
Holiday rentals with a pool in Howard County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Howard County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

The Blissful House
Welcome to The Blissful House, a serene retreat designed for relaxation and convenience. Nestled in Western Howard County. This memorable home with 3 spacious bedrooms & 3 full B. Spacious & stylish home with modern interior touches. Ample parking space for your convenience Prime location – just few minutes away from Turf Valley Resort, restaurants, and Patapsco Valley State park. Easy access to Route 70 & Route 32 for effortless travel. We will be closing the pool at the end of September.

Resort studio apt w/ pool, hot tub, fire pit, gym
Resort living at it’s best! Everything you need in this studio apartment equipped with gym equipment (treadmill, Peloton bike, weights), large smart tv, WiFi, hot tub, firepit, full bath, kitchen, queen bed, washer/dryer on a golf course resort with free access to the community pool (Memorial Day through Labor Day) and community gym, walking distance to the public golf course (Waverly Woods), restaurants, shops, and grocery store. Walkable neighborhood just minutes from Patapsco state park.

Lux Hanover/BWI 3-Level With Bonus Living Space
Modern suburban 4BR townhome near BWI (12 min) and Maryland’s largest mall & MD Live Casino (5 min). Conveniently walk to a grocery store, shops, restaurants. Perfect for multigenerational families, groups, or business travel with multiple workspaces and private areas to gather and relax. Equipped kitchen for cooking and entertaining. Guests enjoy access to a community center with a gym, lounges, pool table, outdoor grill, and seasonal pool. Close to Baltimore, DC, Annapolis, and Columbia.

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.

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.

Pets Welcome: Quiet Silver Spring Retreat!
Recently Renovated | Spacious Yard | Seasonal Outdoor Pool Gather your crew for a family retreat at this inviting 3-bedroom, 2-bath vacation rental! Whip up breakfast in the updated kitchen, then head out for some excitement at The Adventure Park at Sandy Springs or enjoy a peaceful paddle on nearby lakes. Return home to unwind in the backyard oasis, where kids can play, pets can explore, and you can kick back on the patio. Make Silver Spring your family’s next adventure — book today!

HOME away HOME
Relax in style at this modern 2-bedroom, 2-bathroom retreat, located in one of the city’s most sought-after neighborhoods. Whether you’re visiting for work or play, this home is perfect for families, friends, or business travelers. Enjoy a fully equipped kitchen, cozy living spaces, and a calm, welcoming atmosphere. Step outside and explore walkable cafes, parks, and charming local shops—everything you need for a comfortable and memorable stay is right at your doorstep.

Beautiful Clarksville guest suite - monthly rental
Spacious, airy, well-lit, and private basement apartment offering privacy and comforts of home. Lots of storage. Wifi, space to work. Large private en-suite bathroom with shower and his&her sinks. Private kitchenette including small two-burner stove, microwave, fridge, pantry space, dishwasher, sink, tea & coffee facilities. Linens, towels, and basic toiletries provided. Private laundry facilities including washer and dryer. Private entrance with keyless entry.

Treetop Penthouse at Streit Manor
NEWLY REDECORATED! Our 2,500 sf penthouse has its own private parking, entrance, kitchen, full laundry. It has 3 inviting bedrooms and a large 1,000 sq ft bath suite with multi person Jacuzzi. Located 18 miles from Baltimore, 31 miles from the White House. Owners live in separate residences on the site. Fully furnished and well-appointed to ensure an enjoyable stay! NO PARTIES OR GATHERINGS WITHOUT PRIOR APPROVAL. NO SMOKING ALOWED INSIDE THE HOUSE!

Cozy Waterfront Retreat | Fireplace + Scenic Views
Welcome to your serene lakefront studio retreat in Columbia! This 1-bathroom studio offers comfort and stunning water views, perfect for a peaceful getaway. Steps from Wilde Lake’s trails and a short walk to Merriweather concerts, enjoy morning coffee in the sunroom, unwind on the private lakeside patio, or paddle into vibrant sunsets in the provided kayak. Thoughtfully styled with waterfowl accents, local artwork, and every amenity, your 5-star stay awaits!

Cozy Retreat in Laurel, MD!
Welcome to this comfortable, 2 bd, 2 bth 2nd floor apartment with sleeper sofa for additional guests-modern retreat in the heart of Laurel that offers the perfect blend of tranquility and convenience. You’ll have easy access to both DC and Baltimore, making it ideal for exploring the best of both cities! Inside: stocked kitchen, cozy living area with wood-burning fireplace, fast WIFI, not some, but all premium channels, and your own private balcony!

Country Cabana
Welcome to your private retreat! This inviting guest house features two spacious bedrooms and a modern bathroom—perfect for families, couples, or small groups. The open-concept design connects a cozy living room with a fully equipped kitchen and a charming dining area, complete with a piano for a touch of musical enjoyment. Ideal for both relaxing escapes and extended stays. Owners do live on property in main house.
Popular amenities for Howard County rentals with a pool
House rentals with a pool

Hidden Gem w/ Heated Pool/ Hot Tub

Hilltop Retreat: Pool, Games & Sunroom

Cozy Family Home and peaceful retreat.

Modern Style Townhouse in Fort Meade/Baltimore

Lilburn Mansion, The Castle

Victorian Gothic Castle Mansion

Upscale/Modern townhome metro walkable
Other holiday rentals with a pool

Resort studio apt w/ pool, hot tub, fire pit, gym

The Little Wooded Casita

Our Neck of the Woods

Rollingside: Two-Room Guest Suite

Chic style space near Columbia

Cozy Retreat in Laurel, MD!

Lux Hanover/BWI 3-Level With Bonus Living Space

The Blissful House
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Liberty Mountain Resort
- Betterton Beach
- Stone Tower Winery
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Patterson Park
- Washington Monument
- Georgetown Waterfront Park
- Cunningham Falls State Park
- Caves Valley Golf Club
- Great Falls Park
- Six Flags America
- The Pentagon




