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

Total holiday rentals
Explore 40 holiday rentals in Westwood

Nightly prices starting at
Westwood holiday rentals start at $127 AUD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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!
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!
KitchenIndoor spacesHiking

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. 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. Just 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. Very safe walkable neighborhood
FamilyKitchenShared spaces

Relaxing Waterfront Lakehouse, 10 min to Gillette
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.
KitchenFamilyOutdoor spaces

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 spacesFamilyComfort

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.
KitchenFamilyBiking

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 spacesFamilyGetting around

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 spacesFamilyWalkability

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
KitchenIndoor spacesBathroom

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 spacesHiking

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.
FamilyIndoor spacesBackyard

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.
KitchenFamilyValue

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!
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Popular amenities for Westwood family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn
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Tiny house get-away with a Yellow Door
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Hopkinton Mass 3+ Bedrooms - Great location!
FamilyIndoor spacesValue

Romantic Getaway w/private Jacuzzi• Fire Pit•
FamilyKitchenCleanliness

Cozy Home next to City Park
FamilyIndoor spacesView

Oceanfront Pool. Close to Boston. Free Parking.
Indoor spacesKitchenAir conditioning

Winery Studio w/ Private Hot Tub & Wine Tasting
KitchenFamilyWi-Fi

Lakeside apartment, patio, hot tub, outside shower
FamilyKitchenLong stay
Family- and pet-friendly home rentals

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
KitchenIndoor spacesOutdoor spaces

The Solar Powered Dogtown Cabin at Applecart Farm
KitchenIndoor spacesCheck-in

Spacious 4 bedroom home with large yard
FamilyIndoor spacesCondition

White Pine Cottage – Cozy 3BR w/ Fireplace
Indoor spacesKitchenHiking

Just Renovated, Private & Quiet 2 Bedroom Condo
Indoor spacesFamilyOutdoor spaces

Flower Farm Getaway 2BR, 20 Min To Boston
FamilyIndoor spacesHeating

Great place for concerts- Walk to Gillette Stadium
KitchenFamilyView

Cozy Guesthouse Near T-Station - Family Friendly
FamilyKitchenLocation
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D
Indoor spacesFamilyValue

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
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Exquisite 1 Bedroom Suite-Charming,W/Private Entry
FamilyKitchenAccess

Spacious vacation unit in premium suburban town
KitchenFamilyAccess

Cozy Private Studio Unit w/ Laundry and Parking!
Indoor spacesFamilyAmenities

Pool Is Open! Steps from Harbor + Walk to Old MHD
FamilyKitchenBackyard

Private Suite• Pool • Sleeps 4 • Boston • Airport
Indoor spacesFamilyDecor

Artist studio in the woods
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When is the best time to visit Westwood?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $316 AUD | $311 AUD | $311 AUD | $353 AUD | $355 AUD | $619 AUD | $312 AUD | $367 AUD | $367 AUD | $315 AUD | $322 AUD | $319 AUD |
| 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
- New York City Holiday rentals
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- Philadelphia Holiday rentals
- Boston Holiday rentals
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- Newark Holiday rentals
- Newport Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- Fenway Park
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Roger Williams Park Zoo
- Massachusetts Institute of Technology





