
Home rentals with a pool near Assateague Island National Seashore
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Top-rated rentals with a pool near Assateague Island National Seashore
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Bayside community for OCMD trip great rates
Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC, MD beaches/boardwalk & Assateague National Park/beaches. Our beach cottage provides you with all the essentials needed, including a washer/drier! Our gated community is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds We are located next door to Frontier Town water slides , western shows, mini golf, a rope course, ice cream shop.

SeaGate Serenity | Oceanfront Condo with Balcony
Wake up to the sound of the waves crashing outside your window and finish your days relaxing on the private balcony as you watch the pastel skies over the ocean at sunset. Come find your serenity by the sea in our newly renovated oceanfront condo. Located in midtown, you can keep your car parked in our reserved spot and walk to many of the towns best restaurants, bars, and entertainment as well as the World Famous Ocean City Boardwalk. Morning beach strolls, pool days, and evening sips await :)

Ocean Pines Yacht Club Condo Waterview
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

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

Newly built bright and airy guest suite!!!!
FREE oceanfront parking pass with bookings. 2nd floor private suite with parking, patio/firepit, and self check-in private entry. We are located just minutes from the Ocean City beaches, quaint small town of Berlin, Ocean Downs Casino, Assateague, Windmill Creek Winery, restaurants, and outlets. Enjoy neighborhood amenities such as a waterfront Yacht Club with restaurant and live music (seasonal), golf, farm market, playgrounds, 5 pools/fee, (no pool on property) racquet club.

Beachfront 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 a breathtaking view of the beach and ocean.

Farmhouse located on a horse farm
Farmhouse located just minutes off of Route 13 in Princess Anne, MD. Enjoy a peaceful farm experience while staying in a charming farmhouse with lots of character. You can walk the grounds of the farm, including a trail through the woods, or take a swim in the pool. We do not offer horseback riding lessons but you can interact with the horses. We are minutes to shopping, groceries, restaurants, UMES, and a short ride to Chincoteague (32 miles) and Ocean City (40 miles).

Caramar Couples Retreat
This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

Mosaic Life Escapes -Bayfront Million Dollar Views
At Mosaic Life Escapes the BAYFRONT is our back yard! Safe gated community home. Water access for paddle boards & kayaks. Community fishing/crabbing pier 2 pools 3 ponds arcade room, playgrounds, paddle boats. 2 bd home w/a million dollar view. Minutes from Ocean City, Assateague Island & Casino. WiFi + 3 smart TVs We have implemented additional sanitizing procedures between guest stays to ensure a clean house! Perfect for a family or romantic get away!

Bayfront Modern Retreat • Dock, Kayaks, Views
Wake up to shimmering Chincoteague Bay views in this modern waterfront escape on Virginia’s Eastern Shore. Spend mornings on the water, afternoons by the fire pit, and evenings under glowing sunsets. Kayaks, bikes, pools, golf, pickleball, and trails are moments away, with beaches a short drive. Bring the dog, unplug, and settle in. Your coastal reset starts here.

Ocean Pines Retreat with Beach Club
Escape to our peaceful Ocean Pines retreat! This updated, single-level rancher comfortably sleeps 6 and is perfect for families. Enjoy a quiet street just minutes from Ocean City. Features a modern kitchen, cozy fireplace, and exclusive access to the Ocean Pines Beach Club with a private pool, restaurant, and ocean access. Your serene beach getaway awaits!

Bayside Townhouse w/ amazing amenities
Vacation memories are made in the 3BR townhome situated in quiet private community. The property features an indoor and outdoor pool, clubhouse, basketball and tennis courts, kayak dock, crabbing fishing dock and much more! We are 10 minutes drive to OC and about 12 minutes to assateague island. Sleeps 8 Now includes an EV (J1772) charger!
Popular amenities for rentals with a pool near Assateague Island National Seashore
House rentals with a pool

Cozy beach home away from home!

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Cozy Beach Escape Mallard Lakes Resort Amenities

Bury Oasis: Pool, Hottub, Movie Theatre, Game Room

Bayside West

Assateague surf cottage!

Heartsong Farmhouse , a nature lover's retreat.

Cedar Gables - Waterfront, Pool, Hot Tub, Dock
Apartment rentals with a pool

Steps to Beach, Pool, Family Friendly with Linens

Downtown Condo, Parking, Walk to Beach & Boardwalk

Oceanfront Bldg.| 2 pools | Tennis | Game Room

Love Above the Waves-OceanView/Rooftop Heated Pool

Designer Oceanfront Condo | Pool, Hot Tub & Deck

Luxury Oceanfront Oasis!

Renovated Oceanside Modern Boho Beach Retreat

Sunset Bay Villas 219 waterfront condo
Other holiday rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Private pool, waterfront, kayaks, bikes, firepits!

Bayside Bungalow - Waterfront

Hidden Gem! Relax & Visit Chincoteague Island

Ocean Palms II - Renovated, Ocean Block, Midtown

Tranquil Waters, OceanPines, 3 br, Dog Friendly

Pristine 4+ acre waterfront in Bethany Beach area

Charming Getaway Golf Simulator
Quick stats about rentals with a pool near Assateague Island National Seashore

Total holiday rentals
Explore 20 holiday rentals in Assateague Island National Seashore

Nightly prices starting at
Assateague Island National Seashore holiday rentals start at $166 SGD per night before taxes and fees

Verified guest reviews
Over 280 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Wifi availability
20 of Assateague Island National Seashore holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Assateague Island National Seashore rentals

4.7 Average rating
Assateague Island National Seashore stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with beach access Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- Family-friendly rentals Assateague Island National Seashore
- House rentals Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- Rentals with a washing machine and dryer Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Rentals with a firepit Assateague Island National Seashore
- Rentals with outdoor seating Assateague Island National Seashore
- Rentals with pools Maryland
- Rentals with pools United States
- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Chincoteague Island
- Rehoboth Beach
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Cape Henlopen State Park
- Fenwick Island State Park Beach
- Bethany Beach Boardwalk
- Dewey Beach Access
- Ocean Pines Golf Club
- Roland E Powell Convention Center
- Lewes Public Beach
- Funland
- Trimper Rides of Ocean City
- Gordons Pond State Park Area
- Old Pro Golf
- Salisbury Zoo
- Midway Speedway Park
- Bear Trap Dunes
- Nassau Valley Vineyards & Winery





