Holiday rentals with a pool in Harford County

Cozy, Steps to Food & Fun + Pool

Book 3 nights save 15%! Aug. 17-27 Relax in this cozy, private-entry studio just steps from Outlet shopping, White Marsh mall, and entertainment on The Avenue. Perfect for two, or a small family. It features a private bath, fridge, microwave, and outdoor seating. Enjoy seasonal pool access and unwind after a day exploring nearby wineries or the Baltimore Inner Harbor—both just 20 minutes away. Ideal if traveling for work, school, hospitals or a getaway seeking comfort, convenience, and charm.

Home Sweet Home Vacation Chateau

NOT FOR OVERNIGHT STAYS. ONLY GATHERiNGS. Conveniently off of I-695 and near major points of interest (Inner Harbor– 14 min, Hopkins Bayview – 12 min), restaurants (less than 10 min) and mall (Towson Towncenter - 17 min, White Marsh Mall- 13 Pool and Playground There is only a portable toilet for outsode use. Pool is booked for $30 /hr for a minimum of 2 hours. 10-15 people its $35/hr. 16-25 people is $45/hr. 26-30 people is $50/hr. Message Host for Outside reservations. Message guess

Cording Lodge*Pool*Pickleball/Basketball court

This beautiful property is the perfect place for your family vacation or to reconnect with friends. The outdoor living space is a dream! It has an in ground pool, beautiful patio with lots of seating area, bonfire pit and a BBQ grill, the perfect space to spend quality time together with family and friends! This 2 story, 5 bedroom house has all the amenities you need to make your weekend getaway or family vacation enjoyable. There’s boat launching at the coast guard only 1 mile from here!

Best kept secret beach-condo on the Chesapeake Bay

Beach. Pool. Sunrise and Sunset. Condo with fantastic view of calm water Betterton Beach. Beach less than 100 steps from front door, with public boat ramp, pier, & bath house. Historic Chestertown (culinary hub w/cute shops) is 15 minutes away. Thoughtfully equipped condo is a great place for families or couples to relax and unwind. Kitchen outfitted for those who like to cook. Public slips (permit required) & pier where you can fish & crab. Beach gear provided. Playground close by.

Gunpowder Retreat

Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 4 bedroom, 3 bath home.

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

House and Guest House with heated in-ground swimming pool -perfect for 2 families or extended family gatherings 15 acres of wooded grounds,350 feet of waterfront, very private Main house 3 bedrooms - 2 full baths Guest house 3 bedrooms - 2 full baths including large semi-outdoor shower Hot tub overlooking Bay Screened porch, Bay & Pondside decks Sandy Beach on Still Pond Cove and Chesapeake Bay, 150 ft. pier The pool will be closed as of mid-October and will reopen early May 2021

Bel Air Apartment w/ Pool ~ 2 Mi to Main St

Rest and relaxation await you at this cozy Bel Air vacation rental. Equipped with 1 bedroom and 1 bath, this apartment offers plenty of spaces to unwind. Take a dip in the private in-ground pool, or soak in the sun in one of the outdoor seating areas. Get your game on with a round of ping pong, or head inside and connect with your family or closest friends over a board game. Aside from a quiet location, this remote apartment also features a full kitchen and in-unit laundry.

Pool, Hot Tub & Grill!

Pool with deep end! Large two-story house with three car open garage and ample onsite parking, a large privacy fenced backyard, fully equipped outdoor kitchen, a five-person hot tub, a large deck with dining table, and a large front porch with seating. Fully equipped kitchen, separate dining room, living room and family room. Fruit trees to pick your own fresh fruits. Located in a quiet area near Baltimore City. Easy access to major highways and close to area attractions.

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

At 3 minutes walk to the beach, this Bayfront condo perched on a bluff in beautiful Betterton is a gem the whole year through. Two level loft condo with three bedrooms (2 BR downstairs, 1 BR upstairs) as well as an ADDITIONAL sleeping loft with two single beds. Two big decks supply scenery for outdoor meals and gatherings. Come for a stay, your cares melt away. The word “peaceful” does not quite do it justice. See for yourself how calm and relaxing life can be.