
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.

Ocean Pines 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

Stay Salty OC Beach House
Welcome to your ultimate getaway near Assateague State Park & Ocean City! Our spacious retreat sleeps 14 guests and boasts resort-style amenities including pools, a gym, kayaks, and tennis courts. Located just moments from beaches, charming towns, and exciting attractions, you'll have everything you need for an unforgettable vacation. With a fully stocked kitchen, game rooms, cozy reading nooks, puzzles, and a balcony, there's something for everyone. Book now and let the relaxation begin!

Stunning waterfront panoramic view getaway house
Welcome to this thoughtfully remodeled waterfront property on the beautiful eastern shore of Virginia. Immerse yourself in jaw-dropping panoramic canal views of the Chincoteague Bay. Secluded escape for the nature enthusiast, balanced with country club amenities. Pools, boating and a golf course are within walking distance. Outdoor adventures and pristine beaches are just a short drive away! This property was designed to gather, recharge, explore, love, work remotely and inspire.

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

Bayside community, near OCMD, great rates
Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC, MD beaches & Assateague National Park/beaches. Our gated, beautiful community, is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds+ more For kiddos of all ages, we are located right next door to Frontier Town, which has awesome water slides , western shows, mini golf, a rope course, ice cream shop.. short term stay

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.

â›± Quiet 3 Bed Twinhome just 3 miles from Beach! â›±
Enjoy this Beautiful 3 Bedroom & 2.5 Bath Twinhome in Millville, DE. Perfect for Families! This home is within walking distance or short drive to Restaurants, Shops, Grocery Store and other Attractions & Most Importantly - only 3 miles to THE BEACH!! There is a Community Pool in the neighborhood. Many Toys, Games, Puzzles available for children. Home is No Smoking of Any Kind. Also No Pets, No Large groups/parties (10 people max.) or Senior Week rentals permitted. Book Today!

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.

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 is open as of 04/5/25 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

Water Front Condo w/Pool Short Walk to Beach
FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!
Popular amenities for rentals with a pool near Assateague Island National Seashore
House rentals with a pool

Private pool, waterfront, kayaks, bikes, firepits!

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

Epic Luxurious Mansion Bayside Pools Tennis

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

Nautical at 82 Newport- private dock & waterfront

Mins to Golf & Ocean City! Sleeps 16 w. GameRoom!

Seaside Escape Mansion

Camelot
Condo rentals with a pool

Oceanfront Family Oasis: Pool, Beach & Parking!

1st Floor 2BR/2BA | Pool | Quiet & Convenient

Ocean Block - Clean, cozy 1 Bedroom. Pool, Wifi

Renovated Condo Near Outlets, 3.5 Miles to Beach

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities
Other vacation rentals with a pool

Beautiful Direct Oceanfront Condo on Boardwalk

Mermaid Cove

Oceanfront Paradise | Direct Ocean View

Amazing Bayside Views @Sunset309

BeachParadise203-DOWNTOWN•WATERFRONT•Luxury Condo

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony

Beach Paradise VII-New Townhouse with Pool, Garage

Pines & Sea A-Frame • Coastal & Cozy Stay
Quick stats about rentals with a pool near Assateague Island National Seashore
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ588 before taxes and fees
Total number of reviews
280 reviews
Family-friendly rentals
20 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- House rentals Assateague Island National Seashore
- Rentals with a washer and dryer Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Rentals with a fire pit Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- Rentals with outdoor seating Assateague Island National Seashore
- Rentals with beach access Assateague Island National Seashore
- Family-friendly rentals Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- Rentals with pools Maryland
- Rentals with pools United States
- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Dewey Beach Access
- Assateague Beach
- Jolly Roger Amusement Park
- Cape Henlopen State Park
- Peninsula Golf & Country Club
- Poodle Beach
- Northside Park
- Bayside Resort Golf Club
- Bear Trap Dunes
- Baywood Greens Golf Maintenance
- Towers Beach
- Assateague State Park
- Jolly Roger at the Pier
- Whiskey Beach
- Plantation Lakes Golf and Country Club
- Delaware Seashore State Park
- Fenwick Island State Park Beach
- North Shores Beach
- Lewes Beach
- Coin Beach
- Splash Mountain Water Park