
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.

Kone Oasis- hot tub, pool, theater/game rm.
Have fun and relax at this stylish oasis! Packed w/ amenities. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, 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. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from Downtown DC & 6Flags.

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. *

Historic Rousby Hall, Waterfront, Pool, Beach
**Heated pool open to Nov 2. Thanksgiving chef dinner options** Rousby Hall is a stunning 5-star waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee additional).

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.

Waterfront Farmhouse Meets Modern Luxury
Enjoy all that the Eastern Shore has to offer while staying at the neoclassical 19th-century "Osprey's Reach" farmhouse. Osprey's Reach blends the original character of Kent Island with modern comforts of a full house restoration, all while enjoying stunning sunsets over the Chesapeake, from the private dock or poolside. Kent Island is centrally located for short day trips to Annapolis, Easton, St. Michael's or Chestertown, with family-friendly dining and shopping options on-island.

Peaceful patio condo
Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front. This home provides a perfect setting for both luxurious and comfortable living. Bright southern exposure, No steps from parking, 2 smart TV, high speed internet, queen size bed, the patio opens to private green nature. Plenty of guest parking as well. Long paved walking trail passing by, Walk to Giant, Starbucks, and Restaurants. Less than 2 miles from Spa World. And 10 min drive to King Spa.

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.

Remodeled 1BR/1BA Condo: close to DC with pool!
Spacious and completely remodeled condo at Fairfax Heritage. Newly painted and featuring brand new carpet and vinyl flooring throughout the unit. All-new kitchen including stainless steel appliances, cabinets, quartz countertops, sink, lighting and plumbing fixtures. Remodeled bath. Generously-sized bedroom with double closet. Large private balcony overlooking treed courtyard. Common laundry on lower level, private storage unit. Grilling available in picnic area.

Patuxent River View
🌊 Nestled near North Beach, Herrington Harbor, Herrington on the Bay, and Chesapeake Beach, this serene guest house offers a peaceful escape for travelers of all kinds—whether you’re exploring local sights, reconnecting with nature, visiting family, or just passing through. Guests enjoy thoughtful amenities at no extra cost: a fully stocked kitchen, complimentary coffee and tea, high-speed WiFi, a pool and gazebo, and more comforts to make you feel right at home.

T&T’s Comfy, Spacious Artists’ Retreat BnB
You’ll love this private walk-out basement of a family home for its incredibly comfy queen bed, big screen UHDTV w/Netflix, great bath/shower, WiFi, separate bedroom, well lit living room w/breakfast nook (fridge, microwave, coffee, tea), yard w/trampoline, playground, and tennis. Enjoy 1300sf near Potomac Mills Outlets, 6-min walk to free DC commute, I-95 HOV lanes to DC (1/2hr, 23 miles), kayaking, golf, and museums. Great for singles and families with kids.

Waterfront Getaway - View of bay from your bed
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Amazon HQ-Luxurious DMV-WiFi-Cozy Suite-DC Airport
Revel in a stylish experience at this bold, bright - modern "Cozy Mustard" studio apartment. Experience the audacious ambiance of opulence and comfort the "Cozy Mustard" delivers. It is centrally located in the heart of Crystal City. Adjacent to Amazon Headquarters, and just minutes away from downtown D.C. Traveling professionals taking care of business or tourists exploring the city for leisure, the "Cozy Mustard" is the place for you.
Popular amenities for Waldorf rentals with a pool
House rentals with a pool

Palisades Retreat

3 Little Birds

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Spacious and private waterfront, sleeps 10

Stay&Play:Games, Pool, FirePit, Beach & Boardwalk!

Spacious Six Bed Room 8 Bed Near Dc & Oldtown VA

Large Home with Pool & 7 bedrooms; sleeps 21

Sunny Oasis - The Home Away from Home
Condo rentals with a pool

Rooftop bay and river views

National Harbor, 2 BR Dlx Suite

Wyndham National Harbor- 2 bdrm condo

Charming Annapolis Waterfront Condo

Cozy Annapolis Condo

Lovely 2-bedroom condo with pool and gym

Luxurious Suite King/Queen Beds in North Bethesda

Luxury Living at National Harbor
Other vacation rentals with a pool

Stylish 1BR Condo in Vibrant National Harbor, MD

NEWLY Built Private Studio basement

King Size Bed - Reston Metro Apt

Rose Cottage

32-Acre Farm, Pool • Hot Tub • Holiday Lights

Cherry Blossom Base of Operations!

National Harbor 1 Bedroom w/ full kitchen

Stay Near FedEx Field –Firepit, Breakfast & More!
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$6,276 GYD per night before taxes and fees 
 - Verified guest reviews- Over 200 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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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Sandy Point State Park
- Stone Tower Winery
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Washington Monument
- Six Flags America
- Great Falls Park
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- Piney Point Beach
- Creighton Farms
- Quiet Waters Park
