Holiday rentals with a pool in Howard County

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.

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.

Hidden Gem w/ Heated Pool/ Hot Tub

This stylish place is perfect for group trips and family gatherings in style. Newly renovated and boasting in character is this very spacious property in a great location. The home includes 5 queen size beds , one king, 5 bathrooms rooms, a heated Olympic size pool, hot tub and massive deck with an out door cook space. You won’t go wrong this one, it has all of the bells and whistles. There is an apartment attached to the house with a separate entrance that can be rented also

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.

Cozy & Spacious 3-Levels Near BWI, Casino, & More!

Modern 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 families, groups, or business travel with multiple workspaces and private areas to relax. Fully equipped kitchen for cooking and entertaining. Guests enjoy access to a community center with gym, lounges, pool table, outdoor grill, and seasonal pool. Close to Baltimore, DC, Annapolis, and Columbia.

Cozy Retreat in Laurel, MD!

Welcome to this comfortable, 2 bd, 2 bth, 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.