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

Home in Tisbury

5.0 out of 5 average rating, 17 reviews

Walk to Main Street & Beach - No car needed!

New home, spacious 4 bedroom + 4 bath house at the end of a private road. NEWLY finished basement perfect for entertainment and additional guests. 3 to 4 minute walk to Owen Park beach (perfect for small children), the ferry, shops, a gym and pool (via Mansion House Inn), & restaurants. Chef’s kitchen fully stocked, features Viking appliances. Enjoy Wi-Fi, central A/C and heating units and TVs in every room with cable and streaming apps, Sonos speakers, a patio with grill and washer & dryer.

Mar 26 – Apr 2

G$185,063 GYD per night

Guest favorite

Home in Oak Bluffs

5.0 out of 5 average rating, 24 reviews

Spacious 4-Bedroom home with outdoor dining

The main floor greets you with an expansive living room, 65" television and pool table. The kitchen has granite countertops with a bar that seats four and large dining area with sliders to outdoor dining. The home includes the use of 2 kayaks that are housed at the association dock on Sengekontacket Pond, tennis/pickleball courts. It is located right off the bike path and includes the use of 2 bikes. Comfortably sleeps 8-10 in 4 bedrooms plus a Murphy bed. The is also a garage for storage.

Mar 1 – 8

G$191,910 GYD per night

Guest favorite

Guest suite in Oak Bluffs

5.0 out of 5 average rating, 10 reviews

Spacious 1 Bedroom Apt - 3 min walk to the Beach!

A perfect place for 1 -4 people to stay! You will have plenty of room, shared use of a grill, backyard, and outdoor dining area. Location is great - it's only a 3 minute walk to the lagoon/beach, 20 minute walk to the Oak Bluffs harbor, 25 minute walk to downtown Oak Bluffs, and 7 minute drive to State Beach. We also have central AC and heating! The owners live upstairs with their dog and two toddlers (3 & 5). This listing is for early-risers ready to enjoy the beauty of island mornings :)

Apr 18 – 25

G$48,083 GYD per night

Guest favorite

Home in Oak Bluffs

4.86 out of 5 average rating, 7 reviews

Gorgeous and spacious MV getaway

House designed by a famous architect for his mother has tons a special features. House has a huge living room with a wrap around sofa that is ideal for watching the huge big screen TV. Tons of natural light from massive windows and garden views from all windows. Fully stocked kitchen. Three spaces bedrooms with super comfortable mattresses and space to spread out. Outdoor has eating & seating space. Located in a residential area with tennis courts. Property is near the lake and sailing camp.

Oct 2 – 9

G$96,587 GYD per night

Guest favorite

Home in Oak Bluffs

5.0 out of 5 average rating, 5 reviews

The Island Collection MV: The Hideaway

This beautiful 3 bedroom home is located in a quiet area on Martha’s Vineyard by Lagoon Pond. When you walk inside, you will be delighted by the stone fireplace and the comforting ambience. It presents gorgeous “costa esmeralda” granite counter tops with solid cherry cabinets, stainless steel appliances, and a kitchen which integrates to the dining area. From there, the french doors invite you to a patio surrounded by artisan landscaping. Tenant brings own linens/sheets/towels/beach towels.

Oct 28 – Nov 4

G$147,498 GYD per night

Superhost

Cottage in Tisbury

4.93 out of 5 average rating, 14 reviews

The Pearl: Lovely cottage, close to VH town/ferry

THE PEARL is a lovely retreat for up to two couples. Come relax in this quaint cottage, close to town, beaches and ferry. Located in a quiet, residential neighborhood. Large yard and plenty of off-street parking. Walk to nearby beaches and restaurants. FRIDAY to FRIDAY, weekly rentals only, June 28 - August 30. Significant discounts for longer stays. Make an inquiry! Can't get your car over? This location can work for you! Rent bikes or take advantage of island buses or taxis/Ubers.

Oct 3 – 10

G$84,250 GYD per night

Superhost

Home in Oak Bluffs

5.0 out of 5 average rating, 13 reviews

Coastal Chic Cape Centrally Located Oak Bluffs, MA

Charming coastal Cape centrally located and privately situated on 1.3 acres of lush land. Sleeps up to 6 guests. Open living/dining, hardwood flooring, cathedral ceilings, stainless appliances, island eatery, dining for 6. Deck with views of the duck pond, outdoor seating, dining and BBQ grill. Living room with comfortable wrap around couch and large flatscreen TV. 2 Full bathrooms with shower/tub combo. Bedrooms: Primary; King Guest 2xDoubles Loft; Double Bungalow; Queen

Dec 31 – Jan 7

G$202,906 GYD per night

Superhost

Guesthouse in Edgartown

4.87 out of 5 average rating, 60 reviews

Martha’s Vineyard Cottage - A Glamping Experience!

This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

Oct 24 – 31

G$44,038 GYD per night

Guest favorite

Cottage in Oak Bluffs

4.99 out of 5 average rating, 96 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.

Sep 1 – 8

G$141,221 GYD per night

Guest favorite

Home in Oak Bluffs

4.93 out of 5 average rating, 28 reviews

Charming Vacation Home in Oak Bluffs.

Welcome to our beautiful 4-bedroom home, conveniently located just a short distance from Downtown Oak Bluffs and its stunning beaches. This property offers both comfort and privacy, making it the perfect retreat for your vacation. With spacious bedrooms and an open-concept kitchen, dining, and living area, our home can comfortably accommodate up to 8 people. Whether you're traveling with family or friends, there's plenty of space for everyone to relax and unwind.

Oct 22 – 29

G$133,784 GYD per night

Guest favorite

Guesthouse in Tisbury

5.0 out of 5 average rating, 49 reviews

King bed, Private Entrance, Water Views, AC

Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay.

Jul 5 – 12

G$77,469 GYD per night

Guest favorite

Condo in Oak Bluffs

5.0 out of 5 average rating, 6 reviews

Ocean View Gem, Walk to it All, No Car Needed!

Martha’s Vineyard vacationers dream! Enjoy walking everywhere from this recently renovated condo with private balcony and spectacular ocean views: Inkwell Beach, Circuit Avenue, Linda Jeans, OB ferry and harbor, Campground Cottages, Tabernacle, Illumination, shops, restaurants and more! No car needed. Lovely 2 BR/1 BA condo sleeps up to 4 guests. Amazing location with spectacular views! Experience island living at its finest.

Oct 9 – 16

G$133,824 GYD per night