Holiday rentals in Westwood

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Westwood

  • Total holiday rentals

    Explore 80 holiday rentals in Westwood

  • Nightly prices starting at

    Westwood holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 5,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Westwood holiday rentals include wifi 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 holiday rentals in Westwood

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

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Guest favourite
A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.
Home in Stoughton
4.93 out of 5 average rating, 151 reviews

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

Top guest favourite
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 favourite
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.

Guest favourite
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 !

Guest favourite
A modern kitchen and living area is displayed, featuring a spacious island with seating for three. Updated appliances are positioned in the kitchen, complemented by sleek cabinetry. A comfortable sofa sits across from a dining table, illuminated by natural light from large windows.
Apartment in Norwood
4.96 out of 5 average rating, 45 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.

Superhost
Flat 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 favourite
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 favourite
Flat 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 favourite
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.

Superhost
Home in Norwood
5 out of 5 average rating, 4 reviews

Spacious Near Stadium + Train w/ Hot Tub + Firepit

Welcome to The Trophy House — a spacious 4BR/2.5BA colonial built for families and groups who need room to spread out. Wake up to sunlight on the bright porch, coffee in hand. Spend the day close to Gillette Stadium, or spend a day in Boston using the nearby train station. Come home to the patio courtyard at golden hour, firepit crackling, kids unwinding. End the night soaking in the hot tub under the stars. Sleeping 9 across four bedrooms, there's room for everyone.

Guest favourite
Guest house 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 favourite
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 holiday rentals

When is the best time to visit Westwood?

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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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