
Vacation rentals with a patio in Oak Bluffs
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Top-rated accommodations with an outdoor patio in Oak Bluffs
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

Diamond in The Bluffs - New Home, Private Backyard
A peaceful, serene dream Close to Oak Bluffs town, yet away from the noise. This 2025 custom built home is the perfect place for your relaxing MV getaway. Enjoy the fine touches of this lovely home, and the collection of art on display from many local artisans. Enjoy the sunshine in a hammock, the private patio, or the spacious backyard; or stay inside, soaking in the large deep soak tub. The house is just a 20 minute walk into town, or a 10 minute walk to the famous Lagoon swimming beach.

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.

Vineyard Cape Centrally Located Oak Bluffs, MA
Escape to this stunning 3-bedroom, 2-bath Cape-style home and enjoy 1.3 acres of privacy with breathtaking pond views. Open-concept and luxurious cathedral ceilings, gourmet kitchen brand new appliances, and spacious living room. Fabulous outdoor living and dining atop elevated deck. Luxurious primary suite with private patio, additional finished loft. Minutes to Oak Bluffs, this private retreat offers ultimate relaxation and convenience. Primary; 1 King Guest 2 Doubles Loft; 1 Double

Pinkletink Plantation
Your family will be close to everything when you stay at this centrally-located place. Less than a mile from the heart of Oak Bluffs and Circuit Ave., where you'll find all the famous restaurants, harbor & night life. A half mile from Eastville Beach (fabulous sunsets). Take a morning stroll around "the chop"-East Chop & walk or run a 5K. Less than 2.5 miles from Farm Neck Golf Club- & 2.5 miles to State Beach. It has a well equipped kitchen, laundry, outside shower, & back yard!

Single Occupancy Oak Bluffs Studio Apartment
Keep it simple in this peaceful studio apartment. We welcome one guest (and small dog) eager to explore all the Vineyard has to offer! Centrally located, you can easily explore Oak Bluffs or Vineyard Haven; each town is less than two miles from this natural oasis. Boasting a private entrance and stone patio, fully enclosed outdoor shower with full temperature range, and access to the fully fenced-in shared backyard, this apartment is perfect for one person and small dogs under 20 lbs.

Martha’s Vineyard Cottage - A Glamping Experience!
This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

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.

Martha’s Vineyard Boutique Beach Cottage!
3BR/2BA + outdoor shower Oak Bluffs gem! Relax & enjoy a zen like experience in this relaxing space, surrounded by lush trees, a private side deck & landscaped backyard with pergola! A stylish house equipped with core house essentials such as WIFI, AC, kitchen and beach equipment & BBQ grill. Minutes walk or bike ride to Eastville beach; A short drive to Oak Bluffs and Vineyard Haven beaches, ferries, restaurants and retail shops. Great location!!

Modern cabin in the woods.
Down island with an up island feel, surrounded by miles of walking and biking trails, yet only a few miles from downtown Vineyard Haven, 5 miles to Circuit Ave. OB and just 1.5 miles from the HS Performing Arts Center, where many summer events take place. This light filled and airy home with central AC is set on 3 serene wooded acres. The unit is the top 2 floors of the home. The basement apartment is rented seperately.

The Blue Lagoon, Oak Bluffs
Come enjoy this beautifully designed, brand new home. With 3 bedrooms and 3 full bathrooms you will have all the space you need. An outdoor patio with gas grill is the perfect spot to relax after a day at the beach. Just a few steps away is the lagoon where you can paddle board, kayak, dig clams, or just take in the amazing sunsets! Summer rentals are Saturday to Saturday. Please send a message if you have any questions.

OB home with private backyard and 3 bedrooms
Relax with the whole family at our Peaceful Island Oasis. With a private backyard and a garden pond with a waterfall to help you unwind from the Island hustle and bustle. Gather on the 2nd-story south-facing deck for your meals and enjoy an outdoor shower after a day on the beach. Located a short walk to Lagoon beach, and 1 mile from downtown Oak Bluffs where you can find local eateries, shopping, and more.

Family Fun, Spacious+Game Room
Welcome to the Burkeshire Manor! Enjoy the breeze of fresh air of the countryside from the shaded patio while enjoying a barbecue with friends and family. The home has a relaxing view of the backyard and is located in a quiet neighborhood but still close to all the great shops, restaurants, and beaches.
Popular amenities for Oak Bluffs accommodations with an outdoor patio
Apartment rentals with a patio

Private Studio Apartment Retreat in the VH Woods!

Waterfront Beautiful sunset on John’s Pond

Sunshine Beautiful

Quiet & Serene in Aquinnah

Clean private & cozy Cape Cod 1 br/ba with kitchen

Cape Heaven

Charming 2BR Guest House w/ Pool • Perfect Getaway

Peaceful Pond view apartment close to beach
House rentals with an outdoor patio

Vineyard Meadow Writer's Cottage with Hot Tub

3BR Home, Fenced Yard, Free use of car, Pets ok!

Spacious 4-Bedroom home with outdoor dining

Simone by the Sea

Walk to Main Street & Beach - No car needed!

Valentine's Retreat Hot Tub Fire Pit Trails Beach

Updated cottage/ ocean views

Ocean View Cape Cod Beach Cottage
Condo rentals with a patio

Surfside Resort Cape Cod, Falmouth MA

Walk to Beach & Ferry: AC + Private Yard

New Island Bi-level Condo

Cape Esacpe at New Seabury

Coastal Nest at New Seabury

Maushop Village, 2-bedroom, 1.5 baths, Sleeps 4, A

Lovely W Falmouth Home steps to bikeway & more!

Location, location! Historic Downtown Falmouth!
When is the best time to visit Oak Bluffs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $577 CAD | $623 CAD | $579 CAD | $519 CAD | $547 CAD | $692 CAD | $883 CAD | $1,025 CAD | $691 CAD | $554 CAD | $554 CAD | $554 CAD |
| Avg. temp | 0 °C | 0 °C | 3 °C | 7 °C | 12 °C | 17 °C | 21 °C | 21 °C | 18 °C | 13 °C | 8 °C | 3 °C |
Quick stats about vacation rentals with a patio in Oak Bluffs

Total vacation rentals
Explore 490 vacation rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 19,780 verified reviews to help you choose

Family-friendly vacation rentals
360 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
490 of Oak Bluffs vacation rentals include wifi 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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