
Holiday 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.

Newly renovated private guest's suite with parking
Completely remodeled lower level guest suite, accommodates up to 4 guests. Features a private entrance and parking on premises for 1 car. Walk or bike to Veterans Park and Occoquan Bay National Wildlife Refuge. Conveniently located 12 minutes away from Quantico Marine Corp Base and Historic Occoquan attractions & restaurants. 30 minutes from Washigton DC, Old Town Alexandria and National Harbor, MD. Come enjoy this bright and quiet private stay. *Please note this is a NO SMOKING environment. *

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
*PLEASE READ OUR LISTING AND HOUSE RULES IN, PRIOR TO BOOKING OUR HOME. SEASONAL POOL/ HOT TUB DATES* Welcome to your beautiful and spacious home away from home! Featuring 4 beautifully decorated bedrooms and 2.5 bathrooms, each designed with comfort and style in mind. Relax in our spacious living areas, take a plunge in the pool & hot tub or lounge by the fire pit in the huge backyard! Experience luxury and comfort in our beautiful home and make unforgettable memories with your loved ones!

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.

Chesapeake Bay View 3BR/2BA Duplex*HOT TUB*
“Chesapeake Bay View Paradise" (3BR/2BA Penthouse Suite). Private penthouse level of a 2-level duplex, new deck, outdoor 6-person hot tub, gorgeous Chesapeake Bay views, steps to sandy beach. 3 car parking. Gourmet kitchen, SS appl, granite counters, bar. Comfy living & dining areas. Entry handrail installed 9/20/24. 2 King BR, 1 Queen BR + Queen sleeper sofa in living area. Sleeps 8. 2 spa inspired baths, 1 jetted 2-person Jacuzzi tub inside. * Best Places To Stay Annapolis*Ice Skating

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.

Annapolis Waterfront Condo - Unit #: A-203
Cozy, comfortable condo. Great views - 2nd flr. Fireplace 1 bed/bath condo, sleeps 4 max, covered, water front deck, reserved parking! .5 mile walk to dwnt Annapolis and the Naval Academy, 1.9mi to the Navy stadium. Book NOW for the Summer! Easy access to Spring/Fall boatshows. 12 stairs, no elevator. Pool Memorial to Labor Day: MWTh 4pm-8 Tues: Closed FSS and Holidays: 12pm-8 The pool is one of the best places to be on a hot summer day. If hours are unacceptable, pls select another

Luxury Living at National Harbor
Spacious Condo in the Heart of National Harbor! Experience comfort and convenience in this stylish one-bedroom apartment with a den, which can be converted into a second bedroom (Air mattress queen size) upon request. Located in the vibrant National Harbor, this condo offers an open-concept design and is surrounded by an exciting mix of restaurants, bars, shops, and entertainment options for all ages. This is your perfect home base for exploring Washington, D.C. and its surroundings.

Cozy 1-Bedroom Retreat Near Annapolis, Sleeps 4
*New hot tub and pergola installed!* 💗 This updated suite is designed for comfort & convenience. Enjoy a king bed and a LoveSac sofa that converts into a queen bed, perfect for 2-4 guests. The suite includes a private en-suite bathroom, high-speed internet, a fully furnished kitchen, and a coffee bar to make you feel right at home. Located just 4 miles from Annapolis, you're close to all the best spots. Whether you’re here to relax or explore, this suite has everything you need!

Annapolis Garden Suite
Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

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!

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

1st Floor Condo in Annapolis
This newly renovated, 1st floor studio is perfectly located just across Spa Creek from historic Annapolis in Eastport. Within easy walking distance of restaurants (3 min), Main Street/City Dock (10 min) & USNA's Gate 1 entrance (14 min), our studio includes a full kitchen, high-speed wifi, free onsite parking lot, a secure building entrance, dock and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.
Popular amenities for Waldorf rentals with a pool
House rentals with a pool

Private full basement in a single family home

Mechanicsville Race & Event Hub – Trailer Parking

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

*NEW* Huge 5Br Entertainment Retreat, Near DC

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

FxBurg Retreat

5BD no. Nat'l Harbor, MD, DC & VA w/yard Oasis

Waterfront, pier, hot tub, pool, pizza oven
Apartment rentals with a pool

National Harbor your D.C. Vacation Springboard.1br

Walkable Downtown DC Metro Skyline Suite | LuxePad

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

Cozy Annapolis Condo

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

Club Wyndham National Harbor, 2 BR Deluxe

Wyndham National Harbor- 3 bedroom

Waterfront Suite w Scenic Annapolis Views
Other holiday rentals with a pool

Stunning North Beach Getaway w/ Inground Pool

Cozy 1-Bedroom Basement Apt in Gated community

The General's House-Spacious Home w/Pool & Hot Tub

Vanishing Run Retreat with Pool

Fire pit, pool, and chickens between D.C. and bay

Entire Beach House with Pool and Hot Tub

Cherry Blossom Base of Operations!

*Happy Tree House-1BDR/1B (pool closed until May)
Quick stats about holiday rentals with a pool in Waldorf

Total holiday rentals
Explore 10 holiday rentals in Waldorf

Nightly prices starting at
Waldorf holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 230 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Waldorf holiday rentals include wifi 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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- Georgetown University
- National Mall
- Walter E Washington Convention Center
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Capital One Arena
- 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
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon




