Vacation rentals with outdoor seating in Chilmark

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Chilmark

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

The exterior of a warm, modern cottage is showcased, featuring cedar shake siding and a welcoming entryway. Lush green grass and well-maintained shrubs surround the home, while the patterned brick path leads to a white step entrance bordered by flower beds.

Home in Yarmouth Port

4.98 out of 5 average rating, 46 reviews

Cozy Luxury Cape House - 5 min to Beach!

Warm, modern, tastefully designed 4br/2b happy-place in Yarmouth Port, central Cape Cod’s cutest historic village. - Outdoor shower, grill, firepit, dining & lounge area - Family & pet friendly - Comfortably sleeps 10 adults - Linens & towels included - Centrally located; historic sites, fantastic food, golf, airport, wineries, breweries & shopping - 8min to Mayflower Beach, 5min to Gray's Beach, 12min to Chapin Beach - 10min to Martha’s Vineyard & Nantucket ferries - Fully renovated Fall '22!

Guest favorite

A charming cottage is surrounded by lush greenery and soft landscaping. The exterior features a light wood shingle design with a welcoming porch and a shaded deck area. Outdoor seating is present, inviting relaxation under the clear blue sky.

Home in Hyannis Port

4.87 out of 5 average rating, 150 reviews

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Superhost

An open dining area features a large wooden table surrounded by several chairs. Warm wood accents are visible throughout the space, including a contemporary chandelier above the table. A cozy seating arrangement is situated nearby, with a view into a modern kitchen area.

Home in Dartmouth

4.92 out of 5 average rating, 53 reviews

Beach/Nature Retreat on 8 Acres/ Near UMass D

Our place is nearby to Cuttyhunk Island and Martha’s Vineyard. Beautiful coastal outdoors is a main attraction; Horseneck Beach State Park, Demarest Lloyd State Park, and Alan's Pond Audubon Sanctuary are all close by. Horseneck Beach is located 10-minutes away. You’ll love our place because of the privacy. There is a screened-in porch, a large two-level deck with a gas grill and a large yard. There is an outside shower, as well as a fabulous double-ended copper soaking bath tub. Near UMass D.

Superhost

A modern living room features a neutral color palette with an assortment of comfortable seating. A round coffee table centers the space, surrounded by a plush area rug. Large windows allow natural light to brighten the room, which is complemented by softly colored curtains.

Home in Falmouth

4.86 out of 5 average rating, 35 reviews

Cape Vacation in style! Close to Main St & Beaches

We affectionately call this house 'The Local,' as it sits in the heart of beautiful Falmouth, within short walking distance to the quaint Main St. shops, delectable restaurants, fish markets, entertainment like bowling and axe-throwing (!), and is a short drive to Woods Hole and many of the Cape's most breathtaking beaches along the coast. Great summer or off-season destination, the house is complete with high-end finishes and furnishings to make your vacation especially comfortable. Enjoy!

Superhost

A hammock is suspended between two trees, creating a relaxed spot surrounded by lush greenery. The ground is covered with grass and small plants, while the dense foliage adds a tranquil ambiance to the natural setting.

Home in Yarmouth Port

4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

Guest favorite

A modern kitchen area is displayed with white cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and microwave, are visible. Natural light filters in through multiple windows above, creating an airy and bright atmosphere.

Apartment in Oak Bluffs

4.95 out of 5 average rating, 168 reviews

Beautiful private apartment walk to everything!

This is an incredible property! Renovated and spotless with all the amenities to make your stay feel like home, only better. Downtown Oak Bluffs and her beautiful beaches are within a five-minute walk. There is a local market and deli right next door where you can find anything you need in a pinch, and a great BBQ restaurant across the street. This second floor apartment has one bedroom with a queen-sized bed and a queen pullout couch. Smart TVs, full kitchen and laundry plus much more!

Guest favorite

A charming two-story house is featured, showcasing shingle-style architecture and a welcoming front porch. White pillars support a broad balcony, while large windows allow for natural light. The well-maintained exterior is accented by a well-paved path and surrounding greenery.

Home in Oak Bluffs

4.94 out of 5 average rating, 18 reviews

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!

Guest favorite

The inviting seating area features wicker furniture with navy and white striped cushions, arranged around a round table. A small fireplace adds warmth to the space, while natural light floods in through windowed walls, highlighting the rustic charm of exposed brick.

Cottage in Portsmouth

4.84 out of 5 average rating, 118 reviews

Riverside Bungalow: WalkTo Beach, Outdoor Shower

WALK-OUT QUEEN BEDROOM, DOUBLE BEDROOM WALKOUT TO CABANA PATIO IN ADDITION TO THE GARDEN CABANA, GRILL, OUT SHOWER, DINING AREA. ASK ABOUT OUR MOORING! Come enjoy Aquidneck, Newport & Bristol's waterfront dining, beaches & open spaces! Riverside Bungalow is where you want to be. We offer a privacy fenced yard, outdoor living & dining, well appointed bedrooms. No children under 12. VIEW OUR NEW WATERFRONT BLUE BILL COVE COTTAGE IN PORTSMOUTH TOO! PRIVATE SEAWALL BEACH & MOORING

Guest favorite

The open living area features a comfortable seating arrangement with a sofa and armchairs, arranged around a coffee table. A large TV is mounted on the wall, while natural light fills the space through windows with light curtains. The kitchen area is visible in the background.

Cottage in Hyannis Port

4.92 out of 5 average rating, 119 reviews

Beautifully Updated, Classic Cape in Hyannisport

NEWLY RENOVATED KITCHEN & LIVING ROOM Within 1/2 mile to the beach, historic Hyannisport, downtown Hyannis Main Street, restaurants, Melody Tent and nightlife. -New mattresses on beds. Private setting. Very quiet neighborhood. Includes Beach Parking Pass -($25 daily) for all Barnstable Beaches. Great for families & groups over the age of 25. * Sheets, towels, beach chairs, and much, much more * No parties, excessive noise , pets, or smoking permitted.

Top guest favorite

An outdoor seating area features a circular arrangement of Adirondack chairs around a fire pit, set on a pebbled surface. Bright blue hydrangeas bloom nearby, complementing the lush green lawn and the wooden shed in the background under a clear sky.

Home in Yarmouth

4.95 out of 5 average rating, 38 reviews

Brad’s Place-Great Indoor and Outdoor Space!

Centrally located in South Yarmouth just off route 28! This home offers exceptional convenience with mini-golf, beaches, restaurants, the pirate museum, and more, all within a mile. Enjoy the amenities of an outdoor living space with a bar complete with flat screen TV, fire pit, fenced in backyard, and outdoor shower. Stay comfortable year-round with heating, central air conditioning, and lounge on the wraparound patio. Parking for 4 cars available.

Guest favorite

A wooden deck extends from the contemporary home, featuring two Adirondack chairs positioned to overlook a serene, natural setting with vibrant autumn foliage. Sunlight filters through trees, enhancing the peaceful atmosphere of the private yard.

Home in Oak Bluffs

4.94 out of 5 average rating, 132 reviews

The Lighthouse

Visit The Lighthouse! A passive solar, Bright and spacious contemporary home located in beautiful East Chop. Home is nicely appointed with 2-3 large bedrooms, 2 full baths, soaking tub. Outdoor shower and private tree lined yard with deck. Walking distance to semi private beach, town and ferry. Come relax in the window seat with a book. Have a glass of wine on the deck. Soak up the sun at the beach. This home provides true comfort!

Top guest favorite

A bright living area features large glass doors that open to a deck, inviting natural light. Hardwood floors complement a dark leather sofa and a wood coffee table. Nearby, a dining area includes a small table and chairs, creating an open and airy atmosphere.

Home in New Seabury

5 out of 5 average rating, 11 reviews

Dreamy house in the woods. 3bdr/6beds/2.5ba

Welcome to our sun-drenched, newly updated New Seabury getaway with 3+ br, 2.5 baths and an outdoor shower. 15-minute walk/3-minute bike ride to the Spit beach. Short drive or a scenic walk to the Popponesset Inn/Marketplace. Enjoy our big private backyard setup with a hammock, patio and a cozy fire-pit. Relax on our expansive wrap-around deck equipped with a 4-burner Weber grill, dining furniture, and a patio set.