
Holiday rentals with beach access in Assateague Island
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Top-rated rentals with beach access in Assateague Island
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Gorgeous Beachfront! King Bed, Direct Ocean View!
Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!
4.99 out of 5 average rating, 153 reviews
Stunning private waterfront suite
Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!
4.95 out of 5 average rating, 423 reviews
Sleep in a One-of-a-Kind Barn near Ocean City Mary
Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.
4.98 out of 5 average rating, 320 reviews
Waterfront-CI Bay sunsets-Amazing views
Wide expansive waterfront view of Chincoteague bay-awesome sunsets! 5 waterview rooms. The narrow bit of land across 3446 Main St. belongs to our property w/chairs + a firepit + water access to launch kayaks (2) provided! An open plan-coastal rustic design. Front sitting room w/sofa + high-top table. A large upscale kitchen, two sofas in living room, 2 bdrms, & sleeping loft + a tiny office with a twin murphy bed. Large deck-table, sofa + grill. Family home, not ideal for more than 3 adults.
4.96 out of 5 average rating, 170 reviews
Water view at Ocean Pines Yacht Club Condo
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
4.97 out of 5 average rating, 229 reviews
Home Away from Home , Pet friendly retreat
Welcome to Ocean Pines Getaway, Enter home through a beautiful covered porch with swing for two and lovely seating area. This sweet home has 3 bedrooms & 2 full baths. A fully stocked kitchen , with eat in breakfast nook, Also proper dining room plenty of seating for family Cozy living room with working fireplace. All season sunroom plenty of seating, pub table & bar. Doggie door in sunroom large enough for 100 lb dog, leads to fenced in backyard. $100 pet fee and $125 linens & bath towels.
4.87 out of 5 average rating, 108 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!
4.95 out of 5 average rating, 166 reviews
Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)
4.97 out of 5 average rating, 545 reviews
Chincoteague Island Creekside Cottage
Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal small town". Private dock off large back yard for crabbing or catching the sunset, minutes away from the Chesapeake Bay and Historic downtown, 10 minutes to Chincoteague National Wildlife Refuge (Ponys) and the Beach (golf cart friendly). Everyone can hang on the huge sectional in the eve and play board games or catch up. Smart TV, Wifi, Large cooks kitchen (dbl oven), Table extends to 124". Make Memories!
4.9 out of 5 average rating, 123 reviews
Adorable Beach Cottage Just Steps From Town & Bay
Escape to Wiggle Bay, a darling 1955 2 BR sunny cottage nestled in the heart of "one of the most beautiful, charming small towns in Virginia." Enjoy a bay breeze on the screened front porch--heaven! Perfectly located on a quiet street, just steps from local shops, a coffee house, and the waterfront park, where you can watch the boats, enjoy the sunset and feed the ducks. Just 2.3 mi to Assateague Seashore/Chincoteague Refuge. Ideal for a peaceful and convenient getaway!
4.94 out of 5 average rating, 209 reviews
Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.
4.94 out of 5 average rating, 339 reviews
Assateague, Golf, Ocean City, all Within Minutes!
Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.
4.98 out of 5 average rating, 107 reviewsPopular amenities for rentals with beach access in Assateague Island
Apartment rentals with beach access

Oceanside Condo Steps From Beach
4.96 out of 5 average rating, 123 reviews
Direct Oceanfront Newly Renovated W/ Pool 2 Bd
4.99 out of 5 average rating, 107 reviews
Amazing oceanfront view 3 blocks from boardwalk
4.85 out of 5 average rating, 176 reviews
Coastal 2 Bedroom Apartment w/pool
4.99 out of 5 average rating, 108 reviews
Handful of Beach Heaven!
4.98 out of 5 average rating, 109 reviews
Studio Charm w/ Deck: Walk to Beach & Dining!
4.94 out of 5 average rating, 117 reviews
Stunning 3 Beds/2BA, Ocean Beachfront Condo
4.99 out of 5 average rating, 129 reviews
Historic On Main Street Apartment (C) Berlin, MD
4.76 out of 5 average rating, 156 reviewsHouse rentals with beach access

Ocean Pines Retreat with Beach Club
4.99 out of 5 average rating, 137 reviews
Island House: Kayaks, Bikes, Beach Gear & Firepit
4.96 out of 5 average rating, 110 reviews
On a Whim, a family retreat!
4.9 out of 5 average rating, 120 reviews
Bayfront Modern Retreat • Dock, Kayaks, Views
4.91 out of 5 average rating, 135 reviews
Highbanks House
4.83 out of 5 average rating, 181 reviews
Dolores by the Sea- Family Groups ONLY
4.97 out of 5 average rating, 109 reviews
Escape To A “True” Chesapeake Waterfront Property!
4.88 out of 5 average rating, 102 reviews
Mins to Beach~Walk to Food and Drinks +Beach Gear!
4.99 out of 5 average rating, 148 reviewsApartment rentals with beach access

One Bedroom Beachfront Apartment Mid-Town
4.9 out of 5 average rating, 136 reviews
Oceanfront Condo w/ Resort Amenities 3BDR &3pools
4.88 out of 5 average rating, 146 reviews
Luxury Oceanfront Escape!
4.96 out of 5 average rating, 241 reviews
Beautiful waterview 2B condo w/Dock&Close to Beach
5.0 out of 5 average rating, 122 reviews
Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
4.95 out of 5 average rating, 190 reviews
Ocean front condo with Balcony
4.99 out of 5 average rating, 137 reviews
Oceanside Charm, desirable midtown Ocean City, MD
4.98 out of 5 average rating, 123 reviews
Beautiful Renovated Ocean Front Condo 1b/1.5ba
4.99 out of 5 average rating, 166 reviewsDestinations to explore
- Rentals with pools Assateague Island
- Waterfront rentals Assateague Island
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- Beachfront rentals Assateague Island
- Rentals with a kayak Assateague Island
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- Rentals with beach access United States





