Vacation rentals with a pool in Howard County

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.

Family · Location · Sleep quality

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.

Location · Value · Pool

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.

Location · Value · Getting around

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.

Location · Value · Backyard

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!

Family · Location · Accuracy

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

Family · Value · Hospitality

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.

Value · Family · Access

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!

Value · Family · Laundry

Cozy Retreat | Waterfront Views & Pool

Relax in this beautifully furnished townhome overlooking a peaceful pond in Elkridge, MD. Enjoy 3 spacious bedrooms, 3 private balconies, a unique loft, 5 Smart TVs with surround sound, fast Wi-Fi, and a fully equipped kitchen. Minutes from BWI Airport, Fort Meade, NSA, Columbia, Baltimore, Annapolis, and Washington, DC. Perfect for families, business travelers, military, healthcare professionals, and extended stays seeking comfort, convenience, and style.

Spacious Upscale Townhome Near Hanover and BWI

Spacious townhome 5 minutes from Arundel Mills, 9 from Fort Meade, 12 from BWI, 20 from Columbia, 25 from Baltimore — the ideal base for extended work, group, and family travel. Full kitchen, in-unit washer/dryer, dedicated office, and room for 8 across 3 levels, including a first-floor guest suite with its own bath and kitchenette. Walkable to shops, grocery stores, and eateries.

Value · Family · Cleanliness

Hilltop Retreat: Pool, Games & Sunroom

Welcome to your elevated escape — literally. Nestled atop a peaceful hill, this spacious 5-bedroom, and 3-bathroom home offers a cozy, restful stay for families, groups, or anyone craving comfort with a splash of fun. From our midcentury-modern touches to our backyard poolside vibes, this retreat was designed with both connection and relaxation in mind. Pool is open

Location · Family · Kitchen

Bright & Cozy 1BR Columbia Stay

Enjoy a modern 1-bedroom retreat in the heart of Downtown Columbia, steps from top dining, shops, and the lakefront. This home features sleek finishes, in-unit laundry, and access to premium amenities including a fitness center, pool, lounges, and garage parking. With quick access to Route 29, 100, and 32, commuting throughout the region is effortless.

Location · Cleanliness · Bathroom