Family-friendly vacation rentals in Kingston

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Top-rated family-friendly rentals in Kingston

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

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Guest favourite

Home in Kingston

4.84 out of 5 average rating, 108 reviews

Waterfront Rocky Nook Beach House

Waterfront 3 bedroom rental beach house on Plymouth/Duxbury/Kingston Bay, steps from private sandy neighborhood beach on quiet street. Area exceeds crowded Cape Cod for quiet vacation. Wake to fantastic views & sunrises on unique tidal bay; step out to the beach without packing a car! Downtown historic Plymouth has many new & upscale shops & restaurants, water sports; Cape Cod bridges 20 mi south, Boston 35 mi via nearby train, take ferry to Martha's Vineyard, Provincetown, Nantucket for a day

Guest favourite

Tiny homes in Pembroke

4.85 out of 5 average rating, 124 reviews

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 and 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.

Top guest favourite

Cottage in Pocasset

4.98 out of 5 average rating, 306 reviews

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.

Guest favourite

Apartment in Bridgewater

4.83 out of 5 average rating, 234 reviews

Charming New England 2brm Apt. South of Boston

Inviting 2-Bedroom Apartment in Quintessential New England Town Bright & Airy – Skylights fill the cozy living room with natural sunlight. Fully Equipped Kitchen – Compact yet functional with all essentials. Comfortable Bedrooms – 2 well-appointed rooms for restful sleep. Private Driveway & Free Parking Spacious Backyard –Perfect 4 relaxing. Prime Location – 4-minute walk to Bridgewater State U. Ideal 4-Family, travel nurses, healthcare workers, and corporate stays. Book now!

Top guest favourite

Apartment in Pembroke

4.99 out of 5 average rating, 135 reviews

Beautiful Lakeside Apt between Boston and Cape Cod

Beautiful apartment, with extraordinary lake views, located on a quiet street and midway between Boston and Cape Cod. Access to the lake is just feet from your back door. Enjoy grilling, swimming and the use of kayaks, canoe and standup paddle boards. 1 bed, 1 bath, can sleep 5 with a pull out queen and twin couches. Full kitchen, laundry, internet, cable. Your own access with keypad and off street parking is an added bonus. NO SMOKING OF ANY KIND IN OR OUTSIDE-NO EXCEPTIONS.

Superhost

Guest suite in Bridgewater

4.85 out of 5 average rating, 196 reviews

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.

Top guest favourite

Loft in Wareham

4.93 out of 5 average rating, 164 reviews

Beautiful loft close to Cape Cod!

SUMMER 2026 is OPEN! September 16-19 and 21-26 ,2025 open!! BEACH PASS PROVIDED PLEASE READ PERFECT 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 this newly renovated loft! Minutes away from Water wizz and TONS of local beaches and ponds.Wareham Center and a local grocery store are both walking distance away!! Located close to Cape, Plymouth. Great proximity to Boston and providence.

Top guest favourite

Treehouse in Wareham

4.97 out of 5 average rating, 216 reviews

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

Superhost

Apartment in Plymouth

4.91 out of 5 average rating, 152 reviews

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!

Guest favourite

Home in Plymouth

4.83 out of 5 average rating, 336 reviews

Historic 1 Bed/In Town/Best Location/Hot tub/deck

Please do not book weekends, holidays, or summer dates in advance. This 1-bedroom is only offered to fill midweek gaps when the full home isn’t booked. Beautifully restored historic home in the heart of town—steps from the Pilgrims' first settlement, ocean, restaurants, shops, and more. Located on Town Brook near the Gristmill, with a deck, firepit, hot tub, grill, cozy bed, and working wood stove. Clean, comfortable, and full of charm.

Guest favourite

Cottage in Kingston

4.87 out of 5 average rating, 256 reviews

Classic New England Beach Cottage

NO CLEANING FEE! LESS THAN 5 MIN WALK TO THE BEACH Enjoy a fun and relaxing stay in Kingston, within a 10 min drive to the Plymouth waterfront, featuring Plymouth Rock, the Mayflower replica and many great restaurants and shops. Less than an hour to Boston and 30 mins to Cape Cod. Our cottage has a private back yard with a gas grill, patio for outdoor dining, an area for lounging & an outdoor shower. See our 200+ five-star reviews!

Guest favourite

Guest suite in Plymouth

4.96 out of 5 average rating, 237 reviews

Comfortable & Historic Plymouth Suite

Our place is perfect for couples or single guests who are looking to enjoy Plymouth for all of the scenic and historic opportunities it has to offer. This space is part of our antique home, yet guests will be able to enjoy their privacy. We are centrally located between Plimoth Patuxet, Long Beach, and Downtown.