Vacation rentals with a patio in Oak Bluffs

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Top-rated patio rentals in Oak Bluffs

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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 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

Guest favorite

A cozy living area features a light-colored sofa adorned with decorative pillows. A round woven ottoman rests in the center on a patterned rug. Natural light enters through a large window with sheer curtains, while a blue-striped armchair and side table complete the space.

Townhouse in Edgartown

5 out of 5 average rating, 7 reviews

Bright townhome with private ponds, pickleball

Beautifully furnished condo is centrally located in a park-like setting. This property is perfect for anyone who loves to explore the outdoors or just relax on the private deck at home. The Sengekontacket Assoc. in Oak Bluffs is a desirable waterfront community easily located off the bike path and on the bus route to town. Private amenities include a freshwater pond just 2-min walk down a quiet road; a large saltwater pond about a 10-min walk to a community dock; and tennis/pickleball courts.

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!

Guest favorite

An outdoor deck is visible, featuring a wooden table surrounded by blue cushioned chairs. The light-colored house exterior is complemented by a finished roofline and large glass doors, allowing natural light to brighten the space. Trees provide a natural backdrop.

Home in Popponesset

5 out of 5 average rating, 12 reviews

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

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 stone patio is surrounded by lush greenery and vibrant blue hydrangeas. Two black outdoor chairs are positioned on the stone surface, inviting relaxation in a peaceful setting. A wooden staircase leads to an entrance, enhancing the natural charm of the space.

Apartment in Oak Bluffs

5 out of 5 average rating, 11 reviews

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 multi-use studio, private entrance, private stone patio, outdoor shower, and access to the fully fenced-in shared backyard, this apartment is perfect for one person and small dogs under 20 lbs.

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.

Top guest favorite

A serene view of Wing Pond displays calm waters reflecting scattered clouds and a vibrant sky. The lush greenery along the shoreline is visible in the background, creating a natural border that enhances the tranquil atmosphere of this waterfront location.

Home in North Falmouth

5 out of 5 average rating, 15 reviews

Luxury-Waterfront-Pets OK-Large Family-Bike Path

***WATERFRONT LUXURY HOME*** Ideal For Multiple Families Pet Friendly Picturesque Wing Pond Kayaks (kids and adult), SUP'S, Row Boat, fishing Bike Path out front door Waterfront Outdoor Dining for 12 Soaring 9-18 ft. ceilings Waterfront Indoor Dining for 10 Chef Kitchen 18 Foot Kitchen Island Wolf/Viking/Miele Appliances Walk in Pantry Waterfront floor to ceiling windows 4,000+ SQ FT Lux Beds/Bedding Business Class Wifi Oversized Stone Fireplace Waterfront Master Suite

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.”

Guest favorite

A wooden hot tub is situated on a deck, accompanied by two chairs. A set of wooden steps leads gracefully to the hot tub, which is partially covered with a black lid. The surrounding area features greenery, providing a natural, secluded setting.

Home in Sandwich

4.89 out of 5 average rating, 9 reviews

Ocean Breeze Escape w/ Private Hot Tub – Cape Cod

Escape to a newly renovated Cape Cod beach retreat! Just minutes from scenic beaches, this private home offers 3 inviting bedrooms, a pull-out couch, a first-floor bedroom, an outdoor shower for sandy beach days, and a relaxing hot tub under the stars. Surrounded by tranquil ponds, biking trails, and coastal charm, it's perfect for adventure and relaxation. Easy access to downtown Sandwich, golf courses, and Cape Cod’s top attractions—an ideal seaside escape!