Vacation 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.

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Guest favourite

Home in Howard County

5 out of 5 average rating, 7 reviews

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.

Top guest favourite

A private hot tub is featured under a shaded area, surrounded by wooden lattice and fencing. The spa is filled with clear water, and light reflections dance across the surface. A decorative sign is visible nearby, adding a touch of personality to the serene space.

Apartment in Woodstock

4.96 out of 5 average rating, 27 reviews

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.

Top guest favourite

A spacious living area features comfortable seating arrangements, including a sofa and armchairs. A coffee table made of natural wood adds warmth, while a large mirror reflects light. The open layout leads to a well-equipped kitchen, visible in the background, with ample natural light from large windows.

Townhouse in Hanover

5 out of 5 average rating, 27 reviews

BWI / Hanover 3-Level Corporate + Extended Stay

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.

Top guest favourite

A classic brick Colonial house is surrounded by well-maintained gardens and lush greenery. Large trees provide shade over the front lawn, which features manicured bushes and young saplings, contributing to the inviting exterior of the home.

Guest suite in Catonsville

4.94 out of 5 average rating, 553 reviews

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.

Top guest favourite

A wooden table is set with a bottle of Walnut Crest Cabernet Sauvignon and two etched wine glasses. A red apple rests in a dark, leather-like bowl, with a serene backdrop of green foliage visible through a screened window.

Guesthouse in Highland

4.98 out of 5 average rating, 300 reviews

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.

An updated kitchen features sleek cabinetry and a large island with a sink. Modern appliances, including a stainless steel refrigerator and stove, are visible. Natural light streams through multiple windows, illuminating the mosaic tile backsplash and the dining area with bar seating.

Home in Silver Spring

4.88 out of 5 average rating, 8 reviews

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!

Superhost

Condo in Montgomery Village

4.82 out of 5 average rating, 45 reviews

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.

Superhost

The Great Room features vaulted ceilings and an open layout. A spacious sectional sofa with colorful cushions is arranged around a unique coffee table. A dining area with chairs is visible beside the kitchen, which is equipped with modern appliances and decorative items on the shelves.

Guest suite in Woodbine

4.69 out of 5 average rating, 208 reviews

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!

Top guest favourite

Home in Columbia

5 out of 5 average rating, 11 reviews

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!

Superhost

A cozy living area features a white sectional sofa positioned near a glass coffee table. An entertainment unit holds a flat-screen TV, with warm lamps providing soft light. Two comfortable armchairs and a decorative rug add to the inviting ambiance, complemented by light-filtering blinds.

Apartment in Laurel

4.85 out of 5 average rating, 26 reviews

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!

A private guest house is viewed from the poolside, featuring a surrounding white fence and expansive lawn. Tall trees provide shade, and solar panels are visible on the roof. The serene scene is complemented by distant fields under a clear blue sky.

Guesthouse in Gaithersburg

4.9 out of 5 average rating, 21 reviews

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.

Guest favourite

A cozy living area features a pair of brown armchairs and a modern sofa, accented by decorative pillows. A stylish, oval coffee table sits atop a textured rug, creating a comfortable space for relaxation. Natural light enters through the nearby window, enhancing the atmosphere.

Apartment in Columbia

5 out of 5 average rating, 45 reviews

Chic style space near Columbia

Take it easy at this unique and tranquil getaway. I call it my THINK PAD. Take time to reorganize, plan and think about your next moves. This space is specifically designed for resetting and refreshing for the month. Mind map on the white board. Pull out the poster board and create a vision board that you can take with you. Enjoy small snacks and reminders to help you enjoy this moment.