Family-friendly holiday rentals in Westwood

Clear Pond Pet Friendly Inn, Winter months 50% off

This pond front property offers a relaxing atmosphere with beautiful views of your private beach for swimming, kayaking and canoeing. You're a stone's throw from the Plymouth Rock, Plantation, and Plymouth Beach, along with all the restaurants and shops along the waterfront. Boston, Cape Cod, Nantucket, and Martha's Vineyard are only minutes from your doorstep. There is a walking trail for pets around an adjacent cranberry bog. Fire pits, private patio, and beach for your outdoor pleasure!

Charming 3 br apartment/East side

Beautiful 2 floor apartment/house (part of a duplex) with floral front yard and shady back garden. Close to Brown, RISD, downtown, etc. Fully furnished. Front and back private entrances. Kitchen stocked with cooking basics, including spices, and many utensils, small appliances and pots, pans, etc. Picnic basket, beach towels and mats, hand weights, yoga mat on premises. Suitable for entertaining indoors and out. Parking: 2 driveway spaces on alley. Can host 4/5 easily, but up to 6 is possible.

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

Welcome to our Cape house! Amazing neighborhood & the perfect spot to explore the Cape. Located on fully recreational John's Pond with your private association beach at the end of the street. Large sandy beach, boat launch, float, playground and tennis courts - plus enjoy use of our two kayaks! Just 10 min to South Cape ocean Beach & Mashpee Commons. The house is FULLY updated with hardwoods throughout, AC's, laundry room, front deck with views, private back patio with fire pit and patio.

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!

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.

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!

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!