Vacation rentals with a fireplace in Oak Bluffs

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Top-rated fireplace rentals in Oak Bluffs

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Top guest favorite

A charming carriage house with shingle siding is set against a blue sky adorned with fluffy clouds. A black Jeep is parked in front, showcasing the gravel driveway. Lush greenery surrounds the property, enhancing its inviting appearance.

Guesthouse in Centerville

5 out of 5 average rating, 137 reviews

Modern Fireplaced Carriage House with Beach Permit

Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

Guest favorite

An open living area features high ceilings with exposed beams, large windows allowing natural light, and a cozy sofa facing a white coffee table. The kitchen and dining space are accessible, creating a welcoming atmosphere for relaxation and gatherings.

Home in Tisbury

4.94 out of 5 average rating, 133 reviews

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, garden 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!

Guest favorite

An aerial view captures a serene landscape, featuring a home surrounded by lush greenery. A tranquil pond reflects the sky, with dense trees framing the scene, creating a peaceful retreat close to nature.

Home in West Tisbury

4.97 out of 5 average rating, 105 reviews

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.

Guest favorite

A series of white shelves is mounted on a wall, displaying an assortment of colorful books and decorative items. Notable elements include a model sailboat, a lighthouse figurine, and a potted plant. A woven light fixture hangs above, casting a warm glow on the arrangement.

Townhouse in Edgartown

5 out of 5 average rating, 7 reviews

Bright townhome with private ponds, pickleball

Beautifully furnished condo is centrally located in a park-like setting. This property is perfect for anyone who loves to explore the outdoors or just relax on the private deck at home. The Sengekontacket Assoc. in Oak Bluffs is a desirable waterfront community easily located off the bike path and on the bus route to town. Private amenities include a freshwater pond just 2-min walk down a quiet road; a large saltwater pond about a 10-min walk to a community dock; and tennis/pickleball courts.

Top guest favorite

A hallway features a patterned runner rug, leading towards light-filled rooms. Green walls create a soothing backdrop, with doors on either side. A glimpse of hardwood flooring and a vacuum cleaner is visible in the distance, indicating a well-maintained space.

Guest suite in Oak Bluffs

5 out of 5 average rating, 26 reviews

Spacious 1 Bedroom Apt - 3 min walk to the Beach!

A perfect place for 1 -4 people to stay! You will have plenty of room, shared use of a grill, backyard, and outdoor dining area. Location is great - it's only a 3 minute walk to the lagoon/beach, 20 minute walk to the Oak Bluffs harbor, 25 minute walk to downtown Oak Bluffs, and 7 minute drive to State Beach. We also have central AC and heating! The owners live upstairs with two young kids (4 & 6) and a dog. As such, this listing is for early-risers ready to enjoy the island mornings :)

Top guest favorite

Home in Edgartown

5 out of 5 average rating, 14 reviews

Quaint Roomy Ranch

Enter this light filled and airy home with soaring cedar lined ceilings and an entire southern facing wall of windows. This surprisingly spacious home has enough room for the whole family and more. Kids will love having the bunk room to themselves while parents can enjoy the rest of the living area in peace. Located in a quiet neighborhood, this is a perfect family retreat. Enjoy the expansive deck while you grill lunch or dinner and finish up the evening with s'mores by the fire pit.

Top guest favorite

A wooden deck is shown with outdoor seating, including a table and chairs. Surrounding the deck are blooming rose bushes and lavender plants, adding vibrant colours to the natural landscape. The space is bordered by natural stone and pebbles, leading into a wooded area.

Cottage in Tisbury

4.98 out of 5 average rating, 342 reviews

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.

Top guest favorite

A circle of six wooden chairs is set on a grassy area surrounded by tall evergreen trees. In the center, a fire pit is positioned, providing a cozy gathering space for outdoor relaxation.

Home in Oak Bluffs

4.96 out of 5 average rating, 93 reviews

**Vineyard Vacation Retreat** -3 BR

Just a stone's throw from Oak Bluffs and it's beaches, this chic 3 bedroom home provides comfort and privacy. The large bedrooms and open concept kitchen/dining/living area accommodate up to 6 people comfortably. A place for you to put your feet up, kick away your worries, and enjoy some rest and relaxation. 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.

Top guest favorite

A hot tub is seen with bubbles gently rising from the surface. The control panel displays a temperature setting of 105°F, allowing for a comfortable soak. Soft blue lights illuminate the water, creating a relaxing atmosphere in the outdoor setting.

Home in Edgartown

5 out of 5 average rating, 23 reviews

Valentine's Retreat Hot Tub Fire Pit Trails Beach

LOCATION LOCATION ✅ Rated Top 5% of Homes ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood ✅ HotTub, Fire Pit, Trails at your door step, perfect for peaceful strolls or energetic hikes through lush landscapes. AND Flexibility, with Every detail curated for comfort and style, you'll feel at home the moment you step inside. Located with the island's natural beauty around you, unwind and reconnect with nature.

Top guest favorite

Home in Woods Hole

4.93 out of 5 average rating, 121 reviews

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.

Guest favorite

Home in Oak Bluffs

4.93 out of 5 average rating, 40 reviews

Charming Vacation Home in Oak Bluffs.

Escape to our stunning 4-bedroom home near Downtown Oak Bluffs and pristine beaches. Ideal for up to 8 guests, our open-concept layout and cozy bedrooms offer comfort and privacy. Experience a serene retreat with all the amenities you need for a perfect vacation. Book now for an unforgettable stay! Please note: the basement of the listed house is currently occupied. Enjoy the main house's 4 bedrooms, open-concept space, and ideal location near beaches.

Superhost

A welcoming porch is featured with a classic rocking chair positioned beside a vibrant display of blue hydrangeas. The wooden siding of the home and large windows create a cozy aesthetic, surrounded by lush greenery.

Home in Oak Bluffs

4.84 out of 5 average rating, 51 reviews

3 beds, 3 baths 1.5 Miles to Downtown and Beaches!

Attractive Vineyard home located steps from Farm Neck Golf Course and Land Bank walking trails. 1.5 miles to downtown and beaches and right on the bike path! Open spaces with lots of light, cathedral ceilings, mahogany deck, covered porch and outdoor shower. Granite countertops with copper edging and stainless appliances. Walk to Farm Neck Golf Course and Café for breakfast, lunch, dinner or night cap. Bike to the beach or BBQ on the deck.