Family-friendly holiday rentals in Westwood

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!

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.

Salem/Beverly- Explore Boston's North Shore!

Winter deal- 125 pr night. 3 night minimum- stays through 3/15. Bringing the gang to Boston's North Shore? You'll love this unfussy, spacious, apartment in Beverly. Plenty of room for the family! College visits, holidays & more. 1st floor with spacious eat in kitchen. Centrally located on a quiet side street with parking. Walk to beaches, entertainment, a vibrant downtown with a great food scene and just steps from the commuter rail with trains to Boston, Salem or points north!

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.

New Seabury & South Cape Beach State Park

3 bedroom home 4 Houses from private association beach 1 mile from South Cape Beach State Park 3 Miles to New Seabury County Club & The Popponesset Inn. Note we are not “In” New Seabury- we are just beyond down by the ocean. See map in photos for visual. Ballymeade County Club 7 miles & Willowbend CC 5 miles. 5 Miles to Mashpee Commons -Shopping & Restaurants Quiet Neighborhood Outdoor shower Boat landing 1 mile away Kids playground one street over

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.

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.

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!

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.