
Family-friendly vacation rentals in Westwood
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Westwood

Total vacation rentals
Explore 40 vacation rentals in Westwood

Nightly prices starting at
Westwood vacation rentals start at G$18,826 GYD per night before taxes and fees

Verified guest reviews
Over 3,210 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 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 family-friendly rentals in Westwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!
Indoor spacesFamilyHospitality

Flower Farm Getaway 2BR, 20 Min To Boston
Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 20-minute drive to Amtrak's "Route 128" station to NYC and points south.
Indoor spacesFamilyAmenities

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.
KitchenIndoor spacesBreakfast

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.
KitchenIndoor spacesBathroom

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
FamilyKitchenQuiet

Inn at Newton Highlands, Suite 2, Apartment-Hotel
This gorgeous 1,800 sq. ft. 3 bedroom, 2 1/2 bathroom suite at The Inn at Newton Highlands is impeccably designed and decorated. It occupies the second and third floors of the building and immerses you in luxury and style. Its private 800 sq. ft. deck offers stunning views of the village. The space comes with a bonus room. This suite is one of several luxury suites in a small boutique Inn located in the heart of Newton Highlands in a beautiful , fully remodeled historic building.
FamilyIndoor spacesLayout

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.
Indoor spacesFamilyGrill

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. NEW in 2022: Mini-split AC!
Indoor spacesKitchenSolo travel

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests
Indoor spacesKitchenAccuracy

Gorgeous 2nd Floor Home with Private Entry
Welcome to your home away from home! This beautiful second-floor 2 BR unit keyless self check in offers a private entrance and private stairs. Features: · Newly Installed AC · Fully Kitchen: Equipped with smart utilities, including an oven, microwave, dishwasher, washer, and dryer. · High-speed internet. · Comfortable Sleeping Arrangements: 2 beds & a sofa bed, perfect for accommodating up to 4 guests.
KitchenIndoor spacesComfort

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.
KitchenIndoor spacesHospitality

The Plant Haus
A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. My place is located in a quiet community. I am just a phone call or text away should you need me!
Indoor spacesFamilyHospitality
Popular amenities for Westwood family-friendly rentals
Family-friendly home rentals with a hot tub

1790 Stone Manor Farm
Indoor spacesKitchenAir conditioning

Lakeside apartment, patio, hot tub, outside shower
Indoor spacesFamilyAir conditioning

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Indoor spacesKitchenQuiet

Hopkinton Mass 3+ Bedrooms - Great location!
Indoor spacesFamilyBackyard

Nana-tucket Inn
KitchenFamilyComfort

Winery Farmhouse w/ Private Hot Tub & Wine Tasting
Indoor spacesFamilyAmenities

Cozy Home next to City Park
KitchenFamilyHeating

Beachfront W/ HotTub, Sauna, Pool & Panoramic view
FamilyKitchenLayout
Family- and pet-friendly home rentals

Entire home 3 miles from Gillette, sleeps 7.
FamilyKitchenGetting around

Conveniently Located Private Garden Apartment
KitchenFamilyLocation

Spacious 4 bedroom home with large yard
KitchenIndoor spacesCheckout

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
KitchenFamilyParks

Cozy en suite w/ high ceilings
KitchenFamilyPets

Charming 2-story private Guesthouse
Indoor spacesFamilyLaundry

The Brickhouz at Arlington !
FamilyIndoor spacesBiking

Beautiful, Bright, 3 BR Close to Boston w/Parking.
Indoor spacesKitchenHospitality
Family-friendly home rentals with a pool

Curated Designer Retreat • Pool • Gym • Dining
Indoor spacesKitchenSleep quality

The Secret Garden 4 Bedroom, 7 Bed 3 Baths
FamilyKitchenHot tub

Pool Is Open in Sept! Steps from Harbor + Old Town
Indoor spacesFamilyGetting around

Cozy Private Studio Unit w/ Laundry and Parking!
FamilyKitchenAmenities

Amazing studio
FamilyKitchenLocation

Farmhouse Guest Apartment
FamilyKitchenAir conditioning

Exquisite 1 Bedroom Suite-Charming,W/Private Entry
FamilyKitchenCondition

Cozy Private Suite halfway between Cape & Boston
Indoor spacesFamilyBackyard
When is the best time to visit Westwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,856 GYD | G$46,020 GYD | G$46,020 GYD | G$52,295 GYD | G$52,504 GYD | G$91,621 GYD | G$46,229 GYD | G$54,387 GYD | G$54,387 GYD | G$46,647 GYD | G$47,693 GYD | G$47,275 GYD |
| 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 |
Destinations to explore
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- Fenway Park
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- MIT Museum
- Duxbury Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Roger Williams Park Zoo
- Saquish Beach
- Massachusetts Institute of Technology





