Vacation rentals with outdoor seating in Oak Bluffs

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Top-rated accommodations with outdoor seating in Oak Bluffs

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

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Guest favourite

Home in East Falmouth

4.93 out of 5 average rating, 30 reviews

Explore Cape Cod Beaches, Shopping, Golfing & More

Family inspired Falmouth (East) home. Close to all that Falmouth and Cape Cod have to offer. The home includes AC, outside shower, deck, grill, fire pit and is close to the Falmouth beaches! Falmouth Country Club (golf) is right down the street. Antiquing, shopping, fabulous restaurants, beaches, biking, museums, hiking, day trips, fishing, boating, and more are all close by! Friends, family, fun, and relaxation are the themes behind the home Jess and Paul (homeowners) call “Just Chillin.”

Guest favourite

Tiny homes 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

Home in Falmouth

4.86 out of 5 average rating, 36 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 favourite

Home in New Seabury

4.83 out of 5 average rating, 109 reviews

New Seabury Retreat. Butchart Gardens' Inspired

A Tranquil Escape in New Seabury 5-Bedroom Cape Cod Home with Garden Oasis Inspired by Butchart Gardens Welcome to your year-round retreat, tucked away in a private setting among towering oaks in the heart of New Seabury, Cape Cod. This beautifully maintained 5-bedroom home offers the perfect blend of coastal charm and modern comfort. Step outside into your own slice of paradise—a professionally designed garden inspired by the world-famous Butchart Gardens of Victoria, British Columbia.

Guest favourite

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!

Superhost

Cottage in Fairhaven

4.84 out of 5 average rating, 220 reviews

Cottage by the Bay

Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Guest favourite

Home in Oak Bluffs

4.95 out of 5 average rating, 19 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 favourite

Home in Oak Bluffs

4.83 out of 5 average rating, 193 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. Ask the host about ferry reservations if they appear to be sold out!

Top guest favourite

Home in Fairhaven

5 out of 5 average rating, 21 reviews

Stunning Luxury House with Sunset & Private Beach

Luxury rental with unobstructed, breathtaking SUNSETS from the expansive deck that overlooks Buzzards Bay. Enjoy a Cape Cod experience without any of the traffic. Perfect for families, the private beach and fire pit area provide a relaxing place to splash, play and make memories. This oceanfront home is a few minutes from charming towns, such as Mattapoisett, Fairhaven, New Bedford, top-notch restaurants and the ferry to Martha's Vineyard and Nantucket.

Superhost

Home in Barnstable

4.87 out of 5 average rating, 79 reviews

PRIVATE ESCAPE ON CAPE COD!!! Beach pass provided

The Perfect vacation house!!! Huge deck for outdoor entertainment ,private seating on over an acre land in the heart of Cape Cod, close to Sandy neck ( 12 min )and Dowses beach( 14 min), lakes (8 min) , bike path ( 5 min) and all of the shopping and dining it's 10 minutes away from you.Two floors , 5 bedrooms and 3 baths. Please note that for the guests and our safety there is security system with cameras located at the front of the house.

Guest favourite

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 favourite

Home in New Seabury

5 out of 5 average rating, 11 reviews

Dreamy house in the woods. 4bdr/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.