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Vacation rentals with a pool in Waldorf

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Waldorf

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

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Top guest favorite
A charming guesthouse exterior is showcased, featuring multiple entrances with glass doors. A staircase leads to the upper level. Two shaded seating areas adorned with potted plants and a clock are visible in a well-kept outdoor space, enhancing the inviting environment.
Guesthouse in Annapolis
5 out of 5 average rating, 170 reviews

Private Art-Filled Guesthouse near Naval Academy

Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

Guest favorite
An open concept living area features a combination of seating, including two armchairs and a side table. A dining area with a striking blue rug and wooden chairs is visible in the background, alongside a well-lit kitchen area with modern appliances.
Guesthouse in Owings
4.92 out of 5 average rating, 129 reviews

Patuxent River View

🏡Stay at this peaceful, amenity‑rich guest house near North Beach, Chesapeake Beach, and Herrington Harbour, with quick access to Washington, DC, Baltimore, and Annapolis. Enjoy a fully stocked kitchen, coffee, fast WiFi, a seasonal pool, and a shaded gazebo designed for comfort and convenience. Perfect for wedding weekends, family visits, work trips, and quiet coastal getaways, this cozy home base makes it easy to relax, cook, stream, and recharge between festivities and exploring the area.

Top guest favorite
Guest suite in Annapolis
4.94 out of 5 average rating, 124 reviews

Annapolis Garden Suite

Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a private ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a deadbolt; no shared indoor spaces; separate entrances).

Guest favorite
A spacious dining area is surrounded by large floor-to-ceiling windows, allowing natural light and views of the outdoors. A long wooden table is accompanied by modern chairs and is adorned with plants, enhancing the inviting atmosphere of the space.
Home in Stafford
4.9 out of 5 average rating, 114 reviews

Stunning Riverfront Home w/ Pool, Hot Tub & Kayaks

This property sits on the edge of a bluff overlooking the Potomac River and boasts stunning views, both from within and around the home, perfect for bird watching (eagles/osprey), fishing or just relaxing and soaking in nature, just minutes from DC! PLEASE READ CAREFULLY: The pool and spa are CLOSED from LABOR DAY through MEMORIAL DAY. The official open season for pool and spa is between Memorial Day and Labor Day, please confirm availability (if requesting) outside of standard season.

Top guest favorite
Farm stay in Huntingtown
5 out of 5 average rating, 101 reviews

Luxury Farmette -Private & Secluded-1hr to DC

Plan your tranquil getaway to the countryside and escape to a luxury dream farmhouse. Located on 5 acres, the renovated home offers peace in a quiet, private location. Guests have access to a pool and outdoor shower, fire pit, a covered grilling area and a playground for children. The home is located approximately 1hr from Washington DC and is the perfect place for a retreat, family vacation and everything in between! Plenty of parking available for those traveling with boat/camper/RV.

Superhost
A welcoming living room features a gray sofa adorned with colorful throw pillows, flanked by two yellow armchairs. A light wood coffee table sits atop a textured area rug, with a serene wall art piece above. Natural light is provided by nearby windows.
Condo in West Springfield
4.85 out of 5 average rating, 254 reviews

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!

Guest favorite
Apartment in Upper Marlboro
4.94 out of 5 average rating, 195 reviews

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

Guest favorite
A living area is highlighted by a deep green accent wall and a flat-screen television mounted above a decorative rug. A comfortable sofa with throw pillows sits adjacent to a small dining table with a chair. A potted plant adds a touch of greenery to the space.
Townhouse in Fairfax
4.89 out of 5 average rating, 101 reviews

Cozy 1BR1BA Suite with Private Entry Near GMU & DC

Welcome to your beautiful one-bedroom suite with a modern and cozy interior. This private space features a walkout basement with its own entrance, ensuring privacy and convenience. The suite includes: Bedroom: Comfortable queen-sized bed, large closet Air mattresses: Additional sleeping space if needed. Kitchenette: Fully equipped with essentials . Dining Area Office Desk: Ideal for remote work or study. Updated Bathroom: Includes modern fixtures and amenities. Washer/Dryer

Top guest favorite
Guest suite in Arnold
4.94 out of 5 average rating, 207 reviews

Coastal Comfort Retreat near Annapolis, EV charger

*New hot tub and pergola installed!* Escape to a cozy, modern retreat just 4 miles from downtown Annapolis. This intimate king suite offers a private seating area, kitchenette, & TV. The ensuite bathroom features a luxurious shower. Relax in peace and comfort after exploring Annapolis or attending local events. Please note that the pool and hot tub are closed for the season. Reach out anytime with questions or special requests—we’re happy to help make your stay memorable!

Guest favorite
The exterior of a multi-story hotel is showcased, featuring a combination of brick and stucco facades. A courtyard with an outdoor swimming pool and lounge chairs is visible, framed by a covered seating area under a structured canopy. Clear skies enhance the inviting atmosphere.
Guest suite in Oxon Hill
4.94 out of 5 average rating, 101 reviews

LUXURY RESORT at National Harbor -1 BEDROOM DELUXE

Just minutes from Washington, D.C., along the banks of the Potomac, is a brand new city complex called National Harbor. Combining all the best ideas from America’s greatest cities, it’s an exciting, self-contained area with everything you could ask for in a vacation destination. With Wyndham Vacation Resorts at National Harbor, you can settle in and enjoy the neighborhood or use the resort as a springboard for experiencing the best of our nation’s capital.

Guest favorite
A modern living area features a large rug with soft textures, complemented by a coffee table in the center. A stylish entertainment unit holds a flat-screen TV, while a dining area with high chairs is visible in the background. Greenery adds a touch of vibrancy.
Apartment in Clarendon - Courthouse
4.97 out of 5 average rating, 117 reviews

Sojourn |Courtland Towers | Great Views

A fully furnished 1 bedroom which includes breathtaking views of DC and oversized floor plans. This community is conveniently located in the Courthouse neighborhood, just one block from the Courthouse metro station and on the edge of the Clarendon neighborhood. Great restaurants, shopping and a weekly farmer's market are just a few of the amenities this neighborhood has to offer. We offer one-, two- and three-bedroom units as well as studio apartments.

Guest favorite
A cozy living area is seen featuring a light-colored sofa and two accent chairs. A wooden coffee table holds decorative items, while a large piece of abstract wall art adds visual interest. Soft light filters through two windows, enhancing the neutral color palette.
Apartment in Downtown
4.81 out of 5 average rating, 620 reviews

#3 Foggy Bottom/Georgetown Apartment

Stay in a luxury apartment in one of DC’s most walkable neighborhoods, between the West End and Georgetown on Pennsylvania Ave. Walk to the National Mall, Smithsonian museums, historic Georgetown, top restaurants, and nightlife. Renovated in 2016, this stylish space offers modern comforts, plus free access to Balance Gym Foggy Bottom & Capitol Hill. Enjoy waterfront views, scenic parks, and DC’s vibrant culture—all just minutes away!

Popular amenities for Waldorf rentals with a pool

Quick stats about vacation rentals with a pool in Waldorf

  • Total vacation rentals

    Explore 20 vacation rentals in Waldorf

  • Nightly prices starting at

    Waldorf vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 260 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Waldorf vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waldorf rentals

  • 4.9 Average rating

    Waldorf stays are highly rated by guests—averaging 4.9 out of 5!

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  4. Charles County
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