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Holiday rentals with outdoor seating in Martha's Vineyard

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Martha's Vineyard

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Home in Oak Bluffs

4.82 out of 5 average rating, 179 reviews

Waterview, Private, Walk to Beach, Mile to Town

Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Please view our entire listing and reviews for more about our unique property.

Guest favourite

Cottage in Bourne

5.0 out of 5 average rating, 149 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a sought after cape style cottage community. It offers a Private Association Beach. The cottage has water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. You can also Walk, Bike, or Fish on Cape Cod Canal 5 min away. Close to restaurants, hiking trails, and Mass Maritime. 20% off wk! Early Bird- Sept/ Oct 10% off.

Guest favourite

Apartment in Oak Bluffs

4.97 out of 5 average rating, 165 reviews

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

Guest favourite

Home in Edgartown

4.96 out of 5 average rating, 189 reviews

Brand new gorgeous 2 bedroom guest house.

This is a gorgeous brand new 2 bedroom guest house on the bike path that leads to downtown Edgartown and both State Beach and South Beach, as well as 1/4 of a mile from the famous Morning Glory Farm Stand. There are cathedral ceilings in the living room, which provide a open, spacious feel. There is a large deck on the front of the house with a grill, table and chairs. Part of it is covered in shade. Separate parking for guests with privacy, as it sits 200+ feet from the main house.

Guest favourite

Home in Oak Bluffs

4.92 out of 5 average rating, 136 reviews

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

Guest favourite

Apartment in Tisbury

4.92 out of 5 average rating, 103 reviews

Harbor view apartment, a quick walk from the ferry

This is a great one bedroom apartment on the second floor of a house. My place is close to the beach, public transport, the Steamship Authority ferry, the Black Dog Tavern, Main Street Vineyard Haven, Stop & Shop grocery, and lots of great shopping. You’ll love the convenience! Walk to the apartment right off the ferry boat. Lots to do in walking distance! The new Martha's Vineyard Museum is a five minute walk, down the same street. My place is great for couples and solo adventurers.

Guest favourite

Home in Oak Bluffs

4.97 out of 5 average rating, 229 reviews

Sweet little post and beam

A 700 sq ft post& beam guest house that sleeps 2 people. Open kitchen, living, dining area with full bath. Stairs lead to a full second story bedroom- a queen size bed, half bath, separate seating area. Private back patio and outdoor shower. Cozy off season cottage as well- radiant heat and AC. Central location to everything you want to see! Easy bike to town/beach. Very quiet and spacious. Everyone says "so much nicer in person than in the photos". Come see for yourself!

Guest favourite

Home in Oak Bluffs

4.92 out of 5 average rating, 213 reviews

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!

Guest favourite

Cottage in Oak Bluffs

4.99 out of 5 average rating, 100 reviews

Beautiful and walk to everything Oak Bluffs!

This is a beautiful and brand new 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.

Guest favourite

Apartment in Oak Bluffs

4.88 out of 5 average rating, 146 reviews

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 4 open air restaurants (2 on each side) Guests must bring they’re own LINENS and TOWELS. Bed is queen. There is a futon reclining couch that could be slept on, but I’d prefer not to have it used that way.

Guest favourite

Home in Oak Bluffs

5.0 out of 5 average rating, 119 reviews

The Oak Bluffs House - Walk to Beach & Town

Come stay in our home located in the ❣️ of Oak Bluffs •8 minute walk to public beach •5 minute walk to town •10 minute walk from Ferry to house, no car needed! Grocery store, Deli, Beer/Wine located just steps away from the house ! **Please Read ** Myself & my partner Max live on the property in a separate apartment on the bottom floor of the main house. We have our own entrance/exit and will NOT share any indoor spaces with you and your guests

Guest favourite

Cottage in Tisbury

4.95 out of 5 average rating, 221 reviews

Not Your Great Aunt's Island Cottage

In town, 1930's winterized cottage, lovingly updated by architect-owner. • Stylish informal decor, open floor plan, outdoor terrace • 2 blocks to Main Street/harbor/ferry/town beach/movie theater/playhouse • Central Air / Daikin Emura Zoned A/C • 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

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Convenient locations with everyday essentials

Popular amenities for Martha's Vineyard outdoor seating rentals

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Guest favourite

Home in Tisbury

4.98 out of 5 average rating, 252 reviews

Sunny, Spacious Vineyard Retreat

Guest favourite

Home in West Tisbury

4.98 out of 5 average rating, 126 reviews

Secluded Up Island Cottage

Home in Edgartown

4.87 out of 5 average rating, 144 reviews

Martha's Vineyard Vacation Home

Guest favourite

Home in Edgartown

4.92 out of 5 average rating, 141 reviews

✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path

Guest favourite

Home in Oak Bluffs

4.94 out of 5 average rating, 116 reviews

The Lighthouse

Guest favourite

Home in Sandwich

4.99 out of 5 average rating, 116 reviews

*Oceanfront Beach Home*

Guest favourite

Home in Oak Bluffs

5.0 out of 5 average rating, 18 reviews

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

Home in Oak Bluffs

5.0 out of 5 average rating, 14 reviews

Coastal Chic Cape Centrally Located Oak Bluffs, MA

Apartment rentals with outdoor seating

Guest favourite

Apartment in Edgartown

4.94 out of 5 average rating, 175 reviews

The Osprey - Short walk to Edgartown & beach

Guest favourite

Apartment in Barnstable

4.99 out of 5 average rating, 236 reviews

Your dog will love it here and you will too.

Guest favourite

Apartment in Falmouth

4.96 out of 5 average rating, 152 reviews

Your Private Garden

Apartment in Tisbury

4.83 out of 5 average rating, 162 reviews

Quaint Vineyard Escape

Guest favourite

Apartment in Falmouth

4.95 out of 5 average rating, 242 reviews

Upscale suite w/ separate entrance.

Guest favourite

Apartment in New Bedford

4.89 out of 5 average rating, 258 reviews

Walk downtown from our terrace apartment

Apartment in Yarmouth

4.85 out of 5 average rating, 123 reviews

Cozy clean walk out studio-dogs stay free-fire pit

Guest favourite

Apartment in Wareham

4.84 out of 5 average rating, 115 reviews

⭐ Amazing Onset Getaway in the Starfish Suite

Condo rentals with outdoor seating

Guest favourite

Condo in Mashpee

4.97 out of 5 average rating, 105 reviews

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!

Condo in Tisbury

4.78 out of 5 average rating, 18 reviews

Lovely studio above garage

Guest favourite

Condo in Tisbury

4.98 out of 5 average rating, 44 reviews

Short Walk into Town - Nice Comfortable Reasonable

Guest favourite

Condo in Tisbury

4.92 out of 5 average rating, 49 reviews

Sunny 2bedroom condo w pool, walk to town

Condo in Tisbury

4.91 out of 5 average rating, 45 reviews

Private 3bdrm Condo Tashmoo Woods

Condo in Vineyard Haven

5.0 out of 5 average rating, 17 reviews

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

Guest favourite

Condo in Falmouth

4.97 out of 5 average rating, 34 reviews

Location, location! Historic Downtown Falmouth!

Condo in Yarmouth

4.81 out of 5 average rating, 16 reviews

Condo in South Yarmouth, Cape Cod MA

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