Chilmark Holiday Homes
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Featured Holiday Homes in Chilmark

Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Private cottage nestled in center of the Vineyard

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Cozy cottage 3/4 mile from Oak Bluffs harbor

3 Bed 2 Bath - Fully Renovated SS Granite kitchen walk to beach Falmouth heights

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Centrally-Located New Seabury Waterfront: Last Summers Weeks!!

Near Falmouth Heights Beach. Great for large groups! Create Cape Cod memories !

Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews
Holiday Accommodation Chilmark
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Chilmark are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Chilmark itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Chilmark holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Chilmark, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Chilmark with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Chilmark Holiday Homes essential information
Accommodation | 887 Holiday Homes |
|---|---|
Lowest Price | NZ$212 |
Highest Price | NZ$917 |
Popular accommodation | Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool. , Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs, Private cottage nestled in center of the Vineyard, Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown, Cozy cottage 3/4 mile from Oak Bluffs harbor, 3 Bed 2 Bath - Fully Renovated SS Granite kitchen walk to beach Falmouth heights, Located Steps Away To Main Street And .7 Miles From Surf Drive Beach, Centrally-Located New Seabury Waterfront: Last Summers Weeks!!, Near Falmouth Heights Beach. Great for large groups! Create Cape Cod memories !, Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews, 2 Mi to Main St & Beach! Family Home in Edgartown, Sanctuary House: An ocean-view farmhouse retreat |
Top trending hotels in Chilmark

Sea Crest Beach Resort
^Eligibility requirements and conditions apply









