
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.

Charming New England 2brm Apt. South of Boston
Welcome to a bright, comfortable 2-bedroom apartment just a 4-minute walk to BSU. Perfect for visiting families, traveling nurses, professors, and corporate guests. Enjoy private driveway parking, Wi-Fi, a fully equipped kitchen, and quiet residential neighborhood with a spacious backyard. located near Good Samaritan Medical Center and the VA, with easy access 2 Boston, Gillette Stadium, Plymouth, Rhode Island, & Cape Cod. A peaceful, homelike alternative 2 hotels for short or extended stays.

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.

Journey’s End Beachfront Cottage with Parking
Escape to the beach and enjoy the Journey's End! This gem of a revived fisherman's cottage is nestled on the beach & provides 180-degree views of unspoiled White Horse Beach on the Atlantic Ocean with uninterrupted views of sea, sky, sunrises, & sunsets. It is THE spot to relax, walk the beach, watch the ships, stargaze, or enjoy a meal oceanside. With its private beachfront deck & beach stairs & one off-street parking space (a rarity), the Journey’s End lives up to its name for vacationers!

Ocean Front Cottage With A Million Dollar View
This is an ocean front cottage with a million dollar view of Cape Cod Bay. Fully furnished rustic cottage on private property. Spectacular sunrise. Enjoy watching frolicking seals. Low tide exposes tide pools and sand bars to explore. This is a very peaceful and quiet location. There are 22 stair steps down to the beach. The stairs are taken up late fall and put back mid May, after storms have passed. Access to the beach at that time is through conservation land 1:8 mile down the road.

The Gateway to Cape Cod townhouse !
SUMMER 26 AVAIL DATES June 1-3, 7-12, 15-18, 21-23 July 13-16, 20-24 Aug 21-23,26-28 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

Captain's Lodge- #1, Plymouth Water Front Condo
1200 square foot condo. 2 bedrooms plus loft. 1 +1/2 baths. Full large eat in kitchen + dinning and living room area. Massive outside deck over looking Plymouth harbor. Located in the heart of the historic Plymouth Water front. Short walk to the rock, Mayflower and beaches and surrounded by resturants , pubs and night life. Location offers access to all that Plymouth has to offer. Condo has been recently remodeled and everything is new and clean. Off street parking on location.

Clean Cottage, Walk to Sagamore Beach, New Kitchen
Clean updated beautiful 2 bedroom 884 sq ft cottage. A short 5 min (.3 mi) walk to beautiful Sagamore Beach. Nice new contemporary kitchen is fully equipped, including a dishwasher. Fully finished basement with extras! Forced air heat & air conditioning. WiFi & Cable tvs. Clark Park two streets over: walking track, playground, basketball & tennis courts. Short drive to Sagamore Bridge & the canal with its great walking and biking path. Enjoy morning coffee & meals on the covered patio.

Manomet Boathouse Station #31
The Boathouse was a part of the Manomet Coast Guard Station on Manomet Point. When the station was decommissioned and eventually dismantled, the Boathouse was moved and attached to our home as a separate space. Guests will have full and private access to this beautiful and spacious 1,800 square foot home with 11 foot vaulted ceilings and antique southern exposure windows. The open first floor has a living room, kitchen, pool table and bathroom. A spiral staircase leads to the bedroom.

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.

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.

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.

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.
Popular amenities for Plymouth County family-friendly rentals
Family-friendly home rentals with a hot tub

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

Sagamore Manor | Pool | Hot Tub | 5min to Beach!

Unique Industrial Penthouse

Luxury House 0.25 mi from Craigville Beach

Ocean Side, Amazing View, close to town/beach, Spa

Heart of Southie - Hot Tub + Walk to Top Bars

Humarock Beach: 4BR Getaway

John Alden Condo
Family- and pet-friendly home rentals

Clear Pond Pet Friendly Retreat

Beach Cottage, without going over bridges to Cape!

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

Beechwood Cottage

Cozy, well-equipped beach cottage, steps to beach!

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

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

2 BR Private Lakefront Escape | Kayaks + Firepit
Family-friendly home rentals with a pool

5 Rm 1684 Historic Nathaniel Church House downtown

Our families slice of heaven

The Loft @ Beechwood. Private, comfy, coastal!

Spacious Retreat With Pool, Game Room & Fireplace

Poseidon's Palace - 2.0

Entire house! Heated Pool, dog friendly, kayaking.

STEPS to Private Beach-7 Beds, Pool, Fenced Yard

Cozy Private Suite halfway between Cape & Boston
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