Family-friendly vacation 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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Guest favorite

Cabin in Cohasset

4.92 out of 5 average rating, 286 reviews

Lionsgate at Cohasset

Lionsgate is the perfect retreat to refresh the soul. Newly remodeled fully stocked kitchen with comfortable amenities provide a home away from feel. Enjoy a roaring fire in a rustic cabin during the winter or the coolness of a mini split in the summer. Cohasset, jewel of the South Shore is a quintessential New England seaside village located half way between Boston and Cape Cod. The ocean offers abundant recreation opportunities as well as plentiful parks for hiking and biking. A must visit.

Oct 17 – 24

ﺩ.ﺇ562 per night

Guest favorite

Apartment in Plymouth

4.82 out of 5 average rating, 328 reviews

The Harbor House - In The Center of Downtown

Amazing location in the heart of historic downtown Plymouth. Enjoy everything Plymouth has to offer right outside your door! Walk to restaurants, pubs, breweries, historical sites, antique shops, art studios, museums, beaches, parks, whale watching and deep sea fishing. The Harbor House is a remodeled, sparkling clean apartment offering all the comforts of home in a private 2 bedroom setting. Includes private parking, WiFi, smart TV, full kitchen and more in a safe, fun and convenient location.

Dec 14 – 21

ﺩ.ﺇ794 per night

Guest favorite

Cottage in Plymouth

4.93 out of 5 average rating, 222 reviews

Ocean View Cottage

Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove however there is a cooktop, microwave and toaster oven, 3/4 bathroom w a shower. Firestick/RokuTV. It is ONE room, open concept with a comfortable memory foam easy fold out king couch. The cottage is separate from the house and has its own entrance w own parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY**!!

Nov 3 – 8

ﺩ.ﺇ634 per night

Guest favorite

Home in Plymouth

4.92 out of 5 average rating, 171 reviews

Our Secret Garden

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 & chiminea. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod. POOL can be HEATED for $500.00/Visit.

Jan 18 – 25

ﺩ.ﺇ1,489 per night

Guest favorite

Cottage in Plymouth

4.93 out of 5 average rating, 113 reviews

Shifting Sands Beachfront Cottage with Parking

A true oceanfront cottage experience awaits at the Shifting Sands! Beaches, sunsets, relaxation, and nearby Plymouth are part of this cottage experience. The Shifting Sands is the place to enjoy a magnificent sunrise or sunset, stargaze, take a leisurely stroll on the beach, or grill & eat oceanside. Your outdoor living room is the ocean & an unspoiled beach with our cottage perched in front offers incredible views! You can drive right up to the cottage & park & you're vacation starts.

Jan 24 – 31

ﺩ.ﺇ1,478 per night

Guest favorite

Cottage in Falmouth

4.93 out of 5 average rating, 136 reviews

“Cozy Cottage” on Great Bay

Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.” Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach.We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Mar 9 – 16

ﺩ.ﺇ683 per night

Guest favorite

Home in Middleborough

4.94 out of 5 average rating, 296 reviews

Private retreat setting on 4 acres 1

Gatherings, parties, events, reunions, etc. with 8 or more total sleepers /non sleepers MUST be discussed prior to booking. A 5 minutes from Rte. 495, secluded, 2 bedroom 1200 sq.ft. apartment. Amenities include -- in-ground pool, horseshoe pits, tennis/basketball court, fully lit for night time use. Central air, full bath, eat in kitchen, Juliet balcony, private drive & entrances, 2 HD flat screen TV"s, Netflix, On Demand WIFI. Very comfortable for two or a couple with children.

Apr 26 – May 3

ﺩ.ﺇ370 per night

Guest favorite

Cottage in Sandwich

4.95 out of 5 average rating, 162 reviews

Waterfront Lake Cottage, Private Beach, Wow View!

Wake up to a magnificent view of a beautiful lake with waves lapping gently below your window! Guests love this stylish and open designed home dramatically located on the shores of a large, recreational lake. It's like being on your own luxury houseboat! Enjoy the wall-to-wall windows with a panoramic view, a beautiful new modern kitchen, your own private beach, a new luxurious King hybrid gel/coil bed, private office space, large bathroom with curved shower, and much more!

Oct 12 – 19

ﺩ.ﺇ1,379 per night

Guest favorite

Home in Plymouth

4.94 out of 5 average rating, 211 reviews

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.

Oct 30 – Nov 6

ﺩ.ﺇ1,616 per night

Guest favorite

Guesthouse in Sagamore Beach

4.99 out of 5 average rating, 300 reviews

The Guest House

The Guest House is free standing with a private entrance, loads of amenities and less than 300 yards from Cape Cod Bay. The two-story, farmhouse exterior has an open floor plan, modern cottage design, fully equipped kitchen, and private courtyard with Weber grill, wood fireplace and dedicated driveway. Guest privacy is a priority. Dogs under 75lbs welcome. There is a onetime fee of $150. This includes emotional support animals (ESA).

Apr 1 – 8

ﺩ.ﺇ899 per night

Guest favorite

Apartment in Randolph

4.88 out of 5 average rating, 287 reviews

1 Bedroom basement apartment

Apartment is in a basement of a one family house with a separate entrance and parking. Includes a private kitchen , bathroom and living room. located in Randolph Ma South of Boston,6 minutes to public transportation reachable only by car since you can only get there by taking the highway. We recommend our guests to rent a car or use uber. Closest train station is Quincy Adams Train Station, beaches , ski area

Dec 21 – 28

ﺩ.ﺇ482 per night

Guest favorite

Home in Plymouth

4.96 out of 5 average rating, 140 reviews

1 of a Kind Pond-Front Home, Minutes from Downtown

Pond-Front property boasts unparalleled privacy and charm. 5 minutes from shopping and downtown Plymouth. Located on a peninsula of land, water views are plentiful. Both ponds are tested yearly and safe for swimming, fishing, etc. Bring your furry friend to run in the back yard, your kids to play, or simply your friends to relax and catch some sun. Opportunities are endless!

Oct 24 – 31

ﺩ.ﺇ1,745 per night