
Holiday rentals with a fireplace in Chilmark
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Top-rated rentals with a fireplace in Chilmark
Guests agree: these rentals with a fireplace are highly rated for location, cleanliness and more.

Lambert's Cove Retreat, Water view, Beach pass
Enjoy stunning views of Vineyard Sound from this cozy three bedroom two bath home in a quiet neighborhood just minutes from Lambert's Cove Beach. This upside down house has one bedroom on the main level along with a full bath and open kitchen, dining, and family room. The downstairs has another living space, two bedrooms, laundry room, and full bath. Enjoy family time in the open upstairs with water views, or retreat to the lower level living room for some separation, quiet time, or work space.

Vineyard Haven Walk to Ferry
I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!

4-Season Guest House on Historic Chilmark Estate
Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

Cottage by the Bay
Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Martha's Vineyard Getaway Cottage
Contemporary cottage on quiet, private, wooded lot. Pristine, bright & comfortably furnished. Open living area, hardwood floors, vaulted ceilings, indoor/outdoor fireplaces, well appointed kitchen, washer/dryer, cable/internet/phone with unlimited national calling, SmartTV with Netflix and additional internet streaming services. Walk or bike to beaches and trails, 5 minute drive from downtown shops and restaurants. Property abuts West Chop Woods with lovely, quiet walking trails.

Historic Cobblestone Carriage House near Downtown
Enjoy a piece of history at this carriage house! Jonathan Bourne owned a mansion along with this home, and his son purchased a whaler, Lagoda, in 1841. The ship is currently displayed at the New Bedford Whaling Museum, which is walking distance; just four/five blocks of downtown New Bedford, where you can also enjoy shopping, great food, entertainment, and the ferry to either Martha’s Vineyard or Nantucket. New 2025 (MBTA) commuter train rail to Boston and more. Check it out!

The Driftwood Home, 5 min from Mashpee Commons, AC
- NOW PET FRIENDLY! - 15 min to Old Silver, South Cape, and Falmouth Heights beaches - 5 min to Mashpee Commons - 15 min to Falmouth Main St - 1600 square feet, built in 2014, w/ central AC - Large kitchen w/ all cookware and utensils - Outdoor deck with seating, fire pit, and grill - 55” Smart TV - 10 min to Shining Sea Bike Trail - Less than 10 min to Falmouth, Cape Cod, and Quashnet Valley Country Clubs - Centrally located to all of the Upper Cape - No parties or events!

Juniper Point Cottage With Ocean View
Charming Cape Cod cottage on semi-private road with and ocean view of Vineyard Sound. Renovations completed in mid-July, 2020. Three BR, 2 private attached baths, 1 semi-private bath, fully equipped kitchen, patio with BBQ grill, gas fireplace, cable-TV, WiFi internet, large second-floor deck, a/c.. Close to Vineyard Ferry, bus station and town. Seasonal rent. Please complete a reservation request to determine the rent in effect for your requested dates.

Home by the Sea
Private entrance to the full 1st floor with an ocean view in quiet neighborhood. The apartment features a bedroom with full sized bed, private bathroom, private living room with dining area, gas fireplace, tv and couch. Washer/dryer, refrigerator, microwave, coffee maker, toaster and hot plate included are in the apartment. There also is an additional outdoor H/C shower, private patio and gas grill.

Cape Cod Cotuit Cottage, 3 Bed Near Beaches
5 star rental Cottage in the beautiful village of Cotuit! This quaint 3-bedroom cottage is perfect for a getaway for friends and family. It is just a short distance to nearby beaches, local market, walking trails, Cape Cod league baseball stadium, shopping and restaurants. Relax on the private patio area and enjoy the peaceful, natural setting. Bring along your dog too!

“Cozy Cottage” on Great Bay
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.

Mermaid Cottage
Relaxing cottage guesthouse near East Branch of the Westport River & Horseneck Beach. Explore winery, brewery, many nature trails, superb biking. Close to Central Village galleries, shopping, Bayside restaurants and Seafood Market at the Town Wharf. Partner's Village Store recommended stop over. Includes High speed Internet, WiFi, Channels Local and LG TV, AC.
Popular amenities for rentals with a fireplace in Chilmark
House rentals with a fireplace

Martha's Vineyard Cottage: Walk to Town and Beach

Serene Beach House Retreat near Chappy, Old Silver

Classic Shingled Cape House Wooded Retreat

Quaint Roomy Ranch

1bed/1Ba Looking for long term tenant 10/15

Waterfront Island Oasis w/Breathtaking Sunsets

Opulent Private Waterfront Escape, Family Friendly

Seacoast Shores Oasis-Steps From Private Beach Bay
Apartment rentals with a fireplace

In-law apt. with all the amenities of Home.

Historic New Bedford Henry’s on William! 4 Bedroom

Sunshine Beautiful

Quiet & Serene in Aquinnah

Central 2nd-floor apartment in great location

Cape Cod Cottage Studio - Dogs are welcome

Cozy Large Private Pet Friendly Studio

Sunlit Victorian Studio (huge!)
Other holiday rentals with a fireplace

Last Weeks Summer 2026 – Waterfront Available!

THE HAVEN: No car needed 0.4 m to downtown/beach.

Stunning Cape Home - Inground Pool, 5 Min To Beach

5BR Falmouth Heights Cape Dream

Walk to Town/Golf Club - Renovated Edgartown Home

Family friendly - walk to beaches

Greenehill~ Up-island 1800's Vineyard farmhouse.

The Swift's Nest
When is the best time to visit Chilmark?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹44,108 | ₹44,108 | ₹44,108 | ₹43,667 | ₹41,902 | ₹48,519 | ₹62,192 | ₹69,249 | ₹56,723 | ₹48,166 | ₹44,814 | ₹44,108 |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about holiday rentals with a fireplace in Chilmark

Total holiday rentals
Explore 90 holiday rentals in Chilmark

Nightly prices starting at
Chilmark holiday rentals start at ₹18,525 per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Chilmark holiday rentals include wifi access

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

4.9 Average rating
Chilmark stays are highly rated by guests – averaging 4.9 out of 5!
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- Cape Cod
- Mayflower Beach
- Brown University
- Charlestown Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- Duxbury Beach
- Easton Beach
- Blue Shutters Beach
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- Island Park Beach
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