
Family-friendly holiday rentals in Plymouth
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Plymouth
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Little Boho Retreat by the Beach
Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

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!

Spring is coming. Book the Whale Tail today!
Spring is a great times to visit Plymouth, from daffodils to sunny warm weather, we have it all! Our location is walkable and super safe, and you'll be in the heart of it all. We are less than a block from many beaches, restaurants, nightlife and historical tours. Check out our walk-through video on You Tube. Type WhaleTailInt 2019 in the search for a virtual tour of the entire house. Hop on the "T" and day trip to Boston, or head to Cape Cod for beaches galore and souvenir shopping.

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.

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.

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.

PLYMOUTH CENTER - The Captain's House #1
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.

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!

Seaview Summit | Ocean Views, Indoor Pool, Beach
Perched above the coastline with panoramic Atlantic views, Seaview Summit House is Plymouth's premier oceanfront retreat. Designed for discerning travelers seeking serenity, space, and sophistication. With a heated indoor pool, expansive outdoor living areas, and direct beach access just moments away, this stunning property delivers a five-star experience in every season. Book your stay today. You'll be glad you did.

Stunning ocean views, stairs down to the beach
Welcome! Wilkommen! Bienvenue! Our oceanfront cottage offers stunning panoramic views through wrap-around windows. You will be able to walk directly from the spacious deck down the stairs onto beautiful White Horse Beach. This house has been in our family for generations and we are excited to welcome you as guests into our home.

1620 Seaview: Amazing location walk to town, beach
Enjoy views of Plymouth Harbor from a renovated 1900 Victorian home under 1 mile from downtown. This apartment is 1400 sf and spans 3 floors. It is perfect for 6-8 people and can accommodate up to 10. Close to everything, but tucked in a private setting. No Shared space, each of the 3 apartments has own locked entrance.
Popular amenities for Plymouth family-friendly rentals
Family-friendly home rentals with a hot tub

Violet’s Place- king bed- pet friendly- hot tub!

Oak bluffs cottage Perfect place to honeymoon!

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

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Lakefront Spa Retreat • Hot Tub • King Bed • Dock

Coastal Hideaway- hot tub close to Newport+beaches

Large Groups. Entire Home. Private Retreat.

Beachfront W/ Hot Tub, Sauna, Pool & Panoramic View
Family- and pet-friendly home rentals

Beach Cottage, without going over bridges to Cape!

Fabulous Waterfront with Spectacular Sunset Views!

Adorable Gray Gables Beach Cottage

Koselig Cabin on the Farm Coast of New England!

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

Pet Friendly 🐶 …Walk to White Horse Beach

Waterfront Cape Cod Family Home in Buzzards Bay

Sunset Cove Beach
Family-friendly home rentals with a pool

P-Town Beach Beauty on the Bay. Water View!

Jamestown:Coastal Cottage in town near beach/Nwp

Cozy Barrington Home with a Private Pool

Spacious vacation unit in premium suburban town

Country Cottage in the City

Spectacular beach & pool combo; beautiful sunsets!

Great Location. Near Beach & Main Street. Unit M1

Cozy Private Studio Unit w/ Laundry and Parking!
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $372 SGD | $381 SGD | $387 SGD | $385 SGD | $419 SGD | $468 SGD | $503 SGD | $513 SGD | $431 SGD | $400 SGD | $403 SGD | $396 SGD |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Plymouth

Total holiday rentals
Explore 340 holiday rentals in Plymouth

Nightly prices starting at
Plymouth holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 12,770 verified reviews to help you choose

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
340 of Plymouth holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Plymouth rentals

4.9 Average rating
Plymouth stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Plymouth County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Boston Seaport
- Boston University
- East Sandwich Beach
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- Easton Beach
- Prudential Center
- Roxbury Crossing Station




