
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
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Nature's retreat @ the Bug-a-Boo. Beaches nearby
We're inside a lovely gated campground community with full amenities @ the Club House: Wi-Fi, pool, fishing n crabbing, boat ramp, laundry, and bath houses. The Bug-a-Boo is a lovely single dwelling home. It is ADA handicap accessible. There's an outdoor fire pit and space for camping. We are 20 miles from Chincoteague National Wildlife Refuge with miles of protected beaches. This is a peaceful place for soul searching & social distancing. We are also 42 mi from Assateague Is. Nat. Seashore.

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

1st Floor Canal Front POOL 2 Blocks 2 Beach/Park
Sit along the canal-front deck, watch boats, birds, and walk to beach, restaurants, shopping, Northside Park Fully equipped kitchen, washer/dryer, comfy queen bed and queen sleeper, plenty of blankets and pillows are provided. PLEASE PACK BED LINENS, BEACH and BATH TOWELS We enjoy hosting families and singles 25 years + NON SMOKING Provided: Hand/Dish/laundry detergents Starter Toilet Paper / Paper towel Hair dryer FREE parking Hi speed Wifi Pool OPEN Memorial-Labor Day 9:15am-8pm

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.

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.

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!

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU
BEFORE BOOKING: Pool will be open 4/05/26 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
Kick back and relax in this beautiful and modern newly remodeled condo in Golden Sands! This rare 2 bedroom, 1.5 bathroom unit has an amazing Master Suite with full-length windows providing panoramic views down the coastline, and direct access to the private patio. Renowned building amenities include outdoor pool, top floor indoor pool, gym, tiki bar, sun deck & more. Linens & towels included!

Waterfront Bethany Marina Escape
Exquisite Waterfront Property offering 3 impressive levels of living in this 2 bed, 3.5 bath townhouse. Located in the private community of Bethany Marina overlooking the Indian River Bay. This home has 2 large decks where you can enjoy panoramic views of the bay and amazing sunsets. We are approximately a 10 min drive from downtown Bethany Beach or the Delaware National Seashore.

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.
Popular amenities for rentals with a pool near Assateague Island National Seashore
House rentals with a pool

Cozy beach home away from home!

Private pool, waterfront, kayaks, bikes, firepits!

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

Hidden Gem! Relax & Visit Chincoteague Island

Tranquil Waters, OceanPines, 3 br, Dog Friendly

Ocean Pines Retreat with Beach Club

Heartsong Farmhouse , a nature lover's retreat.

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

Luxe Oceanfront 1BR | Pool, Hot Tub, Sun Deck

Boutique Moments OC • Pool • Walk to Boardwalk

New Updated Direct Oceanfront Condo - Pool & Wifi!

Direct Ocean Front 1BR Condo indoor/outdoor pools

Gone Coastal *Pool* Bayside with view* Top Floor

Direct Ocean Front/Gorgeous Views/Indoor Pool

Water view at Ocean Pines Yacht Club Condo

Luxury Oceanfront Oasis!
Other holiday rentals with a pool

Mermaid Cove

Coastal Retreat near the beach

Serene Family Getaway | OC & Assateague Adventures

Bayside Bungalow - Waterfront

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

Downtown Condo, Parking, Walk to Beach & Boardwalk

Bayside West

Pines & Sea A-Frame • Coastal & Cozy Stay
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 £99 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 washing machine and dryer Assateague Island National Seashore
- Rentals with a firepit Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- House rentals Assateague Island National Seashore
- Rentals with outdoor seating Assateague Island National Seashore
- Family-friendly rentals Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Rentals with pools Maryland
- Rentals with pools United States
- Chincoteague Island
- Ocean City Beach
- Ocean City Boardwalk
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Ocean City Boardwalk
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Funland
- Dewey Beach Access
- Old Pro Golf
- Salisbury Zoo
- Lewes Public Beach
- Trimper Rides of Ocean City
- Midway Speedway Park
- Gordons Pond State Park Area
- Bear Trap Dunes
- Nassau Valley Vineyards & Winery





