Holiday rentals in Lagoon Pond

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Top-rated holiday rentals in Lagoon Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Oak Bluffs
4.98 out of 5 average rating, 103 reviews

Arrowsmith Cottage-Oak Bluffs Near Eastville Beach

Welcome to Arrowsmith Cottage! If you are considering bringing your pet, please note - 1 small dog will be considered, but please first contact me directly (scroll down on the cottage's listing page and click on the "Contact Host" button), and tell me a little bit about him/her, as pets require homeowner's written approval and guest’s agreement to the pet fee (generally $100 per stay) and homeowners’ pet rules. Hosts are not responsible for listing inaccuracies due to Airbnb's own input or AI.

LocationValueWalkability

Top guest favourite
A cozy cottage is framed by lush greenery, showcasing a charming front porch with potted plants. The entrance features a black door and large windows, inviting natural light. A small dining area is visible on the side, complemented by an umbrella for shade.
Cottage in Tisbury
4.97 out of 5 average rating, 77 reviews

One Bedroom Cottage in Vineyard Haven

Small private cottage on a large quiet property nestled among trees with a wrap around deck. Perfect for a couple’s getaway weekend. Walk to Vineyard Haven shops, restaurants and Owen Park beach. It's one mile to town and the ferry (5 min drive/20 min walk with sidewalks). Cottage features vaulted ceilings, sitting room with kitchenette that includes coffee + tea station, mini fridge and microwave. Includes beach towels, toiletries, hairdryer & iron. Queen bed, AC, bath with tub & shower.

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Top guest favourite
Cottage in Tisbury
4.99 out of 5 average rating, 76 reviews

WATERFRONT Cottage, Downtown w/ Beach

DIRECT WATERFRONT in-town beach house with walk-out beach and onsite private parking. This recently renovated 1 bedroom, 1.5 bath, 2-story house is located directly across the street from the famous Black Dog Tavern, right on the bustling year-round Vineyard Haven harbor. This property is no doubt one of the most unique residential properties on Martha’s Vineyard given its proximity to the harbor, ferry terminal, stores, restaurants, bike rentals, beaches & so much more. You will love it!

LocationBeachIndoor spaces

Guest favourite
A spacious outdoor deck features wooden furniture, including a dining table with chairs and lounge seating. An umbrella provides shade, and potted plants enhance the natural setting. The deck is surrounded by greenery, contributing to a serene outdoor atmosphere.
Guest suite in Oak Bluffs
4.79 out of 5 average rating, 341 reviews

Cottage suite between the harbors: no minimum stay

Nestled between Oak Bluffs and Vineyard Haven harbors, our relaxing suite is a perfect way to extend your weekly rental, or to enjoy a day or two on this special island we call The Rock. Our cozy guest suite, newly renovated has two bedrooms, living space, kitchenette, full bath, deck with grill, outdoor shower, and footwash (hot H20), W/D (in unit) and a private entrance. An easy walk to town and beaches. Parking is available in our driveway. Enjoy our historic home!

LocationFamilySleep quality

Guest favourite
A rustic cottage with weathered gray siding is set against a backdrop of calm ocean waters. Wildflowers in vibrant yellow, pink, and purple line a dirt path, bordered by a wooden fence, offering a glimpse of the natural beauty surrounding the property.
Home in Oak Bluffs
4.84 out of 5 average rating, 32 reviews

The Boat House

Located on majestic East Chop and only a mile and a half from both Vineyard Haven and Oak Bluffs, this rustic ocean front cottage offers a unique Martha's Vineyard experience. Whether you relax on the the private beach and watch majestic sunsets, stroll up to East Chop Lighthouse, or head only a little over a mile to vibrant Oak Bluffs harbor, you are sure to have a memorable trip. This is the perfect perfect haven from which to explore Martha's Vineyard.

LocationValueParking

Guest favourite
The exterior of the yurt showcases a circular wooden structure with large, rounded windows, complemented by a metal roof. A private yard features lush greenery, colorful flora, and outdoor seating arrangements, creating an inviting space for relaxation and outdoor activities.
Home in Oak Bluffs
4.93 out of 5 average rating, 309 reviews

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

LocationValueBathroom

Guest favourite
The exterior of a charming two-story house is shown, featuring a wrap-around porch with multiple seating options. The porch is adorned with wooden chairs, and the front yard is grassy, providing ample space for outdoor relaxation. Large windows reflect natural light, contributing to the inviting ambiance.
Home in Oak Bluffs
4.82 out of 5 average rating, 128 reviews

Beautiful 3 bedroom in Oak Bluffs, walk to beach

Located in Martha's Vineyard, close to beach, bike path, oak bluffs center, art and culture, parks,and the airport. You’ll love my place because of the outdoors space with a wrap around farmers porch, the proximity to the ferry, walking distance to neighborhood beach, less than 2 miles from ferry, screened in porch, central a/c, hardwood floors and an open floor plan. Real Cape Cod feel with modern amenities. Most of my guest come back year after year!

FamilyValueNearby

Guest favourite
A scenic view is captured showcasing a vibrant sunset over the water, with sailboats gently floating. The sky displays rich hues of orange and pink, reflecting on the calm surface, creating a serene atmosphere.
Guest house in Tisbury
4.97 out of 5 average rating, 104 reviews

MV King bed, Water Views, Near Bike Path- Bus stop

Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay. :)

ValueFamilyWalkability

Top guest favourite
A well-appointed efficiency suite features a spacious bed with soft linens against a light-colored wall. Two comfortable chairs and a small table are positioned near the bed, creating a quaint sitting area. Natural light enters through several windows, enhancing the inviting ambiance.
Guest suite in Oak Bluffs
4.98 out of 5 average rating, 196 reviews

Quiet Hide Away

Lovely efficiency suite with private entrance in a quiet neighborhood. Private space located over attached garage. Plenty of space for two guests. Comfortably appointed with queen bed, dining set, living area with tv and full bath. Enjoy a coffee or cocktail on the private deck. Toaster oven, refrigerator and coffee maker will start your day right before heading to nearby beaches, golf courses or shopping.

FamilyLocationNearby

Guest favourite
An open living area is highlighted by high ceilings and large windows allowing natural light. A comfortable sectional sofa with a blue and white throw sits atop a textured rug. The kitchen area features a white island with seating, connecting to a lofted space above.
Home in Oak Bluffs
4.98 out of 5 average rating, 81 reviews

New Pristine Luxury Home on Martha's Vineyard

This brand new, stylish luxury home is located in a quiet neighborhood in Oak Bluffs and is centrally located; close to town, beaches, steamship, bike path and more. Our entirely private home has 2 bedrooms with King size beds and loft sleeping area with 2 sets of bunk beds, making it a perfect stay for 2 families with children. This home is equipped with everything you need.

FamilyLocationWalkability

Top guest favourite
A charming cottage surrounded by lush gardens features a stone pathway leading to the entrance. Vibrant white hydrangeas and green foliage create a serene atmosphere. The inviting porch, framed by greenery, provides a glimpse of the comfortable outdoor space.
Cottage in Tisbury
4.98 out of 5 average rating, 216 reviews

Little Lobster - King size bed

Adorable new cottage, 10 minute walk to Vineyard Haven. Wonderful, cotton soft waffle robes. Garnet Hill linens and towels. Gas grill, full kitchen with all accessories. Beautiful landscaping. Lovely farmers porch with adirondack chairs and table. Very private. Off street parking. No dogs or any pets of any kind, . Please only 2 people. Children are people!

ValueFamilyBeach

Guest favourite
A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. The kitchen island features two black bar stools, while pendant lighting hangs overhead. Essential kitchen equipment, including a coffee maker and various utensils, is visible on the counter beside a large window.
Cottage in Oak Bluffs
4.95 out of 5 average rating, 189 reviews

Beautiful clean walk to Town, Inkwell and harbor!

This elegantly decorated beach cottage is one of our favorites. It provides all the amenities for a relaxing vacation. As your host we supply beach chairs, towels and umbrella, a fully equipped kitchen, outdoor shower and entertaining space with a gas grill, WiFi, sheets and towels all within minutes of fabulous shopping, restaurants, and activities.

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Popular amenities for Lagoon Pond holiday rentals