Rent Maryland Homes with Swimming Pools

We selected the 40 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Maryland

Baltimore Beauty

Baltimore Beauty

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

Featuring skyline views and a slew of on-site amenities, this apartment in Baltimore's Inner Harbour is ideal for those who crave city living at its finest. Expansive arched windows frame the panoramas perfectly, while the light-filled living space is a comfortable spot to wind down after a busy day.

Urban Elysium

Urban Elysium

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

Good morning, Baltimore. This central apartment with fantastic shared facilities is the perfect base for an action-packed city stay.

Sky-High Sanctuary

Sky-High Sanctuary

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

Located in the vibrant Inner Harbor, this apartment places you in one of Baltimore's most sought-after neighbourhoods. You’ll find everything you could need within walking distance – including shops, restaurants, museums and the waterfront promenade.

 City Silhouette

City Silhouette

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

This mezzanine apartment with a spiral staircase is a great base for small groups exploring Baltimore. The open-plan design gives it a sociable feel, and the breakfast bar against the big window is the perfect place for your morning coffee.


We selected the top 3% holiday homes in Maryland Homes with Swimming Pools

Explore the 40 most perfect homes in our collection

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Most popular homes in Maryland

Horizon Haunt

Horizon Haunt

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

Spotting Chessie

Spotting Chessie

  • 10 guests

  • 5 bedrooms

Tilghman Island, Talbot County

Long Island Iced Tea

Long Island Iced Tea

  • 8 guests

  • 3 bedrooms

Remsenburg, Remsenburg-Speonk

A Summer's Eve

A Summer's Eve

  • 15 guests

  • 7 bedrooms

Greenburgh, Westchester County

The Masterplan

The Masterplan

  • 10 guests

  • 4 bedrooms

Tunkhannock Township, Monroe County

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Cornwall, Orange County

Lost In The Mountains

Lost In The Mountains

  • 10 guests

  • 3 bedrooms

Pocono Pines, Tobyhanna Township

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Check upcoming rates & availability for Maryland Homes with Swimming Pools


Frequently asked questions

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. 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.

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