Family-friendly holiday rentals in Plymouth County

Find and book unique family-friendly homes on Airbnb

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 favourite

A charming cottage features a red front door and a brick chimney. A patio set with an umbrella is positioned outside, surrounded by a lush green lawn and trees. The exterior showcases a mix of horizontal siding and brick accents.

Cottage in Plymouth

4.96 out of 5 average rating, 134 reviews

Cozy Ladybug Cottage Near Cape Cod Canal

My cozy lil'Ladybug Cottage located on a rustic dead end street w/Great Herring Pond at end of road and tennis/basketball courts w/playground across from the other end of the road-make a perfect spot! Centrally located to major roads, highways &convenient to historic Plymouth/Sandwich. Easy to explore and enjoy the Cape Cod canal, ocean beaches as well as recreational activities nearby. Hike trails @ Ellisville Harbor State Park/picnic at the Herring run or canal, or grab a game of golf nearby.

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Top Guest favourite

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

5.0 out of 5 average rating, 161 reviews

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.

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Guest favourite

Home in Plymouth

4.92 out of 5 average rating, 190 reviews

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

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Top Guest favourite

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

4.94 out of 5 average rating, 107 reviews

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!

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Top Guest favourite

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

5.0 out of 5 average rating, 243 reviews

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.

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Guest favourite

A small, red-roofed structure is visible in the foreground, surrounded by a neatly maintained grassy area. A white fence encloses the space, with trees and lush greenery present in the background. Two horses can be seen grazing peacefully, adding to the serene rural setting.

Tiny home in Pembroke

4.88 out of 5 average rating, 153 reviews

Tiny Farm House on a 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.

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Top Guest favourite

Cottage in Buzzards Bay

5.0 out of 5 average rating, 240 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. Located within a sought after cape style cottage community. It offers a Pristine Private Association Beach. There are water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. Location! Close to Cape Cod Canal, Restaurants, Beaches, Walking Trails, Golf Courses and Cape Cod Bridge. August Last Minute Deals- 25% OFF! 10% off 4 days.

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Guest favourite

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

4.94 out of 5 average rating, 103 reviews

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.

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Top Guest favourite

The exterior of a welcoming home is shown, featuring a porch with elegant front doors. Soft lighting illuminates the entryway, while lush greenery and colorful flowers enhance the landscape, providing a warm and inviting entrance.

Apartment in Pembroke

4.99 out of 5 average rating, 144 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.

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Guest favourite

A charming cottage is displayed, featuring soft yellow siding and blue shutters. A welcoming front door is framed by greenery, while neatly arranged stones lead to the entrance. The surrounding yard is lush, showcasing various plants and flowers, set against a peaceful backdrop of trees.

Cottage in Kingston

4.88 out of 5 average rating, 267 reviews

Classic New England Beach Cottage

August 16 to 22 just opened up! 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!

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Top Guest favourite

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

4.97 out of 5 average rating, 238 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.

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Top Guest favourite

A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.

Home in Wareham

4.99 out of 5 average rating, 115 reviews

Sunset Cove Beach

This ocean view cottage is perfect for you and your family to relax, unwind and adore the wonderful scenery it has to offer. This charming cottage is on a quiet dead-end street, suitable for a small family or a couple, seeking to appreciate the neighborhood and beaches without the hassle of cape traffic. Come and enjoy the warm water, beautiful sunrises, breathtaking sunsets, and much more.

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