Holiday rentals with a pool in New Castle

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in New Castle

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

%{current} / %{total}1 / 1
Guest favourite
A private swimming pool is surrounded by lounge chairs and landscaped greenery. The clear blue water reflects sunlight, and a white fence offers privacy. The pool area includes a concrete deck, creating an inviting space for relaxation and enjoyment.
Home in Chesapeake City
4.91 out of 5 average rating, 106 reviews

The Mint Cottage in Chesapeake City

The Mint Cottage is new to the air bnb market. It is a 3 bedroom Cape Cod on .5 acre lot in Charming Chesapeake City! The 1st floor features a master bedroom suite with updated amenities, large living room and kitchen, PLUS a full hair and makeup station (great for bridal parties). The 2nd floor has two bedrooms- a queen and 2 twin beds. The house features 3 full baths.The back yard has a private swimming pool, fire pit and patio. Terrific location to walk to waterfront, shops, and restaurants!

Top Guest favourite
A cozy living area features a dark brown leather sectional sofa facing a 55” HDTV. A round table with fresh flowers is positioned near the sliding glass doors, which provide natural light and a view of the outdoor patio. Light-colored dining chairs are arranged around a wooden dining table.
Apartment in Chadds Ford
4.92 out of 5 average rating, 299 reviews

Spacious & Peaceful, Pvt, 3mi Longwood Gardens

Comfy & Spacious Private Downstairs Suite in 2 acres of nature Private Pool Heated end of May to Sept 3 mi to Longwood Gardens aka “America’s Versailles”. Amazing! Ask about guest passes to the Gardens w/2 night stays. Winterthur, Brandywine River Museum, Wineries & more 3 Bedrms, 4 beds Beautiful lg bathrm & Powder room Dining/TV rm Kitchen: Convection oven, Cooktop, Microwave, Keurig coffee maker WiFi, 55” HDTV Full size washer, dryer, refrigerator Gentle Pets welcome! *No Smoking, No Parties

Guest favourite
Farm stay in Cochranville
4.92 out of 5 average rating, 60 reviews

Get snowed in! Cozy fireplace-Hot Tub

2 King Bedroom En-Suite, Private Pool, Deck, Poolside Bar w/ space for multiple families, Private Hot Tub Sept-April -4 spacious bedrooms -2 Kitchens -2 Lounging Areas -2 King Masters -Fire pit Area -Deck -Grill -Views -Privacy VISIT -Gardens -Lancaster -Outlets - Horse riding BR #1 King sleep 2 BR#2 Two Queens sleep 4 BR #3 Queen sleep 2 BR #4 King sleep 2, Full Bed pulled out from under King sleep2, Futon sleep1, Chair sleep1 Bath #1-shower,2 sinks, soaking tub Bath #2-shower, sink

Guest favourite
Home in Parkesburg
4.94 out of 5 average rating, 80 reviews

Quiet Country Home in Parkesburg, In Ground Pool

Enjoy a quiet & peaceful family friendly home in the country with a Private pool and Fenced in backyard. (Pool open May 15th to Sept 15) The home has 3 bedrooms (1 king bed, 2 Queens) and a pullout sofa to sleep a total of 7 guests. Enjoy farms views from the backyard and still be just a few minutes drive to area Restaurants, Walmart, grocery stores and shopping. Only an hours drive to Philadelphia, within 30 minutes drive to Lancaster, Strasburg, and Amish Attractions. Smart TV and WIFI.

Guest favourite
A two-story house is surrounded by lush greenery and colorful plants. The exterior features a mix of brick and siding, complemented by purple shutters. A set of stairs leads to the front door, while a shaded porch provides a welcoming entryway.
Home in Coatesville
4.97 out of 5 average rating, 134 reviews

King’s place, hot tub Pool is closed until Spring

New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

Guest favourite
An open and airy living space showcases a dining area with a wooden table surrounded by white chairs. Natural light pours through large windows, illuminating the polished wood floors. A sectional couch is positioned in the corner, while the kitchen and other areas are visible in the background.
Home in Coatesville
4.86 out of 5 average rating, 119 reviews

Peaceful Retreat Pool and great outdoor space

Peaceful and spacious home on a 2 acre lot with a small above ground pool. Great outdoor space with fire pit and seating area. Located just minutes from beautiful Lancaster County. 15 to 30 minutes from most local attractions. Philadelphia is about an hour away. There is an Amish farm market nearby. Our place is great for families with children, couples, business travelers and more. *Please read the entire listing before you decide to book and message me with any questions you may have.

Guest favourite
A clear, inviting saltwater pool is framed by textured ivory paver stones. Lush greenery and ornamental shrubs line the pool area, providing a tranquil atmosphere. The expansive water view extends beyond the pool, under a bright blue sky adorned with fluffy clouds.
Home in Elkton
4.94 out of 5 average rating, 16 reviews

Breathtaking Waterfront w/pool and private dock

Now Booking winter and Summer 2026 the summer is going quick! The incredible 4-bed 2-bath water-facing home is the ultimate getaway Featuring a fixed boat dock and a floating dock, you can easily bring your boat (up to 21 feet with a $125 docking fee) Enjoy a variety of water sports, including the provided kayaks (4) and paddle boards (2) Pool/Spa are Seasonal **open mid May through Sept only** Pool and hot tub are **closed Oct - mid May** We do not have a separate stand alone hot tub

Top Guest favourite
Guesthouse in Elk Mills
4.97 out of 5 average rating, 153 reviews

Private Country Guesthouse Getaway Minutes from UD

Come stay at this relaxing private getaway! Located 10 minutes from the University of Delaware and tax-free Delaware shopping, 5 minutes from the breathtaking Fair Hill State Park and Milburn Orchards. The guesthouse is completely private, boasting a front deck and back deck surrounded by nature. The living room, bedroom, bathroom, and convenient kitchen are completely private. As a guest, you'll have the privilege of accessing the pool, which is exclusively reserved for you.

Guest favourite
A dark gray sectional sofa is positioned against a light-colored wall, complemented by two decorative pillows. Above the sofa, a series of black-and-white framed photographs are arranged in a gallery style, adding character to the space.
Apartment in Newark
4.92 out of 5 average rating, 51 reviews

2B/2B Retreat in Newark, DE.

Perfectly situated for exploring all that Delaware has to offer, our home features ample space for up to 6 guests, with all the amenities you need for a comfortable stay. Relax in the inviting living room, prepare home-cooked meals in the fully-stocked kitchen, and meet all your work needs in the designated work space. Enjoy the convenience of w/d in the apt. Take advantage of free parking and gym room on site. Shared pool is open from Memorial day to Labor day!

Top Guest favourite
The front entrance of the home features a well-maintained pathway bordered by lush greenery and flowering plants. An elegant lamp post stands beside the path, illuminating the approach to the entrance where double doors and a decorative American flag are positioned.
Apartment in Chadds Ford
4.99 out of 5 average rating, 249 reviews

Silo Suite

Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

Guest favourite
This two-story family house features a light-colored exterior with red shutters. A neatly maintained lawn surrounds the property, and a driveway leads to a single-car garage. Nearby, other houses complement the quiet residential setting under a clear blue sky.
Home in Newark
4.85 out of 5 average rating, 93 reviews

Spacious 4-bedroom house with a private pool.

This spacious and cozy family house is in a peaceful quiet neighborhood for work-related comfort and maximum relaxation. The house is offering you a fully equipped kitchen, free wifi, air conditioning, washer and dryer, cozy furnitures, free parking, a beautiful fenced backyard with a huge deck and a relaxing outdoor sitting, a barbeque grill, a private swimming pool, and a kids playground. Everything you need for a relaxing stay is right in this home.

Guest favourite
The image captures the exterior of the historic estate, showcasing two buildings surrounded by lush green grass and large trees. Soft shadows are cast on the lawn by the trees, providing a calm and inviting ambiance. The clear blue sky enhances the natural setting.
Guesthouse in Elkton
4.94 out of 5 average rating, 34 reviews

Thomas Ricketts Carriage House

The Thomas Ricketts Carriage House is an upscale, private retreat on a 33 acre historic working estate in the heart of Cecil County, Maryland. Ricketts House is conveniently located just minutes from I-95 and all of the attractions Maryland, Delaware and Southeastern Pennsylvania have to offer. It is the perfect balance between a central location and privacy, between the bustle of big cities and college towns, and the quiet of unspoiled nature.

Popular amenities for New Castle rentals with a pool