
Places to stay near Inkwell Beach
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Top-rated holiday rentals near Inkwell Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Lovely 2 BR Oak Bluffs Apartment
*To returning guests: Airbnb has restructured their fees; so while our nightly price may look higher at first glance, it is our same pricing overall This private apartment is on the 1st floor of a family home with a personal entrance & parking; owners and their son live upstairs. There are no shared spaces. It is a mile from Oak Bluffs Center, a half mile from the Cottages and Farm Neck Golf Course, and across the street is a bike path. The bus stop is on the corner for easy island wide travel!

Absolute Best Location on the Island
Ideal location for visitors in the middle of the most lively, diverse, fun town on Martha's Vineyard. This property is certified by the United States Department of Interior as a National Historic Property. The ferry terminal, restaurants, shops, markets, harbor, historic sites, entertainment, public transportation, and a clean sandy beach are all within minutes. A vehicle is not necessary. IF UNAVAILABLE: SIMILAR WALKABLE SISTER PROPERTY in Vineyard Haven: https://www.airbnb.com/rooms/49016488?

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.

Sea View Waterfront Beachfront Apartment
Prime location- right across the street from a sandy beach, a few minutes walk to the harbor, downtown, and transportation (boat, bus, etc). This beautiful street-level one-bedroom apartment sits across the street from the ocean, where you can take a dip and enjoy the beach. The apartment was recently redone and has a small bedroom with a queen size bed, small bathroom, full kitchen, and living room area with pull-out couch. Convenient to take the ferry into Oak Bluffs and walk to the apartment

Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Cozy 3 bedroom apartment with King bed on Main St.
A 3 min walk to parks, beaches, the Oak Bluffs ferry and public transportation. Located in the middle of all Oak Bluffs has to offer. This apartment sits above Circuit Ave with a large extended front porch overlooking the town. You are only steps away from numerous restaurants, coffee shops, grocery stores and gift shops. A couple of blocks away is Niantic Park, home to 2 basketball courts, 3 tennis/pickleball courts and a playground. Directly behind you are the famous Gingerbread houses.

East Chop Cottage - walk to lighthouse & beach!
This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

impeccable cottage STEPS to downtown OB & beach!
Unique opportunity to stay in an impeccable cottage in Downtown Oak Bluffs. With a front porch with rocking chairs, a back deck & grill, & an outdoor shower, and A/C! - this is the ideal oasis for your Vineyard Vacation. Turn right and find yourself steps from restaurants & shops on Circuit ave. Turn left and walk 5 mins to beautiful beaches. Everything you want out of vacation at your fingertips. Relax, and truly experience the Vineyard the way it was meant to be, at the @WeePackemInn

**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.

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.

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!

WATERFRONT PENTHOUSE OAK BLUFFS
3rd fl Waterfront Oak Bluffs Harbor Penthouse- Sleeps 2 comfortably-3 in a pinch. (356sqft) . Queen bed & a reclining futon couch. With kitchenette & amazing harbor views, you cannot get closer to harbor, unless you fell in. Located above a seasonal restaurant, with 5 open air restaurants (2 on each side, & were in the middle above the new “Jetty Beach House Restaurant” formerly known as Lobsterville Bar & Grille.
Popular amenities for holiday rentals near Inkwell Beach
Condo rentals with Wi-Fi

New Seabury Cape Condo | Pool & Beach Escape

Short walk to the Beach and Downtown Hyannis!

Serenity on Martha's Vineyard

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Ocean View Gem, Walk to it All, No Car Needed!

Brand New 2BR Condo w/ Pool. No Pets!

Martha’s Vineyard Condo * Near Ferry

Oceanside Cottage Apt2 at Craigville Beach
Family-friendly house rentals

20-minute walk to Edgartown Village!

Vineyard Social-Spacious 5BR Home in Oak Bluffs

Waterview, Private, Walk to Beach, Mile to Town

The Lighthouse

Fair Heaven, your West Island beachfront home

Charming 3 bedroom home in O.B.

The Blue Lagoon, Oak Bluffs

New Renovation In Downtown Oak Bluffs - Waterview
Apartment rentals with air conditioning

Martha's Vineyard Pied-á-terre #2 Vineyard Haven

Private Garden Oasis -Outdoor Shower- Walk to town

Sunny Studio Apartment on Martha's Vineyard

"Osprey Nest" Studio Apartment /Downtown VH

Harbor view apartment, a quick walk from the ferry

Upscale suite w/ separate entrance.

In-law apt. with all the amenities of Home.

Your Private Garden
Other great holiday rentals near Inkwell Beach

Beachfront Cottage + Studio w. Town Access

#Islandbeachrose. Walk To Beach and Town!

Beach home just 0.8 miles to Farm Neck Golf Club!

Oak Bluffs 4BR • 5 Min Drive to Downtown

Pinkletink Plantation

New Pristine Luxury Home on Martha's Vineyard

The Boat House

Entire home newly renovated in August 2025
Destinations to explore
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- Bonnet Shores Beach
- East Sandwich Beach
- Duxbury Beach
- Point Judith Lighthouse
- Easton Beach
- Sandy Neck Beach
- Saquish Beach
- New Silver Beach
- Nauset Beach
- Narragansett Town Beach
- Skaket Beach
- Pinehills Golf Club
- Falmouth Heights Beach
- Cape Cod Canal
- Race Point Beach
- The Breakers
- Popponesset Peninsula
- Second Beach
- Coast Guard Beach





