Vacation rentals with a fire pit in Dukes County

2 BR-Private guest house with Hot Tub and Fire Pit

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, a 6-person hot tub, 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.

Bright Summer Cottage

Take a break and unwind at this sweet Martha’s Vineyard Cottage. After a long day at the beach, markets, or events this quintessential Island cottage located at the back of a lovely historic property outside of old town West Tisbury provides lovely lawn spaces and plenty of areas to relax. Minutes away from Alley's and 7a Foods. Enjoy all that up island has to offer. From Farm stands and markets to Artisan festivals! Wonderfully central yet private will be 15 minutes from just about anywhere

Elisa's Cottage - Your Family Vacation Destination

Inspired by the lighthouses of New England, this custom designed home is a perfect relaxing getaway for a family or small group of friends. Newly renovated, this home is nestled in tranquil Woods Hole on a secluded one acre lot and conveniently located with easy access to all parts of Falmouth including beaches, restaurants, attractions and island ferry service. Walk to serene Quissett Harbor for beautiful ocean views and spectacular sunsets. Grill, lawn bocci, croquet and cocktails await!

Sea Haven | Beach • Walk to Dining • Spacious

Welcome to Sea Haven, your Cape Cod beach house! Nestled a 10 minute walk from both the beach and Main Street, spend the day with your toes in the sand and then stroll downtown for dinner and ice cream. The spacious and inviting home is thoughtfully designed with plenty of room to relax and unwind. Whether you're sipping your morning coffee, dining al fresco under the stars, or gathering around the firepit for evening conversations, this home is perfect for creating unforgettable memories.

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. Brand new 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!

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!

Waterview, Private, Walk to Beach, Mile to Town

Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Ask the host about ferry reservations if they appear to be sold out!

** Vineyard Vacation Retreat ** with HOT TUB

Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell driveway. The house is filled with art from local artist Alan Whiting, Colin Rule, Kara Taylor and Scott McDowell. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home. Updated 7/25/2025 we do not have any more firewood on the property.

Boho Getaway, outdoor shower, walk to town, patio

* Private garden patio: table & chairs, propane grill, propane fire pit & 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

Charming and Spacious Home in the Heart of MV

NEW LISTING! Located at the heart of Martha's Vineyard in a quiet and safe neighborhood. This spacious three-bedroom home sleeps six guests comfortably. There are two full bathrooms. Enjoy some time lounging in the beautiful sunroom or large living space with your guests. This home's central location is perfect for guests wanting to explore all parts of the island while also experiencing the quaint Martha's Vineyard lifestyle.

Ferry (Car) Reservations Available for Summer 2026

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

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Lovely 500 sq. ft. guest cottage on peaceful, residential hilltop near town & water. Open kitchen & living area; bedroom with double bed; sweet office accessed only thru BR with twin-sized couch; queen sofabed in LR. Walkable to parks, beach and town for kids and adults! Fenced in yard w bbq, outdoor shower and a brand new fire pit. A true pleasure. Read more below!