Vacation rentals with outdoor seating in Chilmark

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Top-rated outdoor seating rentals in Chilmark

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

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Guest favorite

An open concept living area features a cozy seating arrangement with two light-colored sofas and a wooden coffee table. A well-equipped kitchen with light cabinetry and stainless steel appliances is visible, complemented by a dining area with high-backed chairs. Natural light enters through a skylight.

Home in Dennis Port

4.89 out of 5 average rating, 19 reviews

Steps to Oak St Private Beach!

Relax with your family at this updated home steps to a private beach! Large sunroom with dining table, sectional & TV overlooks the front yard with patio offering sectional & firepit. Fenced in backyard with hot tub, dining table, sofa & chair, grass area, gas grill & shed. Open concept kitchen & living room. Spacious master suite with king bed, sitting area, desk & bathroom with tiled shower & double vanity. Queen bedroom & 2 twin bedroom adjacent to main bath with tub/shower. See linen policy.

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, 149 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!

Superhost

Home in Dennis Port

5 out of 5 average rating, 8 reviews

Walk 2 Beach| Firepit| Dog Friendly| Location!

Escape to our charming Cape Cod cottage, just minutes from Sea Street Beach. This well-furnished 3-bedroom, 1-bath haven boasts a dreamy backyard oasis with an outdoor dining table, fire pit, & a refreshing outdoor shower. Perfectly fenced for kids and dogs to play freely. Embrace coastal living where sun, sand, and serenity converge! 2 Min to Sea Street Beach 15 Min to Cape Cod Inflatable Park 20 Min to Mayflower Beach Explore Cape Cod's magic with us and learn More Below!

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.

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.

Superhost

A sandy beach area is depicted with a clear blue sky overhead. An American flag stands tall on a pole, gently waving in the breeze. The ocean is visible in the background, with a wooden pier extending into the water and rocky barriers along the shoreline.

Condo in Yarmouth

4.85 out of 5 average rating, 26 reviews

Condo in South Yarmouth, Cape Cod MA

Small but cozy beach condo walking distance to Seaview Beach, Parkers River Beach & Thatcher Beach. Family friendly location with lots of amenities. Close to popular restaurants & attractions including The Skipper, Pirates Cove Mini Golf, CC Creamery, Cape Cod Inflatable & Water Park, Skull Island Bumper Cars, Go Carts, Driving Range, & More!