Vacation rentals with a pool in Chincoteague

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chincoteague

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Cobbs Creek

4.91 out of 5 average rating, 134 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

Guest favorite

Home in Cobbs Creek

4.98 out of 5 average rating, 150 reviews

Blue Heron WaterSide

Blue Heron Waterside awaits you...Private Hot Tub and Pool!Waterfront and Pier- Kayaks included! This retreat is set up with you in mind for a special get away.Relax.Enjoy being together plus space to have quiet time. Sunroom, spacious deck, private Pool, Hot tub and Pier create a waterfront living experience. Grab a book, go for a swim or lounge by the pool. Explore the water with a variety of Kayaks plus a Stand Up Paddle Board.Great location to fish and crab from the pier. Are you ready?

Superhost

Townhouse in Bethany Beach

4.93 out of 5 average rating, 109 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright, charming living/dining rooms with seating for six. AC, charcoal grill, washer/dryer, wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with great view of lake and fireplace in living room! Professionally cleaned between guests.

Guest favorite

Townhouse in Ocean City

4.92 out of 5 average rating, 130 reviews

IslandCoveParadise: Luxury-NewlyBuilt/Brdwalk/Pool

We welcome you, your family and friends to stay at our luxury, Newly Built, beautifully furnished, & decorated 3 BA 3.5 BR w/ 2 parking garage spaces plus free street parking, and an outdoor pool on 25th street. Relax and enjoy the AMAZING VIEW on the water front from our triple balconies, just 2 blocks (3-4 minutes walk) from the boardwalk & the beach. Steps from Jolly Rogers Amusement Park and many miniature golf courses. Within walking distance are restaurants/, shopping, & nightlife.

Guest favorite

Condo in Rehoboth Beach

4.88 out of 5 average rating, 115 reviews

Coastal Beach Retreat: Pool, Shopping, Bike Trails

Welcome to The Palms of Rehoboth, hosted by The Collection Vacation Homes. Plan your 2024 Beach Retreat and make memories that will last a lifetime! Our newly updated condo is ready for your beach getaway in 2024, with a 2 to 3-night minimum stay for summer. Perfect for families or small groups of up to 8. Long-term stays are available off-season. Experience comfort in our spacious condo located just 10 minutes from the Boardwalk and near everything the Delaware beaches have to offer.

Guest favorite

Townhouse in Ocean City

4.93 out of 5 average rating, 108 reviews

Beach Paradise VII-New Townhouse with Pool, Garage

Welcome to Island Cove Townhouses! Newly built, spacious and beautifully furnished 3 bedrooms, 3.5 baths, 3 levels, luxury townhouse with garage. The community is located next to the bay in prime downtown location, 2 blocks from the beach and Ocean City's famous Boardwalk. This water front community offers not only boat docks, but also a private pier and community outdoor pool. Along with all the modern amenities, this south facing unit offers water views of BOTH the bay and the ocean.

Guest favorite

Townhouse in Rehoboth Beach

4.92 out of 5 average rating, 105 reviews

Cute Townhouse in Rehoboth

Cute Townhome Duplex located in Rehoboth Beach. A short 5 min drive to the beach or 15 minute bike ride. Located 5 minutes from downtown Rehoboth Beach and 5 minutes from downtown Dewey beach. A quick drive to the Tanger Outlets and endless restaurants. Our property is located within a private, quiet community with a large gated pool. There is a screened in private back porch to enjoy during your stay. We our located just minutes from restaurants and attractions on Coastal Highway.

Guest favorite

Townhouse in Millville

4.95 out of 5 average rating, 215 reviews

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

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 (12 people max.) or Senior Week rentals permitted. Book Today!

Guest favorite

Condo in Rehoboth Beach

4.93 out of 5 average rating, 102 reviews

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

Get ready to relax immediately in this cozy and bright condo in a quiet community. The condo is a WALK-UP 3rd floor with vaulted ceilings, multiple balconies, and a relaxing screened porch with a view. We provide linens for the beds, bath towels, boogie boards, and beach chairs. Just over a mile from the beach and within walking distance are 3 community pools, a brewery, a grocery store, seafood restaurants, a water park, and more.

Guest favorite

Home in Ocean City

4.98 out of 5 average rating, 130 reviews

Stunning Bayview Home with Own Private Pool

Come relax in this gorgeous bay view single-family home in the lovely Caine's Woods neighborhood of Ocean City, adjacent to Fenwick Island. Imagine lazy days spent on the beach followed by a dip in the pool right outside the kitchen door! THE POOL IS OPEN! Planning to use the pool in chillier months? Keep in mind that the heater does not equal hot tub! It will still be just a slightly less cold pool on those chilly days!

Superhost

Home in Rehoboth Beach

4.83 out of 5 average rating, 111 reviews

Hot Tub + Pool, Fire Pit, Cottage by Dogfish Head

This adorable beach cottage has it all, and it's bigger than it looks! With 3 full-size bedrooms, 2 full baths, and an enormous back yard with an IN-GROUND POOL, big back deck, huge HOT TUB, gas fire-pit, and dual charcoal and gas-burning BBQ, this home has everything you need for an unforgettable beach trip. You'll love the 3 KING SIZE BEDS, two of which are tempur-pedic, plus the two twin beds are great for kids.

Superhost

Condo in Rehoboth Beach

4.78 out of 5 average rating, 279 reviews

Right on Silver Lake walk to beach!

On the most beautiful and secluded part of Rehoboth. Have breakfast in your patio right on Silver Lake and then go to the pool or walk to the beach, shopping and restaurants downtown or drive 5 minutes to Tanger Outlets! For your peace of mind we comply with Airbnb COVID-19 cleaning and disinfecting guidelines. In addition we follow CDC guidelines leaving more than 24 hour between guests.