Vacation rentals with a patio in Chilmark

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Top-rated patio rentals in Chilmark

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Guest favorite

An outdoor deck features a round table surrounded by four wicker chairs, providing a space for relaxation. An outdoor shower is present nearby, with textured walls and a small basket hanging, offering convenience after beach outings.

Home in Fairhaven

5 out of 5 average rating, 10 reviews

Oceanview Oasis

Forget your worries in this spacious and serene space. Beautiful ocean views with breathtaking Sunsets, this tastefully decorated luxury get-away is just what the doctor ordered. peaceful back yard for lounging and BBQing. Beach access a short walk away, plus a town beach parking pass is included (a $250 fee and a huge inconvenience to the next guest for replacement) to maximize your beach experience. A short walk to a marina / restaurant or to the Island creamery for an ice-cream to cool off.

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!!!

Guest favorite

The Cape Cod Beach House is set amidst a landscaped yard, featuring shingles and large windows that reflect the evening sky. A gravel driveway leads up to the entrance, with a separate cottage visible in the background, enhancing the property's charm and appeal.

Home in Yarmouth

4.92 out of 5 average rating, 12 reviews

Dog Friendly House+Cottage - walk to Swan Pond

Escape to Swan Pond Beach House + Cottage, perfect for families! This property includes a house & separate cottage, offering space & privacy. A short walk to Swan Pond Beach and Boat Launch, & mins from Seagull Beach, Bass River, & Parkers River Beach. Paddleboard or kayak to the ocean, bike the Cape Cod Rail Trail, or explore nearby restaurants, shops, and more. Enjoy the private backyard w/a BBQ, fire pit, & outdoor dining. Blow-up paddle boards, beach chairs, & toys are provided. Book today!

Guest favorite

A quaint cottage is nestled among vibrant blooming flowers and lush greenery. A small porch welcomes visitors, framed by colorful shrubs and plants, as natural light filters through the surrounding trees.

Tiny home in Falmouth

4.97 out of 5 average rating, 38 reviews

Chadatopia, Quaint cottage retreat at happy hollow

Quaint summer cottage retreat, situated on manicured grounds with multi level Japanese koi ponds and lush perennial flower gardens in a white pine forested magical hollow. One bedroom with extra living area, refreshing outside shower in rear of cottage. Private fenced in lounge area with gas fire table, pathway to clean unique bathroom and private clam shell parking area..Close to town restaurants, shopping and beaches. Private 82 acre spring fed lake with beach rights within walking distance

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 charming cottage is surrounded by lush gardens filled with blooming hydrangeas. The property features a well-maintained lawn, neatly edged flower beds, and mature trees, creating a serene outdoor setting. The roof and siding are painted in soft hues, complementing the vibrant landscape.

Cottage in Yarmouth Port

5 out of 5 average rating, 3 reviews

"Wharf Cottage" Idyllic Cape in Yarmouth Port

Immerse yourself in this idyllic cottage and amazing gardens - Quintessential Cape Cod at its best. Located north of 6A and across from the water in one of the nicest neighborhoods on Cape Cod you are a stones throw from everything. Walk to the beach up the road. Coffee Shop and three fabulous restaurants just a walk. Or never leave the private back garden featured on the Annual Hydrangea Festival garden tours. This two bedroom cutie awaits. (PS - Not your average vacation rental!!)

Guest favorite

A cozy deck area is featured, equipped with outdoor seating and an umbrella providing shade. A barbecue grill is positioned near the home, while neighboring structures indicate a friendly community. The sky above holds a blend of soft gray tones, creating an inviting atmosphere.

Home in Popponesset

5 out of 5 average rating, 14 reviews

Cute cottage steps to beach!

Relax & enjoy this beachside cottage just steps away from a private, sandy beach. This two bedroom cottage is an amazing location in the heart of Popponesset. Grill out on the private deck or stroll to the Marketplace for dinner and ice cream. Additional front deck and Juliet balcony with ocean views for relaxing and sipping drinks. Golf, restaurants, and other Cape summertime activities all close by. Note: construction across the street is planned for the spring and summer of 2025

Guest favorite

The cottage's exterior is showcased, featuring a single-story facade with light-colored siding and dark shutters. Surrounding greenery, including trees and flowering shrubs, is visible, adding to the tranquil setting. A small set of steps leads to the entrance, framed by a lawn bathed in natural light.

Home in Tisbury

5 out of 5 average rating, 12 reviews

Charming Vineyard Cottage

Enjoy your Vineyard vacation at this charming, sunny cottage centrally located in Vineyard Haven. The home features two queen beds and one bath with a spacious outdoor patio in a natural oasis. A fifteen-minute walk from the Steamship and downtown, this excellent location provides peace and quiet while still connecting you to local public beaches, entertainment, shops, and dining! Perfect for couples, friends or a small family looking to experience all the Vineyard has to offer!

Guest favorite

A private patio area is presented with a brick walkway, featuring a table surrounded by four chairs and a large umbrella for shade. A dual-unit air conditioning unit is positioned against a house wall, and greenery is visible along the perimeter.

Cottage in Oak Bluffs

4.97 out of 5 average rating, 133 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.

Superhost

The outdoor patio is illuminated by string lights, creating a warm ambiance at night. A wooden table is surrounded by chairs, and a cozy fire pit is visible among comfortable seating areas. Lush greenery frames the space, suggesting a welcoming retreat.

Cottage in Oak Bluffs

4.95 out of 5 average rating, 19 reviews

In town Cozy-Cottage-Glam w/ Fab backyard 2bd/2B

Experience comfort and style at this centrally-located retreat. Leave the car and walk just minutes to the town and beach. Start your day with coffee on the wraparound porch and refresh with an outdoor shower after the beach. The spacious backyard is perfect for BBQs while the kids play, and the fire pit sets the scene for evening wine. Unwind on the LoveSac sectional with your favorite streaming service or sleep soundly on hybrid mattresses for a restful night.”

Top guest favorite

Home in Teaticket

5 out of 5 average rating, 42 reviews

Aug. 23-28 open! Last dates avail. for summer ‘25!

Teaticket Cottage is a 4 BR home that sits on a quiet street in a family friendly neighborhood across the street from Perch Pond. Enjoy year-round views of the pond from the living room and front patio. Our home underwent complete interior renovation in 2019 and includes all new appliances, floors, and more! Large outdoor patio with dining table, fire pit and grill is perfect for entertaining. Kayaks available for use for free! Beach access 5 min walk away!

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.