Family-friendly holiday rentals in Westwood

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Top-rated family-friendly rentals in Westwood

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Ipswich

4.89 out of 5 average rating, 100 reviews

Hillside Ocean View 2BR with Private Beach Access

Spacious and fun for families and small groups, you can walk right down to Pavilion Beach within 10 minutes and access to Clark Beach. While it is a small house, there is great space inside. The living area is open an has a nice view outside toward the ocean. The living area is comfy with nice sofas to really relax. Cable and high speed wifi are standard, of course. There is a master bedroom with a side view of the ocean, so you can see a beautiful sunrise from the queen sized bed in the morning. The other bedroom has also has a queen sized bed. Nice kitchen space with lots of cooking equipment needed to entertain or cook, including a lobster pot and a small dishwasher. There is also a windowed-in sitting room which faces the ocean and leads to the balcony where great views and barbecues can be had. You'll have permission to go to Clark Beach, a private beach for Great Neck residents and visitors. It's about a 15 minute walk to Clark or 10 minutes to public Pavilion Beach. Other Notes: For reservations 28 nights and over, the actual usage utility bills will be paid by the guest. A $500 utilities deposit will be taken for long term rentals of 2 months or more. WIFI SPEED TEST MARCH 4 2021; DOWNLOAD 17.4 MBPS UPLOAD 11.3 MBPS

Guest favourite

Cottage in Bourne

4.79 out of 5 average rating, 103 reviews

Adorable Gray Gables Beach Cottage

Adorable beach cottage in Gray Gables! This very charming home features a private back patio and outdoor shower. Updated kitchen and bathroom, laundry in unit. The living room features Cathedral-ceilings, a loft, and great natural light. Beautiful and lush plantings surround this warm and comfortable home - the perfect getaway! The sunroom is another great area and makes the space feel much larger. Steps to Gray Gables beach and the Mashnee Dike. Perfect for a Cape Cod family vacation!

Superhost

Cottage in Fairhaven

4.83 out of 5 average rating, 217 reviews

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.

Top Guest favourite

Home in North Kingstown

4.96 out of 5 average rating, 121 reviews

Private Family Friendly N Kingstown Guest House

Spacious, quiet, bright and private guest house in a beautiful family-friendly suburban neighborhood, halfway between Providence & Newport. Two-story residence with private entrance and on-site parking. First floor entrance into large master bedroom with ample closet space and full bathroom. Second floor walk up open concept living room, dining area, kitchen, TV, DVD player, AC, fireplace, washer/dryer and full bathroom. Tranquil views of backyard garden. Beach is minutes away.

Superhost

Home in Marstons Mills

4.88 out of 5 average rating, 133 reviews

The Mills Retreat- 3BR/2Bath - Beach pass included

-Spacious 3 bedroom / 2 bath home located on quiet cul-de-sac. -Large deck with patio set and grill on a private lot. -Barnstable Beach Pass included, valid at all Barnstable public beaches for 1 vehicle. -Central Air conditioning with 2 zones. -All TV's have a Roku that allows you to log in to all your favorite streaming services. -Fast Wi-Fi for the whole family. -Large basement with TV which is great for kids. -Fully equipped kitchen -Full-size front loading washer & dryer.

Guest favourite

Home in Westminster

4.94 out of 5 average rating, 127 reviews

Wachusett Mountain Get-Away

This family home is spacious and accommodating for those looking to relax while away from the ski slopes or simply wanting to get away from the city. Situated nearby a plethora of hiking and mountain biking trails, lakes for fishing and paddling, the home is perfect for those craving the great outdoors. The home is 6 min from Wachusett Mountain Ski Resort, 3 min from the Wachusett Brewery, and 1 min from the 1761 Old Mill Restaurant.

Guest favourite

Home in North Andover

4.94 out of 5 average rating, 152 reviews

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Top Guest favourite

Guest suite in Middletown

4.92 out of 5 average rating, 776 reviews

Sunset Hill Idyllic In-Law Suite 5 min from Beach

ONLY a $10 cleaning fee from us! Our spot is PERFECT for attending summer 2024 weddings, especially at Newport Vineyards! Avoid overpriced hotels and come get cozy at K & K's place. Enjoy walks on the BEST beaches (2nd & 3rd, avoiding red seaweed 1st beach). Find some peace and quiet amidst our serene setting, but just a stones throw from bustling Newport (avoid that congestion and the parking nightmare!)

Guest favourite

Home in Westport

4.85 out of 5 average rating, 105 reviews

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.

Top Guest favourite

Home in Falmouth

4.94 out of 5 average rating, 307 reviews

Absolutely Adorable 4 Bedroom Ranch

Property is very close to beach at lovely, freshwater Jenkins Pond. This nicely furnished rental has a fabulous lower level family/TV room with add'l sleeping area and a full bath. Outdoors there is a large yard with a large deck and outside shower during the summer season. Minimum 2-night stay, rates may vary depending on season, weekly and monthly rate available.

Guest favourite

Home in Mashpee

4.96 out of 5 average rating, 184 reviews

Gorgeous sunsets! Private family beach - Cape Cod!

Saturday to Saturday weekly rental during summer months. Wrap around deck, beach and waterfront. Open layout. Perfect for families & Couples with a family beach . Stunning sunsets, very private and close to Mashpee commons, Falmouth and New Seabury all 10 minutes away. We are happy to have you for stays longer than 7 days! Just send us a note!

Top Guest favourite

Guest suite in Sandwich

4.99 out of 5 average rating, 242 reviews

Liberty Street Guest Suite

Footsteps away from Sandwich Boardwalk , mini golf, Belfry Inn, Daniel Webster Inn, enchanting shops and eateries.. You’ll love this place because of the coziness, the light, the neighborhood, the kitchen, the comfy beds and the private deck. This guest suite is best for couples over 25, solo adventurers, and small families as it only sleeps four.