
Holiday rentals with a pool in Gaithersburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gaithersburg
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes
When you stay here you will experience the comfort of your home and close to various amenities. You can explore nature trails and lakes for a serene retreat. Home is located near Wiehle Reston Metro, providing easy access to D.C and Airports. You will enjoy a fully equipped kitchen with pots, pans, silverware, fridge, microwave, and washer & dryer. Your family will enjoy Gigabit high-speed WIFI for streaming on electronic devices and work quietly from private home office. * Book your stay now! *

*Cottage @ Firefly Cellars* VA Wine Country escape
The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

COZY 3500sf Private Pool-PickleBall-HotTub-10Acres
5/6 (6th bedroom has queen sofa bed) Bedrooms furnished w/linens and all your needs 10 private acres in Farm land views of horses Remodeled fully equipped Kitchen w/new appliances 5 full baths w/spa like showers 7 person hot tub 35,000 gallon in ground private pool opens May 25 Private Tennis Court (basic)/Basketball Court 2 Fire pits Picnic area with grills and patio furniture Kiddos play area w/swing sets and slides Large great room/family room 10 acres with 4 acres a forest Dining for 8+

An Escape Bordering National Park land 1 mi to C&O
Relax in this serene setting with a hot tub overlooking Harpers Ferry National Park Land. Enjoy evening fires, the pool, screened-in porch, a book in the solarium or go hiking/tubing nearby. We hope our home (Harpers Getaway) provides a tranquil backdrop to immerse you in nature and lower your stress level so you can reconnect with those you love! It is located only 1 mile from the C&O towpath & Potomac River, 2 miles (by foot) from historic Harpers Ferry w/ breweries, wineries galore nearby.

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool
Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist as you immerse yourself in 2 thrilling themed escape rooms. Perfect for large family gatherings, bachelorette/bachelor/birthdays. Spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Weddings/ Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos/pics. Book your favorite Gamekeeper's Hut or airbnb next door.

Woodland Retreat
Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Harmony Lodge nestled in wooded tranquility!
Tranquil lodge nestled on 3 wooded acres in Myersville, MD. Relax by the heated pool, enjoy the warmth of the fire pit, or receive a massage in the studio. Minutes away from downtown Frederick and Middletown restaurants, shops, and parks. Visit the local wineries and festivals. Tour historic battlefields. Go antiquing. Take in a round of golf, bike the C&O canal, hike the Appalachian trail, boat on the Potomac River, or go skiing. Bring your fur baby with you to enjoy the activities!

Beautiful 2BR/1BA Renovated Condo near DC
Beautifully updated 2-bedroom, 1-bath condo located in West Springfield. Step inside from your private patio into a sun-filled living room flooded with natural light, thanks to floor-to-ceiling sliding glass doors that offer easy access to scenic views and the patio. Rows of recessed lighting brighten the freshly painted interior, while sliding door closets in the dining room provide ample storage space. The condo also features newly updated flooring for a sleek, modern look!

Historic Peace and Plenty Farm: Pool House
Peace and Plenty Farm is a 40+ acre, stunning rural escape located in Frederick County, two miles from Historic New Market, 45 minutes from Gettysburg, and an hour from Baltimore or Washington D.C. Feel free to explore our farm’s trails and hidden gems, play yard games with the family, or swim in our lap pool (open from June through October). Our generous space is suitable for a couple's getaway, a weekend with friends, a family vacation, a working vacation, or a quiet retreat.

Kone Oasis- hot tub, pool, theater/game rm.
Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor

Sojourn | VA Square | 2 BR
North Arlington VA Apartments come with the features you expect and want, and even some you’ve always dreamed of, at Virginia Square Towers. We have an eye for luxury, comfort, and practicality, and our amenities reflect that. Enjoy your private space in your furnished two bedroom without worrying about bothering your neighbors or being bothered with excessive sound when you have a home that’s built with noise-reducing walls and floor-to-ceiling windows.

Sunny Cottage, POOL, Game Room, stocked pond
Full eat-in kitchen. Enjoy the local wineries and breweries! One bedroom cottage, queen bed, full kitchen on 12 acres 12 minutes from Warrenton! Adjacent to a 200+ acre state game preserve with walking trails. Enjoy our game room! This separate building hosts darts, an arcade machine (PAC-MAN, Galaga…) and a slate pool table. NOTE: Use the pool / fire pit, pond at your own risk! Pool is closed for the season.
Popular amenities for Gaithersburg rentals with a pool
House rentals with a pool

Woodhaven Reserve | Pool + Hot Tub + Views

Serene House on the Cul de Sac - Lic # STR23-00110

Modern Stays w/ Hot Tub and Pool

Sophia’s victorian

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

NEW Family/Pet Friendly, fenced in yard with Pool!

The Blissful House

5 BEDR, Inground Pool+Billiard Table, Close To D.C
Apartment rentals with a pool

Stylish 1BR Condo in Vibrant National Harbor, MD

Modern Elegant apt in Tysons, VA – Easy DC Access

Lovely 1-Bedroom Condo with Pool and City View

Wyndham National Harbor | 3BR/2BA King Bed Suite

Wyndham National Harbor | 1BR/1BA King Bed Suite

DC Views/Walk to Metro jr 1 bedroom

Quiet Condo Near Alexandria ~ Ideal for long stays

Club Wyndham National Harbor, 2 BR Deluxe
Other holiday rentals with a pool

3 bedroom unit w/ indoor pool/hotub

Spacious 3Br 2Ba | w/Pool Table Near DC

Modern 4-Story Townhome Retreat Minutes From DC

Historic Manor on Beautiful 150 acre Farm

2 BR DELUXE with BALCONY ★ National Harbor Resort!

Luxurious Retreat Prime Location

Spacious Luxury Townhome Near Hanover and BWI

The Bowie Pool House- Your Home Away from Home
Quick stats about holiday rentals with a pool in Gaithersburg

Total holiday rentals
Explore 20 holiday rentals in Gaithersburg

Nightly prices starting at
Gaithersburg holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Gaithersburg holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gaithersburg rentals

4.8 Average rating
Gaithersburg stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with pools Montgomery County
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- Rentals with pools United States
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Johns Hopkins University




