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.

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Top guest favorite

The entryway features a wooden staircase with white railings leading to the second floor. A cozy seating nook sits beside a window, adorned with decorative pillows. Light-colored walls complement the hardwood flooring, while a console table with a decorative bowl adds a welcoming touch.

Home in Plymouth

Updated Antique in Historic Downtown Plymouth

Updated antique colonial within walking distance to everything historic Downtown Plymouth has to offer- waterfront, boating, shops, restaurants, historic sites, and more. Fenced in backyard with patio overlooking gorgeous, well-maintained garden. Patio has large farm table with umbrella and Weber grill, great for entertaining! This charming in-town location offers you the best of both worlds - walking distance to everything while also being cozy and comfortable to enjoy a day at home to relax.

KitchenIndoor spacesCondition

5.0 out of 5 average rating, 172 reviews

Top guest favorite

A view of a serene outdoor space featuring a green lawn bordered by a cranberry bog. A fire pit with chairs is situated in the foreground, while a rustic building and tree line create a picturesque backdrop under a cloudy sky.

Guest suite in Duxbury

Guest suite on cranberry bog, 1 mile from beach

Why fight the traffic to Cape Cod when you can enjoy New England's beaches, trails and seafood from beautiful Duxbury - just an hour from Boston! Our home is on a gorgeous cranberry bog surrounded by biking and walking trails and just a mile from the beach. Skylights and french doors to a private patio fill the suite with sunlight. Guests enjoy the fire pit, grill and yard in summer or hit the trails on snow shoes and sleds in winter. The bog freezes over too and is great for ice skating!

KitchenFamilyView

4.95 out of 5 average rating, 110 reviews

Top guest favorite

A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.

Home in Sandwich

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Indoor spacesKitchenLaundry

5.0 out of 5 average rating, 249 reviews

Guest favorite

The exterior of the cottage is shown, featuring a welcoming blue door and a well-maintained front yard with colorful flowers. The view includes a quiet street lined with trees and nearby houses, providing a glimpse of the neighborhood atmosphere.

Cottage in Fairhaven

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.

FamilyKitchenDecor

4.83 out of 5 average rating, 256 reviews

Guest favorite

The image captures a serene seascape at twilight, showcasing a vibrant sky filled with shades of pink and purple. Gentle waves lap against the shore, while a distant landmass is visible on the horizon, creating a calming backdrop to the tranquil waters.

Cottage in Kingston

Quiet Luxe Water Front Oasis

Amazing ocean views from nearly every spot in the house. Open layout on first floor with kitchen, dining room, living room, and sunroom with deck to ocean. Gaze at the water as you work at the desk, cook your meals, or lounge on one of the two first floor couches. There's a half bath downstairs as well, and books and games to enjoy. The second floor features two bedrooms and full bathroom. Both bedrooms have ocean views; the master is your calming tranquil oasis next to the sea.

KitchenIndoor spacesGrill

4.94 out of 5 average rating, 105 reviews

Top guest favorite

An aerial view captures the serene coastline, featuring a stretch of sandy beach bordered by a residential neighborhood. The water glistens in shades of blue, complemented by rolling green landscapes and a distant bridge, creating a harmonious blend of nature and community.

Home in Duxbury

Welcome to Windansea. Duxbury Beach Vacation Home

Welcome to Windansea! This 3-BR/3BA colonial with bunkhouse is your newly furnished and tastefully preserved home at Duxbury Beach. Ideally located a short stroll to beach, back-river and iconic bridge. 10 minutes to Plymouth and about 45min to Boston, Nantucket, and Martha's Vineyard Island Ferry. Whether you seek a quiet, tranquil getaway by the ocean or an action-packed week of sightseeing excursions, this lovely escape at Duxbury Beach offers the best of both worlds!

Indoor spacesFamilyComfort

4.99 out of 5 average rating, 100 reviews

Top guest favorite

Apartment in Plymouth

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.

FamilyKitchenComfort

4.98 out of 5 average rating, 163 reviews

Top guest favorite

A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.

Home in Falmouth

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Indoor spacesFamilyNearby

5.0 out of 5 average rating, 172 reviews

Top guest favorite

A handcrafted tree house is perched among trees, supported by wooden stilts. The structure features a rustic exterior with a metal roof and large windows, surrounded by greenery and vibrant pink flowers in the foreground, creating a serene and natural setting.

Treehouse in Wareham

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.

KitchenIndoor spacesHeating

4.97 out of 5 average rating, 246 reviews

Superhost

A serene pool area is surrounded by lush gardens, featuring vibrant flowers in planters. A pool house is visible in the background, framed by greenery. The clear water of the pool reflects the surrounding natural beauty, inviting relaxation and enjoyment.

Home in Plymouth

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.

FamilyKitchenTV

4.9 out of 5 average rating, 199 reviews

Top guest favorite

The kitchen features stainless steel appliances, including a refrigerator and a gas stove. Light grey walls are complemented by granite countertops. Natural light enters through a window above the sink, with kitchen essentials and decor items visible on the counters.

Townhouse in Wareham

The Gateway to Cape Cod townhouse !

Summer of 2027 calendar open BEACH PASS PROVIDED PLEASE CHECK OUT SLEEPING ARRANGEMENTS PRIOR TO BOOKING MAX 6 adults only Ideal for families Parking for 2 vehicles only WELCOME to Wareham! The town with the most coastline out of any town in MA 60 miles! Minutes to Water wizz and TONS of local beaches! Wareham center and a local grocery store are both walking distance away! Great proximity to Boston , providence , Plymouth, Cape and Bourne

Indoor spacesFamilyOutdoor spaces

4.96 out of 5 average rating, 246 reviews

Top guest favorite

A collage showcases various aspects of The Captain's House, including a stylish bedroom with a spacious bed, a modern kitchen equipped with essential amenities, a cozy living room, and a front porch with rocking chairs. Scenic views of Plymouth harbor and historic sites are also featured.

Home in Plymouth

The Captain's House - Downtown Plymouth

A true downtown gem. Sparkling clean PRIVATE 1,600 sq ft HOUSE. Unbeatable location with all that Plymouth has to offer literally outside the door - restaurants, the harbor and historic sites (yet on a quiet street). Stylish, renovated 5 bedroom, 2 full bathrooms, laundry, a huge front porch and hidden backyard courtyard. Full kitchen, dining room, and living room. Park 2-3 cars in driveway. Central AC. A guest favorite that rarely disappoints.

KitchenIndoor spacesCondition

4.95 out of 5 average rating, 283 reviews