Vacation rentals with a patio in Assateague Island

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Top-rated patio rentals in Assateague Island

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Guest favorite

Cottage in Chincoteague

4.94 out of 5 average rating, 113 reviews

Pony Pines!Your Waterfront Getaway Cottage Awaits!

Imagine a quiet retreat on the water where the sunsets are magnificent, and wildlife such as geese, raccoons, deer, owls, and egrits are to be experience in the backyard. Pony Pines offers a firepit, a master bedroom with a jacuzzi tub, and a clawfoot tub on the main floor. We have 2 Kayaks for your use on the canal, and a storage shed with some of the beach accessories you may need for your days at the Ocean. Linens are provided! Relax with your whole family at this peaceful, Happy Place.

Sep 13 – 20

G$63,292 GYD per night

Guest favorite

Home in Chincoteague

4.96 out of 5 average rating, 73 reviews

Breeze on Inn

Come relax in our quiet piece of island life. 2 bedrooms (2 full beds) and a sunroom to spread out and relax (2 twin beds). Sleeps up to 6. Assateague beach, wildlife refuge is 5 miles from the house. Lots to do in season and a relaxing getaway off season. Kitchen is stocked with supplies to cook up a seafood dinner if you want a quiet night at home. Bright and cheery living area with cozy bedrooms. Spacious sunroom to relax or socialize. Deck to seat up to 5 adults, bring bug spray in season.

Jan 15 – 22

G$19,498 GYD per night

Guest favorite

Home in Ocean City

4.91 out of 5 average rating, 23 reviews

New! Oceanfront at Marigot Beach

This exquisite oceanfront condo at Marigot Beach offers the ultimate coastal living experience in the heart of Ocean City, MD. Enjoy breathtaking sunrises and panoramic views of the sparkling Atlantic from your private balcony. With its modern design, spacious layout, and upscale amenities, this luxurious retreat is perfect for relaxing getaways. Experience the beach lifestyle at its finest with direct access to the sand, proximity to local attractions, and a vibrant seaside community! Book Now

Nov 16 – 23

G$28,316 GYD per night

Guest favorite

Cottage in Hacksneck

4.93 out of 5 average rating, 82 reviews

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

Sep 13 – 20

G$69,512 GYD per night

Guest favorite

Cottage in Chincoteague

4.96 out of 5 average rating, 120 reviews

Summer's Sea Shanty on Chincoteague Island

Summer's Sea Shanty is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups of friends. We've worked hard to make this the ideal modern day beach retreat. This home boasts screened in front and back porches, a fire pit, an open/functional floor plan. We're pet and kid friendly with luxury linens and rugs and dish ware... We're proud to be the best of the best on the island. We're centrally located and minutes from Assateague National Seashore.

Nov 3 – 10

G$57,629 GYD per night

Guest favorite

Condo in Ocean City

5.0 out of 5 average rating, 66 reviews

2BR Carpi: Ocean Views/Indoor pool/Massage chair

NEWLY RENOVATED: Enjoy the comforts of home at the beach -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony and Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

Nov 7 – 14

G$25,370 GYD per night

Superhost

Houseboat in Snow Hill

4.84 out of 5 average rating, 85 reviews

"Jolly"- Houseboat Getaway

*SMALL SPACE* Jolly is newly renovated; and that's just how you'll feel staying here. Baywater Landing offers a laid back, coastal style. This houseboat has a master suite, lower second bedroom (w/ 2nd full bath), and 4 outside deck areas to enjoy! Just 35 minutes from Ocean City, Assateague Island, and Chincoteague Island, this is the epicenter of everything coastal! A firepit in the sand just outside your door round out everything you'll need for a stress-free vacation.

Feb 21 – 28

G$36,840 GYD per night

Guest favorite

Loft in Pocomoke City

4.98 out of 5 average rating, 57 reviews

Cozy Barn Loft: Country Views & Central to Beaches

Relax and recharge as you soak in the country views while enjoying this cozy space. A private entrance leads upstairs to the loft, located above our renovated barn. Enjoy your days at the beach, boating, fishing, birding, and more. Return home to be greeted by goats as you pull in the drive. Coffee, tea, and farm fresh eggs will be waiting for your arrival. Centrally located between the beaches of Chincoteague, Va and Ocean City, MD. Beach gear provided as well.

Dec 11 – 18

G$30,517 GYD per night

Guest favorite

Barn in Selbyville

5.0 out of 5 average rating, 148 reviews

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches

Welcome to the Swedish Cowboy, your perfect place to escape the daily grind and experience something truly unique! This BARNDOMINIUM home is just minutes from a waterpark, beaches, boardwalks, and features an entire barnyard of fuzzy and feathered animals ready to meet you! You will enjoy amenities like a relaxing jacuzzi, a 5-foot tall arcade, toys for the kids and tons of nearby restaurants. Staying at Cowtown Cabins is like having two vacations rolled into one!

Mar 4 – 11

G$64,319 GYD per night

Guest favorite

Home in Ocean City

4.97 out of 5 average rating, 119 reviews

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

PET FRIENDLY with fenced in yard, 2 blocks to the beach! 2024 Summer rentals avail. Sunday - Sunday. An 8min walk to the beaches of N. Ocean City! Our home is located in a quiet neighborhood, between the beach & bay! You'll have access to a fenced backyard, full kitchen, smart TV, & WIFI. We expect guests to be courteous to neighbors. Parties & loud music are not permitted. **Not traveling with pets? Check out our ocean side condo near Northside Park!**

Sep 18 – 25

G$71,721 GYD per night

Guest favorite

Cottage in Selbyville

4.94 out of 5 average rating, 47 reviews

Country Cottage -7 Miles from Fenwick Island Beach

Welcome to PopPop’s Place. This is a cozy, newly renovated 1,000 sq. ft. cottage that has been on our family’s 20 acre property for more than 60 years. It is located 7 miles west of Fenwick Island, DE and North Ocean City, MD. While we are close to the beaches and attractions, we are also close to multiple golf courses, inland bays for kayaking, crabbing, fishing, entertainment at Freeman Stage-Bayside and many other fun vacation activities.

Dec 6 – 13

G$31,251 GYD per night

Guest favorite

Apartment in Chincoteague

4.83 out of 5 average rating, 112 reviews

Sunset Haven Downtown

This special place is located in the heart of historic downtown Chincoteague above a wine shop/jewelry boutique. Your backyard is a waterfront park with our famous Love Chairs! Watch the sunset from your waterfront window or deck. Walk to shopping, restaurants, and more! An apartment with old time charm and new polished adds to feel as modern as needed! Onsite Laundry and Wifi - Linens provided

Sep 12 – 19

G$47,468 GYD per night