Kid-friendly vacation rentals in Chilmark

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Chilmark

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Oak Bluffs

4.94 out of 5 average rating, 308 reviews

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Jan 4 – 11

R1,905 ZAR per night

Guest favorite

Guest suite in West Tisbury

4.94 out of 5 average rating, 102 reviews

Loft Guest Suite in Modern Barn House

A beautiful guest suite on Martha’s Vineyard with a private entrance on the 2nd floor of the back wing of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this large 400 square foot suite has vaulted wood ceilings and skylights. Enjoy the outdoor shower and new outdoor sitting area. The location is centrally located, just off historic Music St, a short walk to a small town center which provides amenities. Ask about our other guest suite if you are with others.

Feb 5 – 12

R1,954 ZAR per night

Guest favorite

Home in West Tisbury

4.98 out of 5 average rating, 122 reviews

Secluded Up Island Cottage

Charming Martha's Vineyard post and beam house on two secluded acres with two bedrooms in West Tisbury. The master bedroom has a queen bed, the second bedroom has a full bed, the loft has a full size futon. It is peacefully tucked away at the end of a road with only three other houses on it. It has easy access to beaches, bike paths and walking trails. Enjoy some family time in the wooded backyard grilling or relaxing with an outdoor shower or napping in the hammock after a day at the beach.

Jan 10 – 17

R4,738 ZAR per night

Guest favorite

Home in Edgartown

4.96 out of 5 average rating, 188 reviews

Brand new gorgeous 2 bedroom guest house.

This is a gorgeous brand new 2 bedroom guest house on the bike path that leads to downtown Edgartown and both State Beach and South Beach, as well as 1/4 of a mile from the famous Morning Glory Farm Stand. There are cathedral ceilings in the living room, which provide a open, spacious feel. There is a large deck on the front of the house with a grill, table and chairs. Part of it is covered in shade. Separate parking for guests with privacy, as it sits 200+ feet from the main house.

Jan 23 – 30

R5,750 ZAR per night

Guest favorite

Guesthouse in Chilmark

4.98 out of 5 average rating, 198 reviews

Beautiful Guest House in Chilmark

This newly renovated guest house is located in a quiet and very private setting in Chilmark. The guest house is located above the garage adjacent to the main house with a private entrance. It has a queen size bed with two oversized chairs. There is a full bathroom in addition to a private outdoor shower. A small kitchen features butcher block countertops, a stainless steel sink, refrigerator and electric stove. Central air conditioning + heat make it the perfect getaway for all seasons.

Feb 27 – Mar 6

R6,684 ZAR per night

Guest favorite

Apartment in Falmouth

4.98 out of 5 average rating, 120 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Oct 13 – 18

R1,423 ZAR per night

Guest favorite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a sought after cape style cottage community. It offers a Private Association Beach. The cottage has 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. You can also Walk, Bike, or Fish on Cape Cod Canal. Close to restaurants, hiking trails, and Mass Maritime. Last Min May-10% off, 3,4,5 day 10% off.

Oct 10 – 17

R2,195 ZAR per night

Superhost

Guest suite in Falmouth

4.8 out of 5 average rating, 372 reviews

Summer into Fall is when Falmouth is at its best!

Falmouth beaches are great year round. Falmouth is fully open with lots of great live music on weekends and trivia in many different locations mid week. The weather is generally warm enough now for hiking, biking, golf and scenic beach walks. I do not charge a cleaning fee & ask you to respectfully treat the space with care and clean up after yourself. I make sure the space is more diligently cleaned and disinfected between guests. Sorry but this is a no pet space.

May 12 – 17

R2,098 ZAR per night

Guest favorite

Apartment in New Bedford

4.99 out of 5 average rating, 101 reviews

One Bedroom in-law near beach with breakfast

One bedroom in-law apartment with Queen size bed, and Queen sleeper sofa in the living room. Full kitchen and 3/4 bathroom. Close to downtown New Bedford, with many restaurant options, and ferries to Martha's Vineyard, Nantucket and Cuttyhunk. Short walk to the beach (1/4 mile), Fort Rodman and Fort Taber where there is a military museum and a walking/bike path. Flexible Check-in, so you can arrive when convenient for you (as early as 9AM). No Guests or parties.

Jan 30 – Feb 6

R2,454 ZAR per night

Guest favorite

Cottage in Tisbury

4.96 out of 5 average rating, 217 reviews

Not Your Great Aunt's Island Cottage

In town, 1930's winterized cottage, lovingly updated by architect-owner. • Stylish informal decor, open floor plan, outdoor terrace • 2 blocks to Main Street/harbor/ferry/town beach/movie theater/playhouse • Central Air / Daikin Emura Zoned A/C • Close to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft

Dec 8 – 15

R6,966 ZAR per night

Guest favorite

Apartment in Westport

4.94 out of 5 average rating, 238 reviews

15 Acres of Open Fields & 15 Minutes to the Beach

This is a ground level apartment. It sits in the walkout basement of the main residence. It has 7 east facing windows. Tons of light and faces the 15 acres of field. It was a dairy farm previously so the house is a converted cow barn. It is quiet and serine, far off the road. Enjoy walks in the fields or sit on the swing in the gardens.

Oct 21 – 28

R1,892 ZAR per night

Guest favorite

Apartment in Fairhaven

4.97 out of 5 average rating, 209 reviews

Historic Fairhaven Village Garden-Level Suite

Garden level suite with private entrance in safe, quiet neighborhood. Completely new renovation with modern amenities, yet classic feel. Located within our family home, a historic structure dating back to the mid 19th century, originally Sawin Hall. Other incarnations of our home include The Second Advent Church and the Fairhaven Grange Hall.

Feb 3 – 10

R2,116 ZAR per night