Holiday rentals with a fireplace in Oak Bluffs

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Top-rated Accommodation with Fireplace in Oak Bluffs

Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

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Guest favourite
A clear view of Vineyard Sound is visible through the surrounding trees, showcasing the serene blue waters extending to the horizon. The gentle outlines of land can be seen in the distance, framed by lush greenery and a tranquil atmosphere.
Home in West Tisbury
4.96 out of 5 average rating, 113 reviews

Lambert's Cove, Water view, Beach pass, Ferry Tix

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 favourite
An open concept living space features a dining table surrounded by black chairs, with a view of the backyard through large glass doors. A cozy seating area with light-colored sofas is visible, complemented by a decorative wall and modern furnishings. Natural light enhances the warm ambiance.
Home in Edgartown
4.99 out of 5 average rating, 67 reviews

Walk to Town/Golf Club - Renovated Edgartown Home

The perfect retreat for your escape to Martha's Vineyard, walking distance to downtown Edgartown! Location, location, location! We're a stone's throw from Edgartown Golf Club and all the amazing restaurants + shops are just a 10 minute stroll. This 2-bedroom, 2-bathroom home has been completely renovated, with an all-new kitchen, bathrooms, furnishings, linens & accessories. The house accommodates 5 people very comfortably, and is located on a quiet residential street just off Upper Main.

Guest favourite
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
4.98 out of 5 average rating, 57 reviews

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!

Top Guest favourite
Home in Oak Bluffs
5 out of 5 average rating, 13 reviews

Charming 3-Bedrm w/Loft.New Construct! Walk 2 town

A stylish place to stay, perfect for group trips. 15min walk from town and Inkwell beach. NEW construct, beautiful open layout home is just what you have been looking for. Every bedrm has its OWN full bath. The kitchen is modern and stylish. The open layout design, leads outside to the deck, to a peaceful yet fun backyard. As you sit on the mahogany deck, you will smell the tasty delights coming from the grill of the outdoor kitchen. This home is my home and I want to share it with you.

Top Guest favourite
Home in Tisbury
4.94 out of 5 average rating, 172 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, 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 favourite
A serene garden setting features a stone pathway winding through lush greenery. A figure in traditional attire stands amidst the foliage, bordered by various plants and a bird feeder. The area is accented with gravel and stone elements, creating a tranquil atmosphere.
Home in New Seabury
4.84 out of 5 average rating, 117 reviews

New Seabury Retreat. Butchart Gardens' Inspired

A Tranquil Escape in New Seabury 5-Bedroom Cape Cod Home with Garden Oasis Inspired by Butchart Gardens Welcome to your year-round retreat, tucked away in a private setting among towering oaks in the heart of New Seabury, Cape Cod. This beautifully maintained 5-bedroom home offers the perfect blend of coastal charm and modern comfort. Step outside into your own slice of paradise—a professionally designed garden inspired by the world-famous Butchart Gardens of Victoria, British Columbia.

Top Guest favourite
The open living area features exposed wooden beams overhead and includes a spacious wooden dining table. Two lounge chairs, a round pouf, and a day bed are arranged for seating. Natural light filters in through large glass doors, leading to an outdoor area.
Guesthouse in Chilmark
4.99 out of 5 average rating, 106 reviews

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.

Guest favourite
A light-filled living area is showcased, featuring a comfortable sofa and a coffee table made from natural wood. A patterned armchair adds visual interest, while sliding glass doors open to a spacious deck surrounded by greenery.
Home in Oak Bluffs
4.88 out of 5 average rating, 17 reviews

A Nostalgic Space: Your Martha's Vineyard Getaway!

Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from a memorable family vacation to a serene couples retreat. You and your guests will begin to enjoy the feeling of privacy the minute you arrive. The home was completely updated in 2019, with an all new interior that is bright and fresh! It features an open floor plan, with a bright kitchen, all new appliances and new finishes. You can't beat the location of this home!

Guest favourite
A cozy outdoor seating area is arranged with several white lounge chairs on a gravel surface. A brick fireplace is positioned near the house, accompanied by potted plants and a view of the deck area adorned with covered furniture in the background.
Cottage in West Chop
4.97 out of 5 average rating, 352 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 favourite
A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.
Home in Falmouth
5 out of 5 average rating, 160 reviews

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Top Guest favourite
A spacious deck features two wooden Adirondack chairs facing a serene waterfront view of Vineyard Sound. Lush greenery surrounds the area, and the calm water reflects the soft hues of the sky, creating a peaceful outdoor setting.
Home in Woods Hole
4.93 out of 5 average rating, 127 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.

Top Guest favourite
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
4.96 out of 5 average rating, 299 reviews

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

Popular amenities for Oak Bluffs Accommodation with Fireplace

When is the best time to visit Oak Bluffs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$860 NZD$862 NZD$1,020 NZD$862 NZD$922 NZD$1,127 NZD$1,463 NZD$1,715 NZD$1,065 NZD$1,034 NZD$1,032 NZD$948 NZD
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Quick stats about holiday rentals with a fireplace in Oak Bluffs

  • Total holiday rentals

    Explore 140 holiday rentals in Oak Bluffs

  • Nightly prices starting at

    Oak Bluffs holiday rentals start at $155 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Oak Bluffs holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oak Bluffs rentals

  • 4.9 Average rating

    Oak Bluffs stays are highly rated by guests—averaging 4.9 out of 5!

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