Vacation rentals with beach access in Assateague Island

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Top-rated beach access rentals in Assateague Island

Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Ocean City

4.82 out of 5 average rating, 125 reviews

1 BR Ocean Block (Unit 17) 40th St Midtown OC

Renovated ocean block condo with vintage charm & modern amenities. Second floor walk-up. Wonderful covered balcony for enjoying the sea breeze. Only 75 yards away from the beach. The Mid-Town OC location offers the best of everything...close to the boardwalk but far from the noise, great restaurants & bars within walking distance. Enjoy live music & a drink on the beach at Coconuts, only 9 blocks to Jolly Roger or Secrets. Walk to the OC Convention Center just across Coastal Hwy on the bayside.

Dec 13 – 20

G$17,567 GYD per night

Guest favorite

Condo in Ocean Pines

4.96 out of 5 average rating, 108 reviews

Waterview Retreat

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Oct 8 – 15

G$34,255 GYD per night

Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 101 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.

Nov 13 – 20

G$33,144 GYD per night

Guest favorite

Cottage in Westover

4.99 out of 5 average rating, 182 reviews

Rumbley Cottage on the Tangier Sound-Private Beach

Winter time is a great time at Rumbley! Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all window. Look out to the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Wifi, Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Dec 19 – 26

G$70,387 GYD per night

Guest favorite

Home in Chincoteague

4.98 out of 5 average rating, 194 reviews

★ Pearl in the Pines: Kayaks-Fire Pit-Bikes-Beach-Pet Friendly

Fully equipped 1200 sf home-3 Bdrm residence-with fire pit, 2 kayaks, 4 bikes, towels & linens. Pearl in the Pines is literally at nature's front door within a few miles from Assateague National Seashore (the beach), home of the world famous Chincoteague Ponies. Enjoy: Swimming in the bay and ocean Bicycling Fishing, crabbing, clamming Kayaking, paddle boarding; boating Hiking Bird Watching Nature photography Hunting Nature Trails Great Restaurants & Brew Pub Boat Tours Ponies

Jan 7 – 14

G$24,579 GYD per night

Guest favorite

Guest suite in Chincoteague

4.97 out of 5 average rating, 235 reviews

Baywatch Upper-Waterfront & Roaming Ponies!

Absolutely beautiful space in and out! Situated right on the bay with views of Assateague across the way, Chincoteague ponies are on premises and sometimes come right down in front of the house. Coastal charm at its finest, there are 2 queen bedrooms and one twin bed in a center, extra hang-out breakfast room, all with a view. No full kitchen. Microwave, toaster, small fridge, stocked Keurig coffee and tea station and shared outdoor cooking area included in this upstairs unit.

Dec 20 – 27

G$32,660 GYD per night

Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 239 reviews

Ocean-block 36th St. - Steps to the Beach!

Comfortable and affordable, our 1 bed/1 bath - 1st floor condo is in a prime OC Mid-Town location. Literally just steps from the building to the sand! Walking distance to me of OC's best restaurants, night life, amusements, convention center and more. **Summer Months check-ins on Monday & Friday ONLY from Memorial Day to Labor Day! Book Weeks or Mini-weeks. (Weeks: Fri to Fri, OR Mon to Mon) (Mini-Weeks: Mon to Fri, OR Fri to Mon)** *Other months check-in any night*

Dec 26 – Jan 2

G$21,850 GYD per night

Guest favorite

Guesthouse in White Stone

5.0 out of 5 average rating, 187 reviews

Waterfront Guesthouse II on the Rappahannock

The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Mar 1 – 8

G$44,816 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!

Dec 4 – 11

G$23,829 GYD per night

Guest favorite

Condo in Ocean City

4.9 out of 5 average rating, 141 reviews

Oceanside Oasis - Stylish Condo Steps to the Beach

Beautifully renovated one-bedroom condo just steps to the beach. Centrally located on 35th street our unit is close to shopping, restaurants, the Convention Center, and the boardwalk. Our private patio has a view of the beach and ocean, and the spacious kitchen has more than enough room to have some friends over for a meal. Located in Midtown, this area is full of nightlife, amazing restaurants, and a less crowded beach since there aren't any large hotels.

Nov 19 – 26

G$20,778 GYD per night

Guest favorite

Cottage in Westover

4.92 out of 5 average rating, 142 reviews

Heaven on the Bay - A Peaceful Waterfront Retreat

This Chesapeake Bayfront cottage has spectacular views to take you away from everything in any season. It boasts more than 120 feet of waterfront, and you can dangle your feet off the 70 ft “dock of the bay”. Launch kayaks from the small sandy beach in summer, or cozy up to the wood stove in the winter. Inside, you’ll find wood floors throughout, modern kitchen & baths with bay views from every room. Kayaks, SUP, bicycles & crab traps too!

Oct 4 – 11

G$48,844 GYD per night

Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 175 reviews

Direct Oceanfront close to Northside Park!

Location, location, location! 2 bed, 2 bath direct oceanfront condo, with incredible ocean sunrise views from your private enclosed patio. Master bedroom features unbelievable views of the ocean, glass slider out to the patio & in suite full bath! Walking distance to Northside Park, restaurants & shopping. 2 assigned parking spaces. Elevator or steps - you pick. Washer/dryer in unit.

Apr 2 – 9

G$25,306 GYD per night