Vacation rentals with a pool in Germantown

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Germantown

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

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Guest favorite

Cottage in Hamilton

4.94 out of 5 average rating, 309 reviews

*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!

Dec 17 – 24

ﺩ.ﺇ895 per night

Guest favorite

Guest suite in Myersville

4.93 out of 5 average rating, 280 reviews

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 walk the grounds and enjoy Mother nature. 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!

Mar 21 – 28

ﺩ.ﺇ702 per night

Superhost

Guest suite in Oakton

4.83 out of 5 average rating, 105 reviews

N. Virginia convenience to DC and Old town Vienna

This is a finished lower level of a townhouse in a quiet Oakton, Virginia suburb of Washington DC. The private entrance side is above ground. The large French doors allow lots of light in. We are located half way between Regan National and Dulles airports with public transportation to both. The bus stop is 50 yards from the door and the bus trip is less than 2 miles to the Vienna/George Mason University Orange line metro station. You will have key to the private entrance and laundry room.

Jun 11 – 18

ﺩ.ﺇ279 per night

Guest favorite

Guesthouse in Owings Mills

4.96 out of 5 average rating, 120 reviews

Shamrock cabin with hot tub, large yard

Please no cats! We are allergic. Backyard tiny house/guest house fits 2 adults comfortably. Equipped with small kitchenette, queen bed, and private bathroom. Kitchenette equipped with mini fridge, toaster oven, microwave, Keurig coffee machine, and silverware/dishware. Snacks/breakfast items and assorted k-cups provided. Dog friendly with spacious enclosed back yard containing private hot tub, small above ground pool, propane grill, fire pit, and badminton net. Includes Wi-Fi & TV with roku.

Jun 11 – 18

ﺩ.ﺇ336 per night

Guest favorite

Home in Harpers Ferry

4.97 out of 5 average rating, 155 reviews

Harpers Ferry Farmhouse, Heated Year Round Pool

Located on the Blue Ridge Mountains of West Virginia, this 1800s farmhouse plus bonus barn studio apartment have been renovated with every modern comfort. The incredible saltwater plunge pool is heated and can be used all year! Perfect for groups. Minutes from outdoor activities, wineries, breweries, and more that make Harpers Ferry, WV such a draw. 1 hour from Baltimore & DC, 3 hours from Philadelphia, 4 hours from NYC. Follow @perennialstays for more details and behind the scenes.

Apr 25 – May 2

ﺩ.ﺇ3,032 per night

Guest favorite

Guest suite in Catonsville

4.94 out of 5 average rating, 470 reviews

Rollingside: Two-Room Guest Suite

Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Oct 3 – 10

ﺩ.ﺇ356 per night

Guest favorite

Home in Leesburg

4.96 out of 5 average rating, 107 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

Welcome to Potomac Overlook Farms, where comfort meets nature on 10 acres along the Potomac River. Surrounded by wineries, breweries, and historic towns, this 5,000 square foot estate offers access to adventure and relaxation. The spacious home comfortably sleeps 16, with an optional guest house for 5. Please inquire about the guest house at booking. Our property, unfortunately, does not offer wheelchair accessibility. The pool is available for your enjoyment from May to October.

Sep 25 – Oct 2

ﺩ.ﺇ2,130 per night

Guest favorite

Home in New Market

4.94 out of 5 average rating, 115 reviews

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.

Oct 21 – 28

ﺩ.ﺇ986 per night

Guest favorite

Cabin in Delaplane

5.0 out of 5 average rating, 124 reviews

Herb Cottage-Elegant Cabin on Farm plus Farm Tour!

Our beautifully restored cabin is the perfect place to relax and enjoy the unique setting of our regenerative conservation farm and the local countryside and vineyards. This elegant cabin offers a charming kitchenette and accessible bathroom while retaining its pre-Civil War character with original wood floors and beams. Curl up in front of the wood stove or enjoy sundowners on the covered deck looking out on our lush pastures or next to the firepit and shared pool and hot tub.

Nov 10 – 17

ﺩ.ﺇ639 per night

Guest favorite

Farm stay in Purcellville

4.98 out of 5 average rating, 127 reviews

The Hunt Box @ Tally Yo Farm

This is a residence above a 5-stall horse barn. A two bedroom house with 2 bath, Juliette balcony, GORGEOUS views, vaulted ceilings, fully appointed kitchen, laundry, 6 acre farm. Beautifully decorated in traditional English equestrian decor, with homage to the Northern Virginia hunts located just a stone's throw away. Extra guests $55/night. Pet fee $35 each. Please advise through Airbnb. Lovely antiques, equestrian art & decor, warm rugs and fabulous views of Mosby Crossing.

Jan 13 – 20

ﺩ.ﺇ1,080 per night

Guest favorite

Guest suite in Round Hill

4.94 out of 5 average rating, 114 reviews

Sweet Suite on Snickersville!

Located near the town of Bluemont. The suite is located above a 3 car garage and is detached from the main house with about 450 sq ft. Has a queen bed & a loveseat sleeper sofa, a 3/4 bath, a breakfast nook with refrigerator, microwave & coffee maker. We are within 3 miles of Bear Chase Brewing, Dirt Farm, Bluemont Vineyard, Good Spirit Farm and more! Purcellville is a 15 minute drive has many amenities, major grocery stores, restaurants, golf courses and tennis courts.

May 24 – 31

ﺩ.ﺇ505 per night

Guest favorite

Guesthouse in Highland

4.98 out of 5 average rating, 264 reviews

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 and adjacent walking trails.

Sep 18 – 25

ﺩ.ﺇ439 per night