Holiday rentals in Westwood

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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 €26 per night before taxes and fees

  • Verified guest reviews

    Over 4,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 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
A view of the calm water on Mirror Lake is framed by a flower-lined, stone patio leading to a wooden dock. The water reflects the greenery from the surrounding trees under a clear blue sky.
Home in Wrentham
4.96 out of 5 average rating, 101 reviews

10 min to FIFA, Relaxing Waterfront Lakehouse

Relax at this peaceful, family-friendly lake house on Mirror Lake. Fully renovated 3-bedroom, 2 full bath getaway directly on the water with private deck, dock, patio area, propane grill, paddle boards, kayak, fishing, and more. Located nearby Gillette Stadium, Patriot Place, Wrentham Premium Outlets, Plainridge Park Casino, an abundance of restaurants, wedding venues, walking trails and central to Boston or Providence, this is a great location for many activities or just lounging by the water.

Top guest favourite
Guest suite in Dover
4.98 out of 5 average rating, 330 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.

Top guest favourite
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, 103 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 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.

Top guest favourite
The exterior of a red house is framed by a well-maintained garden comprising various flowers and greenery. The house features a welcoming entryway, a chimney, and a grassy area. Sunlight illuminates the scene, highlighting the vibrant colors of the surrounding landscape.
Flat in Dedham
4.94 out of 5 average rating, 216 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 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
A cozy living area is presented with a comfortable gray sofa and a dark wooden coffee table. A small dining table with two chairs is positioned near the patio doors, which are flanked by light curtains. A patterned area rug adds warmth to the hardwood floor.
Flat in Newton
4.93 out of 5 average rating, 405 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to 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. Newton Short Term Rental - STRA-23

Guest favourite
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.
Guest house 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 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, 72 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.

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 30 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 $30 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 10 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.

  • 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.

  • 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.

  • 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.

  • 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.

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