
Home rentals with a pool near Assateague Island National Seashore
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Assateague Island National Seashore
Guests agree: these stays are highly rated for location, cleanliness and more.

Designer Oceanfront Condo | Pool, Hot Tub & Deck
Wake up to breathtaking panoramic ocean views from this beautifully renovated 8th-floor oceanfront condo in North Ocean City. Enjoy direct beach access, two reserved parking spaces, elevators, linens and towels, a heated indoor pool and hot tub, and a stunning new 4,000 SF ocean-view sun deck completed for 2026. Inside, this designer coastal retreat sleeps 8 with luxury finishes, spa-inspired bathrooms, a gourmet kitchen, private oceanfront balcony, stylish furnishings, and blackout bedroom shad

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.

Camelot
HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, you’ll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf
Immediate removal of stress at the front door. Being nestled in a marina’s serene waterfront & nature park is good for the soul. Relax in a jetted tub after a sun filled day & an al fresco meal on a back porch with charming outdoor dining. An open concept main level features large windows & comfortable seating through the entire property. 2 full bathrooms upstairs & a king sized bed provide maximum comfort & outdoor living on 2 balconies. Additional fees for pools, pets may apply.

Luxury Oceanfront Oasis!
Welcome to Marigot Beach, one of the most coveted building in OC. This stunning condo boasts 2 spacious bedrooms and 2 bathrooms, ideal for a large family or a large group up to 8 guests. The master bedroom features an en-suite bathroom, while the second bedroom offers two full-size beds. Included: free WiFi, smart TVs in every room, fully equipped kitchen, large-capacity washer/dryer, and elevator. PLUS, take advantage of TWO designated parking spots! Pool/hot tub are now OPEN!

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).

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

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi
Welcome to our stunning oceanfront retreat! This luxurious property offers the perfect combination of comfort, style, and breathtaking views. With a spacious J-shaped wraparound balcony, you can indulge in panoramic vistas of the sparkling ocean waves from every angle. Ideal for groups of up to 8 guests, this two-bedroom, two-bathroom getaway provides ample space for everyone to unwind. Book today for the vacation you'll never forget!

Key Lime Cottage
Escape to your own bayfront retreat in Chincoteague Island, Virginia. Our Key Lime Cottage at the Key West Cottages resort offers views of the Chincoteague Bay, giving you a front-row seat to the breathtaking sunsets that Chincoteague offers each night. This one-bedroom private cottage includes a master bedroom with two queen beds, a fully equipped kitchen, living and dining space, waterfront deck and access to many amenities!

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

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

Bayside community great amenities & rates

Cozy beach home away from home!

Private pool, waterfront, kayaks, bikes, firepits!

The Puskar’s Landing

Assateague surf cottage!

Private Oasis | Backyard Pool

Nautical at 82 Newport l private dock & waterfront
Condo rentals with a pool

Beachfront with a View and Amenities Galore

Oceanfront Family Oasis: Pool, Beach & Parking!

2BRCapri: Indoor Pool, Game Room, Massage Chair

Water view at Ocean Pines Yacht Club Condo

Beautiful waterview 2B condo w/Dock&Close to Beach

Lovely Condo Steps 2Beach+Pool Unlimited Parking

Completely Renovated Luxury Bay Front Condo

Love Above the Waves-OceanView/Rooftop Heated Pool
Other holiday rentals with a pool

Holiday Cottages -"Sea Star"~POOL~3 mi. to Beach

SeaGate Serenity | Oceanfront Condo with Balcony

Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach

Luxury Historic Estate w/ Pool • 7 BR • Sleeps 14

‘Dockside Retreat’ -pool, minutes to OC/beaches

Salty Sunrise

Ocean Pines, 3 bedroom, sleeps 6, dog friendly

Mi Casa at Bay Knolls
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 $354 AUD per night before taxes and fees

Verified guest reviews
Over 330 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Wi-Fi availability
20 of Assateague Island National Seashore holiday rentals include Wi-Fi 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
- Family-friendly rentals Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Rentals with beach access Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- House rentals Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Rentals with pools Maryland
- Rentals with pools United States
- Chincoteague Island
- Ocean City Beach
- Ocean City Boardwalk
- Rehoboth Beach
- Cape Henlopen State Park
- Assateague State Park
- Bethany Beach Boardwalk
- Northside Park
- Ocean City Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Funland
- Dewey Beach Access
- Bear Trap Dunes
- Old Pro Golf
- Salisbury Zoo
- Trimper Rides of Ocean City
- Lewes Public Beach
- Midway Speedway Park
- Gordons Pond State Park Area
- Holts Landing State Park





