
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.

Vacation by the Bay: Condo with Marina View
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

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!

Beach house on lake!
2 miles from the beach in a complex called Mallard Lakes in Fenwick Island, DE.Close to great views, restaurants, beach, and family activities.Bird watching outside screened-in porch, fishing, crabbing, two outdoor pools/hot tub (open Memorial Day-Labor Day), tennis, volleyball and basketball courts, tot lot, horseshoe pit, shuffleboard, grilling area and a shopping center across the street.Free water aerobics, outside shower, fireplace, umbrella and chairs for beach, comfortable sofa bed.

Lovely beach-front condo with pool and views
Kick back and relax in this calm, stylish space. This one-bedroom condo is the perfect space for 1-2 couples, or a family. You have floor-to-ceiling beach views, plus amazing sunrises and sunsets from the two separate balconies. The kitchen is well equipped to cook every meal, or eat out at Ocean City's many restaurants. Your stay also comes with 4 pool passes for accessing the onsite seasonal outdoor pool (viewable from the unit) and access to the building’s tennis/pickleball courts!

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.

OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+
Absolutely stunning studio condo in the iconic Golden Sands! Private balcony offers amazing direct ocean views, and overlooks the building's sun deck. Updated kitchen with stainless steel appliances. Murphy bed & sofa bed allows the unit to sleep 4 comfortably. Includes HBOMAX, Disney+, and electric fireplace. Stylish bathroom with toilet and shower conveniently separated from sink. Building offers restaurants, pools, game rooms, and more! Golden Sands has a $75 registration fee.

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

Ocean Pines Retreat + Beach Club
Escape to our peaceful Ocean Pines retreat! This updated, single-level rancher comfortably sleeps 6 guests, perfect for families. Enjoy a cozy fireplace, a modern kitchen, and a screened patio. Your stay includes an exclusive parking pass for the Ocean Pines Beach Club in Ocean City, offering a pool, restaurant, and direct beach access. A serene getaway just minutes from the action!

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

Little house in Berlin, Md.

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

Ocean City Escape. Spacious Home. Pool & Golf

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

OC Gateway: Modern 4BR/2.5BA home (dog friendly)
Apartment rentals with a pool

Lovely Condo Steps 2Beach+Pool Unlimited Parking

Boutique Moments OC • Pool • Walk to Boardwalk

Bluewater Couples Escape

Oceanfront Family Oasis: Pool, Beach & Parking!

Cozy oceanfront condo with stunning ocean views

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

Love Above the Waves-OceanView/Rooftop Heated Pool

Beachfront with a View and Amenities Galore
Other holiday rentals with a pool

Ocean Pines 2BR 1BA Cottage with Fire Pit

The Beach Nut- w/ Beach Club Pass and No Pet Fee

Campfire Bliss at the Beach

The Homestead at Sugar Water Manor Farm Stay

Hidden Gem! Relax & Visit Chincoteague Island

Steps to Beach & Boardwalk

Kits Cottage on "Just Ducky Acres"

Coastal Oasis in Ocean Pines
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 £96 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 a kayak Assateague Island National Seashore
- Rentals with a washing machine and dryer Assateague Island National Seashore
- Rentals with beach access Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- Rentals with a firepit Assateague Island National Seashore
- Family-friendly rentals Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- Rentals with outdoor seating Assateague Island National Seashore
- House rentals Assateague Island National Seashore
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- Rentals with pools Maryland
- Rentals with pools United States
- Ocean City Beach
- Ocean City Boardwalk
- Chincoteague Island
- Rehoboth Beach
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Northside Park
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Roland E Powell Convention Center
- Ocean City Boardwalk
- Bethany Beach Boardwalk
- Trimper Rides of Ocean City
- Funland
- Old Pro Golf
- Bear Trap Dunes
- Midway Speedway Park
- Salisbury Zoo




