
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$18,822 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.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 9 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.
Indoor spacesKitchenHeating

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.
KitchenFamilyHospitality

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.
Indoor spacesKitchenNearby

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 limited on-street parking. Pet friendly!
KitchenIndoor spacesHiking

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!
Indoor spacesFamilyNearby

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.
FamilyIndoor spacesHeating

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
Indoor spacesKitchenView

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.
KitchenIndoor spacesHospitality

Inn at Newton Highlands, Suite 1, Apartment-Hotel
This gorgeous 2 bedroom, 2 1/2 bathroom suite at The Inn at Newton Highlands is pure luxury. It features a large and inviting living room, spacious bedrooms with private bathrooms, a private 500 sq.ft. deck, and everything else to make your stay comfortable and memorable. The suite has its own HVAC system. This suite is one of several luxury suites in a small boutique Inn which is located in the heart of Newton Highlands in a beautiful, fully remodeled historic building.
Indoor spacesFamilyLong stay

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!
FamilyIndoor spacesView

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.
Indoor spacesKitchenComfort

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.
FamilyIndoor spacesCleanliness
Popular amenities for Westwood family-friendly rentals
Family-friendly home rentals with a hot tub

1790 Stone Manor Farm
FamilyKitchenParking

Hopkinton Mass 3+ Bedrooms - Great location!
FamilyKitchenTV

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
FamilyKitchenComfort

Nana-tucket Inn
Indoor spacesFamilyHiking

Lakeside apartment, patio, hot tub, outside shower
KitchenIndoor spacesLocation

Cozy Home next to City Park
Indoor spacesFamilyShared spaces

Campfires & Porch Swings Hot Tub | Pets Welcome
FamilyIndoor spacesQuiet

Winery Farmhouse w/ Private Hot Tub & Wine Tasting
FamilyIndoor spacesLocation
Family- and pet-friendly home rentals

Spacious 4 bedroom home with large yard
Indoor spacesKitchenTV

Conveniently Located Private Garden Apartment
Indoor spacesKitchenSleep quality

Charming 2-story private Guesthouse
KitchenIndoor spacesPool

Pretzel Factory Loft w/Peloton
Indoor spacesKitchenWalkability

Cozy en suite w/ high ceilings
KitchenFamilyQuiet

The Brickhouz at Arlington !
FamilyKitchenCondition

ThouArtHome, BC, DanaFarber, Parking, PetFriendly.
Indoor spacesFamilyHospitality

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
FamilyKitchenAir conditioning
Family-friendly home rentals with a pool

Lux 2BR Apt w/ Pool and Gym
FamilyIndoor spacesCheck-in

The Secret Garden 4 Bedroom, 7 Bed 3 Baths
KitchenFamilyParking

Pool Is Open in Sept! Steps from Harbor + Old Town
FamilyIndoor spacesAir conditioning

Amazing studio
FamilyIndoor spacesHeating

Cozy Private Studio Unit w/ Laundry and Parking!
KitchenFamilyAccuracy

Cozy Private Suite halfway between Cape & Boston
FamilyKitchenBathroom

The Murthy : Bright • Spotless • W/D
KitchenFamilyComfort

Gather, Cook & Unwind, 3BR, Fireplace
KitchenIndoor spacesAccess
When is the best time to visit Westwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,847 GYD | G$46,010 GYD | G$46,010 GYD | G$52,285 GYD | G$52,494 GYD | G$91,603 GYD | G$46,220 GYD | G$54,376 GYD | G$54,376 GYD | G$46,638 GYD | G$47,684 GYD | G$47,265 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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- York County Vacation rentals
- Fenway Park
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Boston College
- Canobie Lake Park
- Northeastern University
- Duxbury Beach
- MIT Museum
- Tufts University
- Crane Beach
- Harvard Square
- Quincy Market
- Saquish Beach
- Roger Williams Park Zoo
- Massachusetts Institute of Technology





