The Quartet
12 guests
4 bedrooms
Lenox Hill, Manhattan
This Upper East Side home is a beautiful base in NYC. As you enter, your eye is immediately drawn to the private south-facing garden – the perfect spot for laid-back summer evenings.
Rent Maryland Homes with Swimming Pools
We selected the 48 homes worth renting in this location
Home spotlights in Maryland
Long Island Iced Tea
8 guests
3 bedrooms
Remsenburg, Remsenburg-Speonk
Not too far from the bright lights of New York City, this striking and stylish home sits near the beaches of Westhampton and among the protected marshlands of Long Island. The house itself is a modern twist on the traditional clapboard homes the area is famous for, with wraparound decks looking into the treetops to the rear and plenty of sliding doors allowing the indoors to seamlessly slip into the outdoor space.
The Shenandoah Prairie
6 guests
3 bedrooms
Fauquier County, Virginia
Tucked into seventy private acres with sweeping views of the Shenandoah Mountains, this contemporary farmhouse offers a serene escape just minutes from Warrenton and Virginia wine country. Spend your days soaking in the hot tub, cooling off in the pool, or stargazing by the fire pit with nothing but open sky around you.
Braeburn
4 guests
1 bedrooms
Theater District, Manhattan
Just a two-minute walk from the most visited tourist attraction in the world, Times Square, an eight-minute stroll to the Top of the Rock for incredible skyline views over NYC and a five-minute cab ride from the Empire State Building – this apartment is for the bucket list tickers. With so much to see and do here, that long tourist itinerary is going to have you wishing for a relaxing spot to crawl back to.
We selected the top 3% holiday homes in Maryland Homes with Swimming Pools
Explore the 48 most perfect homes in our collection
View on map
Check upcoming rates & availability for Maryland Homes with Swimming Pools
Frequently asked questions
Similar destinations
You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Maryland, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Maryland Home to Rent with a Swimming Pool today, and set up a holiday to remember.
Search Our Collection