in Westwood. Choose from more than 20 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 50 vacation rentals in Westwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Westwood vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Westwood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Westwood have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Westwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westwood have a kitchen?

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

  • Do house rentals in Westwood have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Westwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westwood have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Westwood. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with free parking, over 30 homes with a kitchen, over 40 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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