
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.

Spacious Rental - Winterfest of Lights 11 mi.
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

Gone Coastal *Pool* Bayside with view* Top Floor
Welcome to Gone Coastal! Relax in this beautiful 2BR/2BA getaway featuring: 🛏 1 King (Master) | 1 Twin-over-Full Bunk | 1 Sleeper Sofa 🏊♂️ Outdoor Community Pools – Lap & Family Pool (Directly Across!) 🔑 Keyless, Contactless Check-in 🌅 Spacious Deck – Outdoor Dining + Bay & Pool Views 📺 Smart TVs + YouTube TV 🛒 1-Minute to Grocery Store 🍽 Fully Equipped Kitchen 📍 Prime Location – 120th St, Heron Harbor 🚗 Ample Free Onsite Parking A perfect retreat for families & beach lovers! 🌊☀️

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!

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!

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

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.

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.

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

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!

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!

Beautiful Waterfront Home-Private, Clean, Relaxing
A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* from Memorial Day to Labor Day.
Popular amenities for rentals with a pool near Assateague Island National Seashore
House rentals with a pool

Private pool, waterfront, kayaks, bikes, firepits!

NEW Beautiful Peaceful Costal Getaway

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

Beach Oasis w/ King Suite + Outdoor Shower & Pool

Bayside community, near OCMD, great rates

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

Ocean City Escape | Spacious Home | Pool & Golf

Dog Friendly Fenced 3BR King Bed
Condo rentals with a pool

Luxury water-view condo with high-end finishes

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Oceanfront Family Oasis: Pool, Beach & Parking!

Spacious| Modern &Cozy| Pool| Close to the Beaches

Renovated Condo Near Outlets, 3.5 Miles to Beach

2b 2b condo! 2 master bedrooms! rehoboth beach

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

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

Mermaid Cove

Cozy beach home away from home!

Amazing Bayside Views @Sunset309

Top Rated! Beautful Sunsets! Midtown Bayside Condo

Nature's retreat @ the Bug-a-Boo. Beaches nearby

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool

Holiday Cottages - Sea Star cottage

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
$224 CAD 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
- Family-friendly rentals Assateague Island National Seashore
- Rentals with a washer and dryer Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Rentals with outdoor seating Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- House rentals Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Rentals with beach access Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Rentals with a firepit 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
- Jolly Roger at the Pier
- Assateague State Park
- Whiskey Beach
- Plantation Lakes Golf and Country Club
- Delaware Seashore State Park
- North Shores Beach
- Fenwick Island State Park Beach
- Lewes Beach
- Coin Beach
- Splash Mountain Water Park