
Family-friendly vacation rentals in Plymouth County
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Top-rated family-friendly rentals in Plymouth County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Gateway to Cape Cod Loft!
SUMMER 2026 is OPEN BOOK QUICK JULY 4th 2026 OPEN! Christmas 2025 open! 24-28th BEACH PASS PROVIDED PLEASE READ GREAT FOR FAMILIES Can sleep a 6th SMALL CHILD (5 or under) in this unit if needed 5 adults MAX parking for 2 cars only WELCOME to Wareham, the town with 60 MILES of shoreline in Massachusetts! Minutes away from Water wizz and TONS of local beaches. Wareham Center and a local grocery store are both walking distance away! Near Plymouth and Cape, Boston and providence, RI

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

Tiny farm house on horse farm
Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.

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.

Cozy Private Suite halfway between Cape & Boston
Large private room located in the Basement of a single family home. The home is conveniently located less than one minute from route 3 half way between Boston and Cape Cod. The room has a full size bed, and a euro lounger that can be used to relax and watch TV or reclyned for sleeping. There is a kitchenette located in the room which has a Fridge with top freezer, a microwave and a Keurig . The private bath is located inside the bedroom. Cool off in the pool during summer months.

Cozy & Modern 3rd floor one bedroom Suite
Welcome to the Cozy Suite! This charming, modern retreat offers a private entrance and everything you need for a comfortable stay. Perfectly situated just 5 minutes from Bridgewater State College, you'll enjoy a peaceful and convenient location with easy access to all the local attractions. Whether you're here for business, a visit to campus, or simply to explore the area, this suite offers a stylish and cozy escape. Ideal for anyone looking for a modern, hassle-free experience.

Downtown Backyard Oasis
Enjoy easy access to everything from this perfectly located home base in downtown Plymouth. It is just a five minute walk to the 1620 Hotel, Mayflower, Plymouth Rock, beach, waterfront restaurants, Main Street boutiques & coffee shops, etc. Five minute drive to T station (in Kingston) for fun day trips to Boston without the traffic. Easy drive to Cape Cod for day trips as well! This newly renovated, yet charming, 2 bedroom first floor apartment is a perfect get away.

Remodeled Studio Apartment in Downtown Plymouth
Come experience the charm and rich history of “America’s Hometown!” Get transported back in time in an 1887 colonial home located in the heart of downtown Plymouth. Enter through the French doors into a recently remodeled studio apartment with a full kitchen, full bath and king-sized bed. All the modern comforts you could ask for in a quaint and cozy rental. Walking distance to restaurants, shopping, Plymouth Rock, the Mayflower and more!

Brand new! Whole apartment, huge tub, full kitchen
Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.

Private Scituate Getaway - walk to harbor
Delightful studio apartment with private entrance off historic First Parish Road. Located a mile from Scituate Harbor, beaches, restaurants, golf course, movie theater, shops, and Greenbush train into Boston. Space includes comfortable queen-sized bed, full bathroom, sofa, cable TV and wifi. Additional amenities include ceiling fan, air-conditioning, mini-fridge, Keurig, and microwave.

Historic Downtown Plymouth
Enjoy the elegance and history of downtown Plymouth. This studio apartment has a separate full kitchen and a combined living/sleeping space. Beautifully private yet located in a antique historical building just steps from Plymouth Rock, the Mayflower, downtown shops and restaurants.
Popular amenities for Plymouth County family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront Year-Round Romantic Getaway w/Hot Tub

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

XL Cape Retreat - Pool - Hot Tub - 5min to Beach!

Entire house! Heated Pool, dog friendly, kayaking.

Manomet Boathouse Station #31

Charming Cape House with Private Hot Tub !

Luxury House 0.25 mi from Craigville Beach

Ocean Side, Amazing View, close to town/beach, Spa
Family- and pet-friendly home rentals

Clear Pond Pet Friendly Inn

☀️ Spacious and Bright -- The Sailboat Suite

A Shore Thing (King Bed, private patio w/ grill)

Cozy Large Private Pet Friendly Studio

Seaview Summit | Ocean Views, Indoor Pool, Beach

Rustic Carriage House by the Sea

1 of a Kind Pond-Front Home, Minutes from Downtown

Apartment 1BR mins from JFK/UMASS free parking
Family-friendly home rentals with a pool

5 Rm 1684 Historic Nathaniel Church House downtown

"Cape Escape" luxury home w/pool & beach access.

The Loft @ Beechwood. Private, comfy, coastal!

Falmouth, Cozy Studio Near Old Silver Beach

Getaway with pool

Modern Studio Apt with Pool

Private Pool, near beaches, 3 BR/3 BA, Central Air

Charming E. Sandwich Cottage Near Beaches, Dogs OK
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- Cape Cod
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Lynn Beach
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- New England Aquarium
- Freedom Trail
- Good Harbor Beach
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- Museum of Fine Arts, Boston
- Quincy Market
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- Prudential Center
- Oakland Beach
- White Horse Beach
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