Vacation rentals with a pool in Montgomery County

4.92 out of 5 average rating, 26 reviews

Condo in North Bethesda

Luxurious Suite King/Queen Beds in North Bethesda

Enjoy your stay in a luxurious complex in a heart of North Bethesda. The complex feature world class amenities. There is a Whole Foods steps away from the building and Starbucks and CVS are just across the street. Small bars and restaurants surround the complex. The apartment is located 2 blocks from a metro (which will take you to a heard of DC in 20 mins.) and a walkable distance from a modern mall offering trendy shops, restaurants, bowling, an upscale cinema & weekly farmers' market.

4.97 out of 5 average rating, 150 reviews

Guesthouse in Monrovia

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

4.98 out of 5 average rating, 291 reviews

Guesthouse in Highland

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.

Apartment in North Bethesda

4.91 out of 5 average rating, 77 reviews

Sleek studio with awesome view- 1 block from metro

Our beautiful studio is within walking distance to metro (1 block) and grocery stores (Harris Teeter). It is also located across a brand new iPic Movie Theater and shopping area. You can walk to several restaurants and convenience stores. The studio is very spacious with lots of light. You also have access to the condo fitness area, pool table, and quiet/business common rooms. A pool is available during summer. The place is good for couples, solo adventurers, and business travelers.

4.89 out of 5 average rating, 36 reviews

Apartment in Reston

King Size Bed - Reston Metro Apt

Welcome to Reston! This brand new apartment boasts a grocery store on site (Wegmans), 10 minute walk to Reston Metro Station and modern luxuries for you to enjoy. The state-of-the-art kitchen has cookware, bakeware, flatware, and everything you need to kick off your culinary creations. The 4K TV is waiting for you to catch up on all your shows. Laundry in the unit for your convenience. Wifi, utilities, and linens are all included with your stay. We look forward to hosting you!

Apartment in Silver Spring

4.75 out of 5 average rating, 36 reviews

Modern 1BR in Silver Spring

Welcome to your home away from home! This modern one-bedroom apartment is located in the heart of downtown Silver Spring, just minutes from Washington, DC. Enjoy contemporary amenities, a comfortable living space, and easy access to dining, shopping, and public transportation. Perfect for solo travelers, couples, or business visitors. Explore the vibrant local scene or take a short trip to the nation’s capital. Make your stay memorable in this cozy and convenient urban retreat!

4.96 out of 5 average rating, 106 reviews

Home in Adamstown

Wizard's Escape | Sleep15+ | Pool | 2 EscapeRooms

Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist. Immerse yourself in this thrilling 2 themed escape rooms. Then, spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Ask about small Weddings or Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos and pics. Book your favorite Gamekeeper's Hagrid Hut airbnb next door. Link below

4.94 out of 5 average rating, 33 reviews

Apartment in Greenbelt

Stunning retreat W/Pool & Garage

Welcome to your stylish sanctuary in the DC metro area. Located 3 minutes from the metro station and the beltway, you have easy access to DC. The space features a sleek, modern design with high-end finishes and thoughtful touches throughout. Whether you’re here for business or pleasure, our place provides the ideal base for your stay. Fast Wi-Fi, a smart TV, and thoughtful amenities like pool and gym are all here to make your stay comfortable and memorable.

5 out of 5 average rating, 24 reviews

Apartment in Herndon

3 bed 2,5 bath condo Herndon, unit #1

Bring the whole family to this great place with lots of room for sleep. - washer and dryer - dishwasher, coffee maker, microwave - private entrance End unit townhouse-style with a separate entrance. 3 level condo/flat. Among the amenities are two tennis courts, gym, two pools* and more. Perfect 15 minutes walking distance to the Herndon Metro Station. Shopping plaza with supermarket, Sushi and Kabob restaurants, and more are 5 min away. Note:

Guest suite in Gaithersburg

4.93 out of 5 average rating, 28 reviews

Pool Pass, Driveway Parking, Baby Crib, No Stairs

Pool Pass for 3+ nights bookings. 1.7 miles from I-270, 4.7 miles from Germantown Soccerplex, 0.4 miles from Bowling alley, 1 mile from Kaiser Permanente, 4 miles from Shady Grove Hospital and Shady Grove Metro Station, 0.7 miles from the Gaithersburg MVA, 1.2 miles from the shopping center, 3.1 miles from Fitness centers, 3 minute walk from the RideOn bus stop (61, 74, 78), and minutes away from Tech Hub and pharmaceutical companies.

Guesthouse in Spencerville

4.87 out of 5 average rating, 30 reviews

Adorable Guesthouse on Historic Farm.

Spring is upon us at Drayton! With excellent proximity to both Washington DC and Balitmore, enjoy peaceful respite in a lovely historic cottage (fully airconditioned) in Montgomery County, MD. Enjoy the grounds of Drayton Manor, built in 1834, boasting beautiful cherry trees, magnolias, massive oak and yew trees, as well as an inground swimming pool (seasonal), summer house, fire pit, and a children's playground.

4.94 out of 5 average rating, 107 reviews

Apartment in McLean

Amenity Surplus, Free Parking, 20 min to DC, Pool

◆ ENTIRE UNIT - Perfect for business professionals, solo travelers, or families seeking a relaxing, quiet place to unwind ◆ UNBEATABLE LOCATION with Bus Stop right out front - Tysons Corner Mall: 3 mi, Washington DC: 10 mi, Metro Station 3 mi. ◆ FULLY STOCKED to make your stay the most convenient possible - includes in-unit washer & dryer ◆ SECURE BUILDING - requires key fob to access. ◆ FREE PARKING - 1 space.

Vacation rentals for every style

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Popular amenities for Montgomery County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 9 reviews

Home in Germantown

Nice place in Germantown MD

DeidraRating, 5 stars1 month ago

This place was lovely!! She had ALL the amenities that I packed in my bag! The home was clean and I slept like a baby in that comfortable bed. She was also Very responsive when I had questions. Her place was less than 20 minutes from my family's home, so it was perfect! I'd definitely stay there again!

4.83 out of 5 average rating, 40 reviews

Home in Gaithersburg

Townhouse in Gaithersburg

MeganRating, 5 stars1 month ago

We were visiting our friends and taking day trips to DC. The bnb was in a perfect spot for us and wasn't too far from the metro station when we needed it. Neighborhood is very quiet and the bnb was gave the 4 of us the space we needed, never felt on top of each other. It was very clean and the instructions given were easy and helpful. Would definitely stay here again when we visit next.

Home in Germantown

4.73 out of 5 average rating, 41 reviews

Spacious 3 bedroom townhome w/pool - Sleeps 6

MaxRating, 5 stars1 month ago

This was a great place to stay. Lots of space inside and was very clean. Everything was updated and it was a comfortable stay. Conveniently located to everything you would need. Quiet neighborhood

4.93 out of 5 average rating, 98 reviews

Home in Reston

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

AngelaRating, 5 stars2 weeks ago

This was a very nice place to stay for our family trip to DC. The Metro was a very easy walk and Jagan gave us some great recommendations for local restaurants as well. He was also great at answering our questions.

4.92 out of 5 average rating, 61 reviews

Home in Rockville

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

ScottRating, 5 stars1 month ago

The house was great and had everything we needed. Daniel and Sharon were both very responsive. Thanks again for your hospitality.

5 out of 5 average rating, 6 reviews

Home in Washington

Stylish Urban Oasis in DC

ErinRating, 5 stars2 weeks ago

This was a wonderful experience for our family that came to DC for our daughter’s graduation. The home had everything we needed and provided a relaxing, comfortable space, complete with a beautiful yard and pool. Communication with the host was excellent throughout our stay.

4.87 out of 5 average rating, 15 reviews

Home in Reston

Serene Lakeside Escape

MaryRating, 5 stars4 weeks ago

This house is fabulous and perfect for large groups. Plenty of space for gathering and privacy if wanted. Hot tub and pool were great. Home recently updated and in great condition. Didn't have time to use the sauna. Neighborhood is quiet, very walkable and beautiful. Easy access to anything you might need or want.

Home in Sterling

4.56 out of 5 average rating, 63 reviews

Cozy Family Home w/ the best check-in/-out times!

MichaelRating, 5 stars1 month ago

Great location and reasonable price. We could walk to grocery store, restaurants, and ice cream shop. Lots of nice walking trails. Kitchen was nice and spacious. Plenty of room for four of us. Living room furniture was very comfortable. I would recommend this to others. Just a few minor things like we couldn't get the dishwasher to work. Not sure if that was our fault, or if it really didn't work. Also, the description talked about having a bonfire, but there was no fire pit. The back yard was nice. Have two parking spots was a bonus. Very quiet neighborhood. Overall though it was a very nice place, and I would happily stay there again.

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Condo rentals with a pool

Condo in North Bethesda

Lovely One (1) Bedroom Apartment w/King Bed

SungwooRating, 5 stars32 months ago

great place. nothing to complain except you will hear footsteps of upstair neighbors. I would visit again.

Condo in Rockville

5 out of 5 average rating, 6 reviews

Luxury High-Rise Condo in N. Betheda

ЯRating, 5 stars23 months ago

good place and walk to metro ten mins. Suitable for the traveling living.

4.76 out of 5 average rating, 21 reviews

Condo in Silver Spring

DTSS LuxePad 2B2B w/ Rooftop Pool + DC View Lounge

RazirRating, 5 stars1 month ago

Trip went very well worth every penny. Owner was very helpful answered whenever we called to help with check in gave us no problems about playing music on their Alexa or living room tv. Would get again for another trip.

JenniferRating, 5 stars9 months ago

Condo in Bethesda

Condo NIH Walter Reed, GrilPool Pickleball, Patio

We enjoyed our stay at Teresa’s! Her place is well maintained and very clean. The location is very convenient and accessible to a large shopping mall as well as Highway 270 / Beltway 495. Definitely recommend!

Condo in Silver Spring

4.39 out of 5 average rating, 148 reviews

Family house!!!

JesseRating, 5 stars1 month ago

Great end townhouse. Was quiet and close to metro. Very comfortable inside!