Holiday 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.

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!

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.

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!

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.

** 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.

Ferry (Car) Reservations Available for Summer 2026

F͟R͟E͟E͟ ͟C͟A͟R͟ ͟F͟E͟R͟R͟Y͟ ͟R͟E͟S͟E͟R͟V͟A͟T͟I͟O͟N͟ ͟F͟O͟R͟ ͟A͟U͟G͟U͟S͟T͟ ͟2͟2͟-͟2͟9͟!͟ In town, 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 • 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

Saltwind Cottage | Beach Walk • Cozy Fireplace

Escape to this cozy Cape Cod cottage—just 6 mins to Menauhant, 8 to Surf Drive, and 14 to Old Silver Beach. Adorably decorated in coastal style, it features 2 TVs, a gas fireplace, outdoor shower, BBQ grill, and an outdoor fireplace with a TV for magical movie nights under the stars. Relax by scenic Green Pond, stroll to Main Street shops and restaurants, and savor fresh seafood, homemade ice cream, salty air, and sunset skies in this charming seaside town.

Cheerful 4 bedroom cottage in Woods Hole!

You will be close to everything when you stay at this centrally-located Woods Hole Cape house. Great deck with grill, gas lobster cooker, and seating for 6. Central AC and heat. Four large bedrooms. New Bosch stove and dishwasher, new refrigerator. New large capacity w/d. Wonderful outdoor rain shower. Lots of parking, off street. Fire pit in the woods with Adirondack chairs. Short walk to beaches, Woods Hole, ferry to Martha’s Vineyard.

Stylish retreat | walk to town | fire pit

* 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

12 mins from Beach - Immaculate Intimate Retreat!

Unwind in this stylish, sun-drenched second-floor apartment nestled in a quiet, tree-lined neighborhood. This apartment is just minutes from the heart of Vineyard Haven, numerous beaches and brackish Lake Tashmoo. Perfect for couples or a group of friends seeking a refined getaway, this beautifully designed 2-bedroom, 2-full+ bathroom retreat blends modern comforts with authentic island charm setting you up for an ideal get-away.