
Places to stay near Oak Bluffs Town Beach
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Oak Bluffs Town Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

Lovely 2 BR Oak Bluffs Apartment
This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Spectacular beach & pool combo; beautiful sunsets!
Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Modern Luxury Apt. | 7 min from Commons
This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

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

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.

Unique Luxury Yurt w/ Free kayaking
Step into this unique yurt house! As soon as you walk in, you'll be greeted with a one-of-a-kind experience, from the textured concrete floors to the large circular skylight. Every detail is carefully planned, and you'll have the opportunity to unwind in a spacious private yard. Spend your evenings stargazing, take advantage of complimentary paddling, participate in our scheduled chicken feedings, do yoga in the roomy loft, and revel in the splendor of your exclusive island yurt!

Vineyard Social-Spacious 5BR Home in Oak Bluffs
Experience comfort and style in this newly completed 5-bedroom home just 1 mile from downtown OB. The home features fantastic outdoor spaces, including a large front Farmers Porch and an oversized Patio with a gas grill. Enjoy all the desired amenities, including an outdoor shower, an open kitchen layout, and a 75" Smart TV. Both walkable and bikeable to Oak Bluffs Center and Harbor you can easily explore the town's lively shops, restaurants, and local attractions.

Beautiful and walk to everything Oak Bluffs!
This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

Wings Neck Lighthouse
Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

“Cozy Cottage” on Great Bay
Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach. We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Not Your Great Aunt's Island Cottage
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

"Ferry's Landing" Private Bed & Bath w/Harbor View
The "Ferry's Landing" is a second floor room & bathroom with a view of Vineyard Haven Harbor in the historic Thomas Chase House (built in 1717), the oldest house in downtown. Located directly across from the ferry. Private bedroom and bathroom all to yourselves. Private parking space.
Popular amenities for vacation rentals near Oak Bluffs Town Beach
Condo rentals with wifi

Heart of downtown, walk to ferry, bikeway & beach!

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Relax....You're on Island Time......

Private 3bdrm Condo Tashmoo Woods

InnSeason Resorts Surfside

Condo in Falmouth MA

Sandy Neck Provisions - Full Apartment
Family-friendly house rentals

Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course

Sunny, Spacious Vineyard Retreat

The Lighthouse

Vineyard Haven Walk to Ferry

Walk to Downtown Oak Bluffs - Modern Cottage

1/2 mile walk to Downtown Oak Bluffs

NEW Modern Open Floor Plan House in Heart of OB

Beautiful 3 bedroom in Oak Bluffs, walk to beach
Apartment rentals with air conditioning

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

WATERFRONT PENTHOUSE OAK BLUFFS

Spacious & bright, near beaches

Brand new! Whole apartment, huge tub, full kitchen

Top floor with views and steps to private beach

Sunny Studio Apartment on Martha's Vineyard

Stylish retreat | walk to town | fire pit

Cozy Large Private Pet Friendly Studio
Other great vacation rentals near Oak Bluffs Town Beach

The Ideal Spot

Beachfront Cottage w. Yard + Town Access

Quiet Hide Away

Vineyard Meadow Artist Studio

#CozyBluffs #OakBluffs Walk to Beach/Town/Ferries

WATERFRONT Cottage, Downtown w/ Beach

Pinkletink Plantation

Upper Cape Cozy Cottage
Destinations to explore
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- Duxbury Beach
- Easton Beach
- Onset Beach
- Oakland Beach
- White Horse Beach
- Horseneck Beach State Reservation
- Second Beach
- Coast Guard Beach
- Pinehills Golf Club
- The Breakers
- Chapin Memorial Beach
- Island Park Beach
- Lighthouse Beach
- Inman Road Beach
- Goddard Memorial State Park
- Nauset Beach
- South Shore Beach
- Ellis Landing Beach




