
Family-friendly holiday rentals in Westport
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westport
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Koselig Cabin on the Farm Coast of New England!
This cabin is full of comforts, convenience, and love. Just miles from Horseneck Beach. It is located under a mile to Buzzards Bay Brewery and Westport Rivers Winery and a 5 minute walk to the quiet little neighborhoods private beach on the East Branch of the Westport River. Koselig embodies feelings of family, friends, warmth, love, coziness, contentment, and comfort. We have a custom area and house guide at the Cabin with everything you need to know to maximize your experience in the area!

Upper Cape Cozy Cottage
Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Modern Luxury Apt. | 7 min from Commons
This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Cottage by the Bay
Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Land + Sea - a country coastal retreat
Land + Sea is an 1890s farmhouse in the Head of Westport neighborhood, just a few minutes walk to the East Branch of the Westport River. Spend the days kayaking nearby or at nearby beaches, then come back to rinse off in the outdoor shower. Close to Buzzard Bay Brewing, Westport Rivers Winery, farmstands, dairies, cycling loops, galleries/studios and conservation areas. Prepare local foods in the chef's kitchen or on the grill. A comfy pull-out sofa is an option for overnight guests.

Blue Bill Bungalow-Waterfront year round studio
A room with a view! Unwind and relax in your private waterfront guest suite located in a separate building on our property. Whether you're here to explore or just for a change of scenery....we believe you will truly enjoy your stay. Enjoy gazing at the water in your backyard, take a stroll down to the beach or walk to several local eateries. Whether you are in the mood for burgers and wings, surf and turf, or just want to grab a drink, Island Park has it all! Gov't ID required.

Restored blacksmith shop (cottage) on goat farm
Guest cottage on 300-yr old farmstead, now a working goat farm. Open floor plan with Queen bed, decorative FP, loveseat, ++ seating, bistro table/chairs, WiFi, Roku TV w/ prem. channels, a/c & heat, 3 cu. ft. frig, m'wave, coffee maker/tea kettle. NO KITCHEN facilities. Full bath (w/ shower) in attached ell. Bright & cheery, close to barn & goat pen. Shaded outdoor grass patio w/ teak furniture. Orchard (w/ fire pit), pastures, hay fields, stream, walking trails in woods.

Brithaven Farm
Brithaven Farm is on 28 acres of fields, woods meadows and gardens. We are just 2 miles from East Beach and the Allen's Pond Wildlife Sanctuary. We are completely private from the road and reached by a long laneway through woods which opens up to fields and meadows The rental has 2 decks, one with a large awning with dining table and chairs to lounge and take in the view. There is an open plan living, dining kitchen area with french doors leading to the deck.

The Loft @ Beechwood. Private, comfy, coastal!
The Loft is a detached and private studio apartment with a private entrance, beautifully decorated with a coastal decor befitting nearby Padanaram Harbor & Village. The skylights and a 'really, really comfortable bed' will help you relax and enjoy all the area has to offer. Ideal for two guests, but able to accommodate a third, or two children, The Loft is a great home base to explore the local area or the Islands of Cuttyhunk, Martha's Vineyard & Nantucket.

Lovely Lakeside Cottage
Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Home by the Sea
Private entrance to the full 1st floor with an ocean view in quiet neighborhood. The apartment features a bedroom with full sized bed, private bathroom, private living room with dining area, gas fireplace, tv and couch. Washer/dryer, refrigerator, microwave, coffee maker, toaster and hot plate included are in the apartment. There also is an additional outdoor H/C shower, private patio and gas grill.

Beach Home – Family Friendly - Solar Powered
1.5 mile to beautiful Horseneck beach. On 2 acres of woods & lawn. Large deck for grilling, outdoor shower, fire pit & large swing set. Spacious & bright layout with cathedral ceilings and hardwood floors . Family friendly private neighborhood. ABSOLUTELY NO PARTIES. IF YOU ARE LOOKING FOR A PLACE TO PARTY, PLEASE GO SOMEWHERE ELSE. WE WILL ASK GUESTS TO LEAVE IF THIS POLICY IS NOT FOLLOWED.
Popular amenities for Westport family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house get-away with a Yellow Door

Hideout at Water's Edge, 131 North Shore Blvd, #4

Manomet Boathouse Station #31

Spectacular beach & pool combo; beautiful sunsets!

Cozy Home next to City Park

Coastal Hideaway- hot tub close to Newport+beaches

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Relaxing retreat in the village
Family- and pet-friendly home rentals

Carriage House Guest Suite

3 BR -no guest fee-cozy beach house- near newport.

Adorable Tiny House in Picturesque Seaside Village

Cheery & Airy Loft East Side of Providence

Private entrance to whole suite- 5 min Newport

Warren Garden Apartment 5 day minimum

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Private waterfront guest suite | steps to lake
Family-friendly home rentals with a pool

Secluded Oasis w/ Heated Salt Pool - 10 to Newport

Dwntwn 1BR/Pool/Gym/Parking/Hi-Speed WiFi/King Bed

Cozy Barrington Home with a Private Pool

Falmouth, Cozy Studio Near Old Silver Beach

Ocean Side, Amazing View, close to town/beach, Spa

Seaview Summit | Ocean Views, Indoor Pool, Beach

Get comfy in the country!

Private Pool, near beaches, 3 BR/3 BA, Central Air
When is the best time to visit Westport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $234 SGD | $258 SGD | $228 SGD | $258 SGD | $308 SGD | $386 SGD | $406 SGD | $424 SGD | $363 SGD | $359 SGD | $261 SGD | $251 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 10°C | 15°C | 20°C | 24°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about holiday rentals that are family-friendly in Westport

Total holiday rentals
Explore 60 holiday rentals in Westport

Nightly prices starting at
Westport holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 2,750 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Westport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westport rentals

4.9 Average rating
Westport stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Pet-friendly rentals Westport
- Waterfront rentals Westport
- Rentals with beach access Westport
- Rentals with outdoor seating Westport
- Rentals with a fireplace Westport
- House rentals Westport
- Rentals with a firepit Westport
- Rentals with a patio Westport
- Beachfront rentals Westport
- Rentals with a washing machine and dryer Westport
- Family-friendly rentals Bristol County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Foxwoods Resort Casino
- Brown University
- Mayflower Beach
- Charlestown Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- New England Aquarium
- MIT Museum
- Freedom Trail
- Duxbury Beach
- Easton Beach
- Museum of Fine Arts, Boston
- Blue Shutters Beach
- Onset Beach
- Quincy Market
- Prudential Center
- Oakland Beach




