Vacation rentals with a pool in Delaware Bay

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Top-rated rentals with a pool in Delaware Bay

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

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Top guest favorite
A serene bedroom is featured, with light blue walls and a large bed adorned with a fish-patterned quilt. Two bedside lamps flank the bed, and ocean-themed artwork hangs above it. Framed photos are displayed on the walls, contributing to a coastal atmosphere.
Guest suite in Dennis
4.98 out of 5 average rating, 228 reviews

Boutique suite, Palace in the Woods

⚽️⚽️ WELCOME FIFA ⚽️⚽️ The Palace in the Woods is a “ NO CHORES STAY AIRBNB “ just what you need for a peaceful visit to Cape May County BEACHES & BOARDWALKS . Located in the woods, just ten to fifteen minutes from Sea Isle, Avalon, and Stone Harbor, and the Cape May County ZOO - a little bit further to Ocean City, Wildwood and Cape May. A perfect location for beachgoers, birders, cyclists, and foodies. Please read house rules ( additional rules ). If you have any questions, feel free to ask.

Top guest favorite
Home in Maple Shade
4.97 out of 5 average rating, 148 reviews

*Cheerful & Cozy 3BR / home with pool*

"Immerse yourself in luxury at our newly renovated 3-bedroom home, nestled in the charming residential enclave of Maple Shade, New Jersey. Perfectly positioned for both brief getaways and extended stays, it serves as an ideal retreat while exploring the dynamic city of New Jersey." 15 minutes from Downtown Philadelphia. Maximum occupancy 8 people. Pool Opening : May - September Private Drive way and Street Parking Available. Our Valued guest, Hanging out in the front is strictly prohibited.

Top guest favorite
An expansive outdoor pool is set against a backdrop of lush greenery and trees. Warm lighting from the stone cottage bathes the area in a soft glow, creating a tranquil ambiance in the early evening. The pool's water reflects blue hues, inviting a sense of relaxation.
Cottage in Wrightsville
4.96 out of 5 average rating, 184 reviews

-The Pool Cottage at The Roundtop Estate-

Experience the ultimate private, romantic retreat tucked away from the hustle and bustle. Our unique hideaway offers over a mile of seclusion from the nearest road, immersing you in nature’s quiet beauty. Relax in the Brand-new Saltwater pool and hear the gentle hums of a train rolling along on the other side of the river. Indulge in the luxurious amenities our property has to offer. Rejuvenate in the hot tub, or warm up by the Breeo Firepit with a Latte from the Breville Espresso Machine.

Top guest favorite
A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.
Condo in Lewes
4.99 out of 5 average rating, 201 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Top guest favorite
The exterior of a custom-built tiny house is displayed, featuring a combination of horizontal siding and large windows. Two yellow chairs with a small table sit on the porch, framed by surrounding greenery, creating a connection to the natural environment.
Tiny home in Lincoln
4.86 out of 5 average rating, 324 reviews

Tiny house w/ Pool on water near Beaches / turf

Enjoy a peaceful waterfront stay in our custom-built tiny house, located on Cedar Creek just off Route 1. Conveniently situated only 10 minutes from Delaware Turf and 15 minutes from the beach. The home comfortably sleeps four and includes hot tub access. We live on-site and are happy to assist throughout your stay. Ideal for families, pets (please review rules under “The Space” section), contractors, and long-term renters. Perfect for travel nurses & remote workers – Monthly stays welcome!

Superhost
An A-frame tiny home is shown at dusk, featuring warm exterior lighting. The front porch is surrounded by a wooden deck with two chairs, inviting relaxation. The structure is framed by trees, blending with the natural surroundings.
Tiny home in New Holland
4.92 out of 5 average rating, 102 reviews

Waterfront A-Frame Tiny Home at Red Run - Site 116

You'll love this unique and romantic escape. Enjoy a lakefront view in serene Amish Country Lancaster County, Pennsylvania. Nestled around the lake at Red Run Campground, enjoy a cup of coffee on the porch of your tiny home - or wet your fishing line in this catch and release fishing pond! The A-Frame Tiny Home features 1 bedroom, 1 full bathroom, kitchenette, and living room, as well as deck & firepit area. Also enjoy all of the amenities at Red Run Campground - including a pool (seasonal)!

Top guest favorite
An aerial view showcases the expansive riverfront property surrounded by lush green fields and waterways. The deep Cohansey River meanders through the landscape, reflecting the sky. Various shades of green and water create a tranquil and serene environment.
Home in Bridgeton
4.99 out of 5 average rating, 275 reviews

THE SORA with Disco, Hot Tub & Pool

Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.

Guest favorite
An inviting saltwater pool is bordered by lounge chairs, with colorful floats resting on the water's surface. Surrounding scenery features lush greenery and a vibrant sunset sky, casting warm hues over the space. The area is designed for relaxation and enjoyment.
Home in Cape May
4.89 out of 5 average rating, 129 reviews

Mimosa Salt Water Pool & HOT TUB Oasis, Sleeps 8

Just Renovated!Linens and Towels INCLUDED! Perfect for 2 families a King & Queen Bedroom and the third bedroom comes w/a full/twin bunkbed that has a twin pull out in addition to a twin bed. (Sleeps 8 total) In ground Salt Water Pool perfect for relaxing all day w/your kids if beach is too much of a chore or having dinner outside. Our yard is fenced in and perfect for your furry friend. Open concept living room, dining room and kitchen. Great for coming together and socializing

Top guest favorite
A spacious living room features a large sectional sofa and a floor-to-ceiling gas fireplace. Natural light filters through the plantation shutters, highlighting decorative plants and a round mirror. A large TV is mounted above a white-brick fireplace, creating a cozy gathering space.
Home in Villas
4.99 out of 5 average rating, 165 reviews

Hot Tub Backyard Oasis, Private Beach, Local Pool

Start your morning soaking in the hot tub, or sipping coffee in rocking chairs on the front porch. Just 1 block away, have the beach all to yourself in this truly secluded beach neighborhood. Enjoy one of the local waterfront eateries or the neighborhood pool. Spot a school of dolphins under a red-sky sunset before returning home to enjoy the night sea breeze and a movie in front of a wood burning fire in the outdoor gazebo. Click our icon to check out our other Cape May homes!

Top guest favorite
A modern guesthouse features a peaked roof and large windows, set against a vibrant sunset sky. The surrounding landscape includes wild grasses and a paved pathway, suggesting a serene connection to nature.
Cottage in Saint Michaels
4.97 out of 5 average rating, 188 reviews

La Casita on Harris Creek, St. Michaels

Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Top guest favorite
Guesthouse in Lititz
4.95 out of 5 average rating, 349 reviews

The Grey Wolf (studio-style loft suite)

Enjoy the clean, comfy, eco-friendly & private loft space with your own private HOT TUB! Situated on top of a hill in the beautiful lake area of Lititz, PA, you will enjoy lovely views and quiet privacy. The main house is detached & adjacent to the loft suite. The loft is located on the top floor of the carriage house. Explore charming downtown Lititz just 4 miles away! Pool open Memorial Day-Labor Day. Hot tub open year round. ONE parking space/EV charging fee

Top guest favorite
The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.
Guesthouse in Stevensville
4.99 out of 5 average rating, 336 reviews

Waterfront-View of Bay from your Bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Popular amenities for Delaware Bay rentals with a pool