Holiday rentals with a fire pit in Chilmark

5.0 out of 5 average rating, 126 reviews

A private garden patio is showcased, featuring a circular table surrounded by four chairs. Plush cushions in vibrant blue patterns adorn the seating. Nearby, two wooden lounge chairs offer additional relaxation options. Lush greenery and flowers provide a natural backdrop, enhancing the outdoor ambiance.

Apartment in Edgartown

Private Garden Oasis -Outdoor Shower- Walk to town

* Private garden patio: string lights create chill evenings around the propane fire pit. Table & chairs, propane grill, & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC

5.0 out of 5 average rating, 235 reviews

The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.

Cottage in Marion

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.

4.98 out of 5 average rating, 60 reviews

An enclosed front porch features multiple windows providing a view of the surrounding greenery. Two rocking chairs are positioned on a patterned rug, alongside a wooden table and lamp. Natural light fills the space, creating a bright and open atmosphere.

Home in West Tisbury

Renovated pond view home near Lamberts Cove beach

Idyllic renovated farmhouse across from Seth's Pond and 0.6 miles from the infamous Lamberts Cove beach. Enjoy the views from the expansive enclosed front porch, play in the 2 acre yard and relax on the back patio with hardlined gas grill. Renovated kitchen, many recent renovations and a fully stocked home ensure a comfortable stay. Terrific mid-island location with easy access to nature hikes, State Road Restaurant, the Lamberts Cove Inn Restaurant, Up Island Cronigs (groceries) and more!

5.0 out of 5 average rating, 236 reviews

A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.

Home in Sandwich

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

4.79 out of 5 average rating, 130 reviews

A cozy living area is presented with a dark couch and a wooden dining table accompanied by black chairs. A TV is situated on a light-colored media unit, while bookshelves filled with books line one wall. Natural light filters in through sheer curtains.

Apartment in Fairhaven

Main Street on the Park

Welcome to Main Street on the Park! The morning sun will greet you in the bright apartment in our big white house with a yellow front door. Perfect for a romantic getaway or a convenient place to stay if you are in the area for business. A large fenced yard abuts a public park complete with tennis courts, track and walking trail. Explore our small town with a big history, visit its historic buildings, great restaurants and unique shops. The location is convenient to all of the South Coast.

4.93 out of 5 average rating, 185 reviews

Home in Tisbury

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!

4.94 out of 5 average rating, 233 reviews

A gravel pathway winds through a lush forest, flanked by tall trees and dense greenery. Brightly colored signage can be seen attached to some trees. A narrow dirt path leads off to the right, inviting exploration.

Guest suite in Mashpee

Cottage on the Bay

Welcome to our charming Cape Cod cottage nestled on the tranquil shores of Popponessett Bay! This cozy space has been cherished by our family for generations, offering a quintessential Cape Cod experience. Located on a private point, our cottage provides stunning bay views and a serene atmosphere perfect for relaxation. Conveniently situated between Popponessett Market Place (2miles) and Mashpee Commons (2.6miles) you're close to shopping, dining, and entertainment options.

4.98 out of 5 average rating, 358 reviews

A spacious living room features modern furnishings arranged for comfort. A large flat-screen TV is mounted above an electric fireplace. Natural light enters through multiple windows, and a playful dog portrait decorates the wall. A patterned rug anchors the seating area.

Home in Falmouth

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!

4.98 out of 5 average rating, 90 reviews

A well-lit room features tall windows providing views of the outdoor deck. A wooden desk and chair are positioned next to a seating area, which includes an armchair and a floral-patterned chair. Bookshelves line the walls, and vibrant artwork decorates the space.

Home in Chilmark

Peaceful Retreat Near Up-Island Beaches

Welcome to our charming 2-bedroom private guest house, nestled in a peaceful Chilmark neighborhood. Enjoy the spacious outdoor area, perfect for gatherings, featuring an 8-person dining set, a wood-burning fire pit, a BBQ grill and a seasonal outdoor shower. Our location offers easy access to local attractions: just a 4-minute drive to Alleys General Store, West Tisbury Center, and the library, and only 5 minutes to the stunning Lucy Vincent Beach and Chilmark town center.

4.79 out of 5 average rating, 358 reviews

A cozy seating area is featured with a gray sofa adorned with textured pillows and a light throw. A light curtain softly filters natural light, and a wooden shelf holds decorative items. A beach-themed sign adds a subtle touch to the sunny space.

Cottage in Fairhaven

On the Beach Cottage in Fairhaven

Enjoy your own private beach at our comfortable Beach Cottage. Hop on the local bike rentals to the nearby soda shop for snacks and treats. Or throw a line in for the days fresh catch. Spend some time relaxing on the back deck overlooking the saltwater marsh. After a day of searching for Sea glass and building sand castles on your own beach you will fall right asleep to the sounds and smells of the ocean right outside your bedroom patio doors. Welcome to your vacation

4.98 out of 5 average rating, 117 reviews

The inviting entrance of a cottage is framed by a wooden railing adorned with potted plants. Sunlight highlights the natural wood texture of the exterior, while greenery surrounds the pathways, creating a serene atmosphere.

Cottage in Sandwich

Escape to the Cape

We request a 2 night minimum. You will have this entire charming and private cottage to yourself. It is immaculate and well-appointed. Located within walking distance to historic Sandwich Village, local shops, bakery, bistro, and cafes. Walk to Heritage Museum and Gardens and stroll through Sandwich Village to visit the Glass Museum, Dunbar Tea House, Daniel Webster Inn, and Spa. Spend the day at Sandwich's iconic boardwalk, Sandy Neck, and local beaches.

4.96 out of 5 average rating, 312 reviews

The cottage is adorned with warm, glowing string lights that outline the roof and windows, creating a welcoming ambiance. A lush wreath decorates the front door, while charming wood paneling and multiple windows enhance the inviting exterior.

Cottage in Tisbury

Not Your Great Aunt's Island Cottage

In the heart Vineyard, 1930's cottage, lovingly updated by architect-owner. • Stylish decor, open floor plan, granite terrace • 2 blocks to Main St/harbor/ferry/town beach/playhouse • Central Air • Easily walkable 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

Popular amenities for Chilmark Holiday Accommodation with Fire Pit

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

4.99 out of 5 average rating, 155 reviews

The exterior of a spacious coastal property is shown, featuring a wraparound porch and light grey shingle siding. A clear blue sky complements the beach setting, with soft sand leading to the ocean in the background. Lush greenery borders the property, providing a sense of seclusion.

Home in Sandwich

Salt Eire | Oceanfront Beach Home

4.83 out of 5 average rating, 215 reviews

A grassy outdoor space features two blue Adirondack chairs and a small fire pit, surrounded by trees and overlooking a serene pond. A hammock hangs in the distance, while the deck is visible on the right, extending from the house.

Home in Oak Bluffs

Waterview, Private, Walk to Beach, Mile to Town

4.9 out of 5 average rating, 555 reviews

A charming cottage is nestled among greenery, featuring a gray shingle exterior and a sloped roof. The surrounding area includes a blue umbrella providing shade over outdoor seating, along with a gravel pathway that guides guests through a landscaped yard.

Home in Westport

Mermaid Cottage

4.94 out of 5 average rating, 142 reviews

A cozy family room features a slip-covered sofa and two light-colored armchairs, arranged around a wooden coffee table. A brick fireplace complements the space, and a flat-screen TV is mounted above it. Light from the window illuminates the warm wooden flooring.

Home in Mashpee

Newly Renovated! Seconds to sand, fire pit, A/C

4.99 out of 5 average rating, 111 reviews

A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.

Home in Wareham

Sunset Cove Beach

5.0 out of 5 average rating, 5 reviews

Home in Chilmark

Bayberry Cottage- Menemsha Inn & Lucy

4.82 out of 5 average rating, 38 reviews

The dining area features a round wooden table surrounded by four black and natural chairs, with a tasteful floral arrangement at the center. Large glass doors provide a view of the ocean, and a cozy living space with a gas fireplace is visible in the background.

Home in Pocasset

Pocasset Private Beach Family Retreat/firepit

4.93 out of 5 average rating, 28 reviews

A bright and airy living room is featured, showcasing white-brick walls and exposed wooden beams. Comfortable sofas are arranged around a central coffee table, with a flatscreen smart TV mounted on the wall. Natural light filters through the windows, creating an inviting atmosphere.

Home in West Tisbury

Top-Rated Island Retreat: Hot Tub, Lamberts Cove!

Apartment rentals with a fire pit

5.0 out of 5 average rating, 117 reviews

Two black Adirondack chairs are positioned around a small table in a serene backyard setting. A bowl filled with lobster sits atop the table, with a fish pond and rocks in the background, complemented by sun rays filtering through the foliage.

Apartment in Sandwich

Cozy Large Private Pet Friendly Studio

4.91 out of 5 average rating, 172 reviews

A spacious bedroom is showcased with a large bed featuring soft linens and decorative pillows. A comfortable armchair, table lamp, and an electric fireplace contribute to the inviting atmosphere. Light-colored walls and hardwood floors enhance the room's aesthetic.

Apartment in Somerset

The Crows Nest - 1747 Isaac Pierce House 2nd Floor

4.97 out of 5 average rating, 133 reviews

A spacious living area features a brick fireplace and a television. A comfortable sofa and armchairs are arranged around a coffee table on a patterned rug. A dining table with seating is visible in the background, along with decorative wall art and natural light from the windows.

Apartment in Barnstable

Spacious & bright, near beaches

4.95 out of 5 average rating, 172 reviews

An open interior view showcases a welcoming living space featuring a kitchenette with light wood cabinetry and a refrigerator. A cozy seating area is visible, complete with a loveseat and armchair. Natural light streams through multiple windows, enhancing the warm atmosphere.

Apartment in Tiverton

NEAT, somewhat funky STUDIO APARTMENT - WATERVIEW

4.59 out of 5 average rating, 34 reviews

An outdoor patio area is surrounded by lush gardens featuring blooming flowers and greenery. Two blue chairs are positioned near a table underneath a large umbrella, providing a shaded space for relaxation. The backdrop includes a well-maintained building with multiple glass doors.

Apartment in Aquinnah

Quiet & Serene in Aquinnah

5.0 out of 5 average rating, 10 reviews

Apartment in Tisbury

Luxury Guest Suite w/ Private Patio • Near Town

4.71 out of 5 average rating, 167 reviews

An outdoor area features a gazebo surrounded by a mix of purple and green shrubbery. Several comfortable chairs encircle a fire pit, with a gravel surface providing a natural flooring. The pleasant space invites relaxation and gatherings in a serene setting.

Apartment in Oak Bluffs

Fantastic beach Ap 0.8 miles from Farm Neck Golf!

4.93 out of 5 average rating, 57 reviews

A cozy living area is shown, featuring a dark gray sofa adorned with decorative pillows. A wooden coffee table sits in front of the sofa, holding magazines. Natural light filters through a doorway leading to the outside, enhancing the warm atmosphere.

Apartment in Oak Bluffs

Down island woodsy retreat.

Cabin rentals with a fire pit

4.64 out of 5 average rating, 56 reviews

A beach cottage showcases a wooden deck leading up to its exterior, featuring multiple windows and a blue trim. Surrounding greenery and sandy terrain create a natural setting. The entrance is visible, alongside a glimpse of parked vehicles in the background.

Cabin in Aquinnah

50s Cottage on Martha’s Vineyard w/Private beach

5.0 out of 5 average rating, 56 reviews

Cabin in Freetown

Off-Grid (heated) Forest Cabin

4.75 out of 5 average rating, 20 reviews

Cabin in Sandwich

Cape Cod Resort|Cabin w/Pool & Private Beach

4.56 out of 5 average rating, 9 reviews

A cabin with a light green exterior is framed by lush trees. Four adirondack chairs surround a stone fire pit set on a grassy area. A charcoal grill is positioned nearby, and a spacious deck is visible at the rear of the cabin.

Cabin in Falmouth

Cape Cabin, Pools, Hot Tub, Beach, Game RM, & More

5.0 out of 5 average rating, 13 reviews

A charming log cabin is set in a landscaped yard, featuring a pathway leading to the entrance. Surrounded by greenery, the deck offers outdoor seating and a grill, with flower beds adding color to the exterior. A fire pit is visible in the background.

Cabin in Westport

Cozy Cabin Getaway

5.0 out of 5 average rating, 12 reviews

A cozy cabin exterior is shown, featuring large windows that allow natural light to fill the space. A white golf cart is parked in front, and a gravel driveway leads to wooden steps. Surrounding trees provide ample shade and greenery.

Cabin in Sandwich

The Nascimento’s Cape Retreat @Peters Pond Resort

The exterior of a light blue cottage is featured, showcasing a ramp leading to the entryway. A golf cart is parked in front, positioned on a gravel driveway surrounded by greenery. Large windows display a welcoming interior, and a flag is hung near the entrance.

Cabin in Sandwich

4.8 out of 5 average rating, 5 reviews

Cottage