
House holiday rentals in Westwood
Find and book unique houses on Airbnb
Top-rated house rentals in Westwood
Guests agree: These houses are highly rated for location, cleanliness and more.

Seaside Cottage
Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

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 unlimited on-street parking. Pet friendly!

Artist studio in the woods
Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quite, tranquil, relax. As of 1/1/26 booking rate will be $120 per day. Pool $20 seasonal.

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. 30 min. to Foxboro Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Serene 3-Bedroom Lakeside Home
Welcome to this serene getaway home located directly on the Lake! This lovely home is peaceful & conveniently located next to I-195 and a short drive away from Boston, Providence, Newport, Cape Cod, many beaches, a winery and a 5 minute drive to UMass Dartmouth. With its private entrance, this cozy home has a fully equipped kitchen, grill, cable/Roku & Wi-Fi, board games and a sunroom overlooking Lake Noquochoke so all you are left to do is bring your kayak, food and you’re ready to relax!

Spacious vacation unit in premium suburban town
Weston is one of Boston area's most desirable towns. <30 min to downtown Boston with a lot of open space. Centrally located with easy access to highways, train stations, etc. Next to a park with hiking trails, this is a secondary unit (Duplex units) with its own separate entry/exit. 3 bedrooms (one on lower level, two on 2nd level), kitchen, 2 baths (both on lower level). ~2000 square feet of space. Some seasons (including some winters) we have hens in the backyard...

Thimble Cottage
My place is close to Tabor Academy, Sippican Harbor, Marion Village and Town playground, Beverly Yacht Club, the beach, parks, art and culture, restaurants and dining. Pedestrian friendly sidewalks! You’ll love my place because it is a quaint New England seaside cottage with nooks and gardens, super cozy and known locally as the Thimble Cottage. My place is good for couples, solo adventurers, business travelers, and families (with kids) and Tabor Academy visitors.

Ocean Oasis with Water access
This deceivingly expansive home features three bedrooms, two baths, and incredible panoramic views of the Sakonnet River. Enjoying blue water, sweet sunshine and warm wind. This beautiful newly renovated house along the coast has everything you need for a fantastic trip! Here you will have your own ocean. Walk along the shore, sleep with the sound of wave, see the sea glinting in the moonlight, get up with the sunshine reflected from the ocean. * Speed Wifi

Clean, spacious In-Law Suite -Near Everything
Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Luxury Home | Fire Pit | Beach | Grill | 2 Decks
Welcome to Stillwater.House - a custom built Airbnb. Our premier luxury home is situated overlooking a picturesque running river and 92 acre pond. Built in 2020, this beautiful 2,600 sq ft, five bedroom, four bath home boasts breathtaking views, nestled in the picturesque Georgiaville Village. Enjoy the views on TWO decks with plenty of outdoor seating, couches and a brand new gas grill! RE.02492-STR

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 house rentals
House rentals with a pool

Nana-tucket Inn

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Hopkinton Mass 3+ Bedrooms - Great location!

Bauhaus Retreat in Nature Preserve w/ Pool

Cozy Barrington Home with a Private Pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

the house of id; vintage shop, accessible space

Historic 1 Bed/In Town/Best Location/Hot tub/deck
Weekly house rentals

Oceanfront Sunrise Shack @ Brant Rock Beach

Private Heaven with a Vineyard

Highland Beach House

Pier on Main - Waterfront Cottage w. Private Dock

Near Boston | Home Theater| Game room | Peloton

Elegant 4BR Retreat | Yard & Parking | Dedham

Steps to beach -18 min to Boston, Sleeps 8

Pelicans Bog on Woods Pond in Middleboro
Private house rentals

1775 Charming Historical House

Hideaway House: Modern home, historic seaside town

Ocean Escape

Cozy Modern 2BR near Grays Beach

Luxury Home in Chestnut Hill MA near Boston

Easy access to highway

The Brickhouz at Arlington !

Fully Renovated Waterfront Lake House w/ Docks
When is the best time to visit Westwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $132 NZD | $135 NZD | $132 NZD | $137 NZD | $154 NZD | $171 NZD | $154 NZD | $157 NZD | $162 NZD | $186 NZD | $171 NZD | $162 NZD |
| 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 |
Quick stats about house rentals in Westwood

Total holiday rentals
Explore 30 holiday rentals in Westwood

Nightly prices starting at
Westwood holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Westwood holiday 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!
Destinations to explore
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- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Roger Williams Park Zoo
- Symphony Hall
- Salem Willows Park




