Holiday rentals with a pool in Chincoteague

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Top-rated rentals with a pool in Chincoteague

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

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Guest favourite

Home in Ridge

4.89 out of 5 average rating, 56 reviews

Waterfront Paradise with a Private Pool

Set on three acres of spectacular waterfront property, there’s everything you need to escape – a dock, a fire pit, crab traps, kayaks, bikes and a POOL. Next door: 20 acres of unkempt forest where bald eagles fly. The pool is closed until end of April and is not heated. The home is warm, unpretentious, with a minimalist approach to décor but a stocked kitchen for those who love to cook. Amenities: a HDTV with premium channels, high speed internet, a ping pong table, lawn croquet and more.

Guest favourite

Home in Cobbs Creek

4.9 out of 5 average rating, 151 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 favourite

Apartment in Ocean City

4.82 out of 5 average rating, 85 reviews

Bay View Condo, Pool @59th street

This condo is newly renovated and and has a stunning view of the bay with the most spectacular sunsets. It is also located in walking distance of popular restaurants, family attractions and is only a short walk to the beach. There is all day and night public transportation, and a conveniently located 7-11 for those last-minute snacks and pizza. The building has a private pool for all units with access to the dock on the bay, so grab your kayak for those beautiful Maryland sunrises and sunsets.

Guest favourite

Home in Cobbs Creek

4.98 out of 5 average rating, 152 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 favourite

Townhouse in Ocean City

4.93 out of 5 average rating, 116 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 favourite

Townhouse in Ocean View

4.96 out of 5 average rating, 28 reviews

Relaxing Bethany Beach Retreat, Pools, Dogs OK

Welcome to your new happy place. Just steps from the bay and minutes from Bethany Beach, the home has everything you need to unwind and relax. Community has amazing amenities including indoor/outdoor pool, game room, hot tub, and fitness center. This retreat is the perfect getaway for adults (close to beaches, great restaurants, and shopping), children (board games and game room), and your furry little friends (dog-friendly beaches and trails). Perfect for families small and large!

Superhost

Flat in Ocean City

4.71 out of 5 average rating, 28 reviews

3br Waterfront Assateague Island Best View

3br/2 full bath with the best view in OC . great pool. View over the Bay, Inlet & Assat. Island. You can see the wild ponies on the beach. 2 1/2 off street parking spots. Quiet & right in the middle of the action. Beautiful Sunsets. Walk to Beach and many restaurants nearby. better Info call us 410two - 2 four137 hundred - and watch the video of the house/ or any doubt. Marcia Palmisano GoodtimesinOCcom Vacation Rentals.- please bring sheets/towels & call with questions & under 25.

Superhost

Townhouse in Chincoteague

4.8 out of 5 average rating, 20 reviews

Allowaves-Luxury Townhome w/Pool & Fishing Pier

Just a few miles away from the Chincoteague National Wildlife Refuge & Assateague Beach, Allowaves is a bright & spacious 3 Story Chincoteague Island townhome w/ plenty of room for everyone! Shared access to pool & fishing pier. 1st Floor King BR w/ balcony BR w/ 2 Queen Full Hallway Bath Cozy sitting nook w/ full sofa bed, TV & Games 2nd Floor Kitchen, dining, living & 1/2 bath. 2nd level deck for dining & relaxing 3rd Floor Bedroom w/ King bed, bathroom w/ soaking tub & vanity.

Guest favourite

Apartment in Ocean City

4.94 out of 5 average rating, 16 reviews

Condo with Pool in the Heart of OC

First floor family friendly condominium with pool located within walking distance to the boardwalk, beach, amusement park, mini golf, and many restaurants. It has one bedroom with 2 queen beds and a pull-out sofa in the living room. Linens, bath towels, washcloths, and beach towels are provided for your convenience. The pool is located in the middle of the beautiful courtyard. There is a patio to enjoy the sunrise or sunsets.

Guest favourite

Home in Ocean City

4.98 out of 5 average rating, 132 reviews

Stunning Bayview Home with Own Private Pool

This home can be occupied by a max of 12 adults with a total of 15 including children. 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 outside the kitchen door! The pool is open from May 1- September 30. Obviously we can’t have it open during cold temperatures!

Superhost

Apartment in Ocean City

4.8 out of 5 average rating, 56 reviews

Renovated Downtown Townhome W/ Pool & Shuffleboard

Modern, downtown Bayside 2-level townhouse w/ large community pool. Prepare to relax and unwind in this 2-level beach house! This central location makes it very easy to walk to the beach, boardwalk, and many restaurants & shops. The kitchen is fully stocked with all your cooking needs. Enjoy the pool view from right outside your sliding door. There isn't much more you could ask for. Bath and bed linens provided.