
House vacation rentals in Westwood
Find and book unique houses on Airbnb
Quick stats about house rentals in Westwood

Total vacation rentals
Explore 40 vacation rentals in Westwood

Nightly prices starting at
Westwood vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 1,840 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 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 house rentals in Westwood
Guests agree: these houses are highly rated for location, cleanliness, and more.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

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!

Updated Antique in Historic Downtown Plymouth
Updated antique colonial within walking distance to everything historic Downtown Plymouth has to offer- waterfront, boating, shops, restaurants, historic sites, and more. Fenced in backyard with patio overlooking gorgeous, well-maintained garden. Patio has large farm table with umbrella and Weber grill, great for entertaining! This charming in-town location offers you the best of both worlds - walking distance to everything while also being cozy and comfortable to enjoy a day at home to relax.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

FIFA Soccer 3 bdrm 2 bath home Walk to Gillette
Welcome to a perfect getaway just 1 mile from Gillette Stadium! This updated 3-bedroom, 2-bath duplex home is ideal for Patriot games, Concerts, & weekend escapes. Walk to Gillette & avoid parking costs & traffic. Ask about early arrivals, featuring an oversized deck-gas fireplace, grill & firepit. On a quiet wooded acre, this home offers both convenience and relaxation. 1 hr to Beaches/ Mountains. Between Boston & Providence Major Events: - FIFA World Cup Soccer 2026 - Patriot games

Luxury Cottage on the Potowomut River 2bd/2b
The Cottage at The Grange is located on the peaceful Potowomut River. It is a beautiful and newly renovated 2 bedroom (king, 2 twin beds) / 2 full bath home with all the modern amenities and conveniences expected from a luxury short-term rental while maintaining the historic charm of this colonial estate. Cook a gourmet meal in the stocked kitchen or BBQ on the deck. Situated on 11 pristine acres enjoy private tennis/pickleball courts, kayak access to Greenwich Bay and much more!

Nana-tucket Inn
Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

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.

Now availJamaica Plain & Arboretum 20min toBoston
Bright and sunny 2-bedroom retreat with a fully equipped kitchen, spacious bath with rain shower and tub, and TVs in each room. Enjoy fresh coffee daily with espresso maker, milk steamer, and grinder provided. Including a blender..A selection of teas .WiFi and off-street parking included. Private, peaceful, and filled with natural light—perfect for relaxing mornings and cozy evenings!

House 3 miles from Gillette Stadium
Welcome to my home in a beautiful house in a quiet green neighbourhood. We can’t host more than 6 people. The house location has easy access to Interstate highways. Small dogs are allowed and we do have security cameras outside for safety purposes. Attractions: Gillette Stadium – 4 miles Plainridge Park Casino – 6 miles The Wrentham Outlets – 9 miles Gym, Shops and Outlet

Lakeside Haven with Amazing view and Location!
Escape to a million-dollar view at our charming 3-bdrm lake house, nestled on the shores of Lake Quinsig. Despite the serene surroundings, you are just a short drive from downtown Worcester, where you can explore local shops and restaurants or maybe enjoy a concert. Ideal for families, friends or couples seeking a getaway.

Stone Cottage with meadow view
Put your feet up, enjoy the fireplace and the view in this cozy cottage. Watch birds and butterflies from the deck overlooking the meadow. Just a short walk to Horn Pond and a short drive to Burlington Mall, 95 and 93. Easy access to Lexington, Cambridge, Boston or North Shore.
Popular amenities for Westwood house rentals
House rentals with a pool

Cozy Barrington Home with a Private Pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Historic 1 Bed/In Town/Best Location/Hot tub/deck

Seaview Summit | Ocean Views, Indoor Pool, Beach

Hidden Gem near Boston w/ Private lake access

Pool + Hot Tub | Sleeps 12 Retreat
Weekly house rentals

Private Heaven with a Vineyard

Rent the Beach at Lakeshore Retreat

Spacious 5BR Executive Retreat - 10 Min to Boston

Boston Buccaneer Retreat

Home in Boston/Milton

Elegant Chestnut Hill Home | 30 Min to FIFA 2026

FIFA World Cup Large Spacious Convenient 4BR 2.5B

Spacious, Comfy Colonial minutes to Boston
Private house rentals

Luxury waterfront home with breathtaking views

Private heated Pool *Easy Boston Access! STR-25-22

Sweet Spot: hot tub, king bed, town & beaches!

Riverview Retreat Getaway 30 min- Newport/Cape/PVD

Bright & Spacious Boston (Firepit & Free Parking)

Cozy Cottage by the Sea

Spacious Milton Home | Yard & Parking | Gillette

Quiet 1BR • Wi-Fi • Parking Included • In Randolph
When is the best time to visit Westwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 275 | ﺩ.ﺇ 264 | ﺩ.ﺇ 477 | ﺩ.ﺇ 294 | ﺩ.ﺇ 331 | ﺩ.ﺇ 367 | ﺩ.ﺇ 331 | ﺩ.ﺇ 338 | ﺩ.ﺇ 349 | ﺩ.ﺇ 400 | ﺩ.ﺇ 367 | ﺩ.ﺇ 349 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C |
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- Rentals with a fireplace Westwood
- Rentals with a fire pit Westwood
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- Family-friendly rentals Westwood
- Rentals with a patio Westwood
- Apartment rentals Westwood
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- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- MIT Museum
- New England Aquarium
- Canobie Lake Park
- Crane Beach
- Onset Beach
- Duxbury Beach
- Roxbury Crossing Station
- Quincy Market
- Museum of Fine Arts
- Prudential Center
- Good Harbor Beach
- Roger Williams Park Zoo





