Vacation rentals with a pool in New Castle

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!

2 King Suites Long term Avail

Private Hot Tub Sept-April 2 King Bedroom En-Suite, Private Pool, Deck, Poolside Bar w/ space for multiple Families -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

Comfort, Fun, & charming! - 5BR oasis w/ Pool

Discover Your Perfect Pool House Getaway! This lovely 5-bed, 2.5-bath home is designed for work trips & families alike that are looking for a fun and memorable stay. Think Ping-Pong, foosball, arcade games, swimming pool and not one, but two cozy TV areas w/fireplace. With 3 king beds, 1 queen bed, and 6 single beds, everyone has a comfy spot to rest! Nestled perfectly between the boroughs of Downingtown and West Chester & Just a 5-minute ride to the cozy Marshallton Inn & Four Dogs Saloon.

King’s place, hot tub. Pool is open for summer!

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!

Breathtaking Waterfront w/pool and private dock

Only 1 week left for Summer 2026! Fall dates still available. This incredible 4-bed 2-bath water-facing home is the ultimate getaway. Pool/Spa are Seasonal **open mid May through Sept only** Pool and hot tub are **closed Oct - May** We do not have a separate stand alone hot tub. 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)

Creekside Private Lower Level Apartment

Enjoy this nonsmoking, newly renovated full kitchen and bathroom with quartz countertops. Adjustable tempurpedic bed w lumbar, vibration, under bed lighting, and Ritz Carlton pillows and Hotel Collection bedding will put you in the clouds. Near Boeing, airport (10min) and train station 10 min walk. This is a great quiet place to work from. Apartment is private with a nice (motion detected) lighted brick and concrete path to entrance w patio around back. No stairs. Must be a non smoker!

Spacious &Peaceful, Pvt Pool, 3mi Longwood Garden

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: Oven, Cooktop, Microwave, Keurig coffee maker WiFi, 55” HDTV Full size washer, dryer, refrigerator Gentle Pets welcome! *No Smoking, No Parties

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.

Historic Victorian Walkability Chesapeake City

The Ultimate In-Town Retreat: Modern Luxury Meets Historic Charm: Step into a world of elegance in the heart of Historic Chesapeake City. This beautifully renovated 5-bedroom, 4-bathroom estate has been professionally decorated to offer a seamless blend of modern luxury and classic Maryland charm. Whether you are hosting a family reunion or a sophisticated getaway with friends, this home is your private sanctuary just steps from the best the town has to offer.

Cozy Log Cabin on the Bay at Sandy Cove

Tiny Home Nestled in the woods, this 600 sq ft, Conestoga Log Cabin is cozy & rustic, yet meets all of your needs. Sleeps 6-8 - Bedroom w/ a double bed - Bedroom w/ bunk beds - Open loft w/ 2 single beds - Living area with a futon - Kitchenette - Dining area - WiFi and a smart TV Stunning Location Sandy Cove is a Christian retreat center with 200+ acres on the headwaters of the Chesapeake Bay, offering beautiful views in all seasons.

Sweet home w/pool & woods at peaceful Glen Mills

*PLEASE READ ADDITIONAL RULES - There will be reports and fine in the instance our policies are breached Relax with the whole family at peaceful township Glen Mills. Many natural trails and parks around, 10 mins to Ridley Creek State Park, 20 mins to Longwood Garden, one of the best attractions in Pennsylvania, 25 mins to Philly international airport, Wilmington of Delaware, 35 mins to Philly.

Peaceful Retreat with 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.