Vacation rentals with a pool in Baltimore

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Baltimore

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Severn

4.88 out of 5 average rating, 179 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

Relax at this large 7-bedroom spacious top-quality home that is ideal for large gatherings where all can be together in one place. All will be comfortable in large open areas both inside (4,125 sq ft, tall ceilings) & outside (1 acre). Enjoy a huge first-class kitchen with all the granite countertop space, cooking & serving supplies you will ever need. Enjoy the large fenced-in backyard with pool, grill, & fire pit. Ideal for family events, quiet getaways, sports teams, & business meetings

Guest favorite

Home in Stevensville

4.96 out of 5 average rating, 104 reviews

Beautiful Kent Island Getaway with Pool

PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.

Top guest favorite

Condo in Annapolis

4.97 out of 5 average rating, 110 reviews

Welcome to Annapolis-very low cleaning fee

Brand New Vacation Rental – Prime Annapolis Location! 1 bedroom. Experience the best of Annapolis in this newly renovated, beautifully furnished 1-bedroom condo with a king bed and NO chore list! This open-concept retreat offers a bright, modern interior and a private balcony to unwind. Start your day with a scenic walk through Truxton Park trails or head to the boat ramp to catch a water taxi to downtown Annapolis! Whether you're here for relaxation or adventure, this is the perfect spot.

Guest favorite

Guest suite in Arnold

4.87 out of 5 average rating, 151 reviews

Cozy Comfort Close to Annapolis & USNA

Private first-floor 2- bedroom guest apartment, a quiet retreat in a lovely residential neighborhood 7.5 miles to Annapolis & USNA. Large living room, mini sit-in kitchen, bathroom, and laundry room. It’s ideal for travelers who want privacy, and a little more space than the usual stay. Sip your morning coffee in the gazebo and unwind after day trips fireside on the comfy sectional. The kitchen is ideal for enjoying light cooking or take outs. Comfy queen sized beds with crisp linens.

Top guest favorite

Guest suite in Catonsville

4.94 out of 5 average rating, 536 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 favorite

Guesthouse in Highland

4.98 out of 5 average rating, 295 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.

Guest favorite

Apartment in Arnold

4.96 out of 5 average rating, 182 reviews

Celebrate Summer by Your Private Pool

Lovely two acre waterfront lower level attached apartment with separate private entrance. Exceptional amenities include an inground pool, a pier with kayaks and paddle boards, pickleball and basketball courts, a swing set with a rock wall for kids, a gas grill, and a pool table. This amazing waterfront home is conveniently located only eight miles from the Naval Academy and downtown Annapolis. We do not host parties or events. Only registered guests are permitted on the property.

Guest favorite

Home in Perry Hall

4.99 out of 5 average rating, 111 reviews

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.

Guest favorite

Guest suite in Parkville

4.94 out of 5 average rating, 222 reviews

A home away from home

This spacious 2 bedroom apartment is located in a lovely, safe suburban neighborhood. Guest will enjoy the lovely garden setting and patio. Only a short drive to The Inner Harbor, Annapolis, Camden Yards, M&T Bank Stadium,Johns Hopkins, just to name a few. Guests will definitely feel right at home with free wi fi ,HBO and Showtime. We are a retired couple who reside in the upper level of this house. The apartment is spacious and completely private with a well appointed full kitchen

Guest favorite

Apartment in Patterson Park

4.95 out of 5 average rating, 134 reviews

Patterson Park Penthouse with Rooftop Deck!

Located overlooking the lovely Patterson Park and close to Canton & Fells Point this is a great spot for a Baltimore visit! This large and newly renovated Baltimore rowhouse less than 10 min from the Inner Harbor, Johns Hopkins main campus, Bayview, Fells Point, Canton. We invite you to stay in a lovely private apartment oasis on the top floor of the row house that has stunning views of the park and access to a balcony and large rooftop deck for lounging or dining.

Top guest favorite

Condo in Annapolis

4.97 out of 5 average rating, 296 reviews

Annapolis Waterfront Condo - Unit #: A-203

BOOK NOW FOR SUMMER 2025! SPRING and FALL BOAT SHOW AVAILABILITY! Free reserved parking! Walk to show in minutes! Great views - 2nd flr. condo (12 stairs, no elevator.) Pool hours are fixed: Mon: 4pm-8 Tues: Closed Wed: 4-8 Thurs: 4-8 Fri: 3-8 Sat/Sun/Holidays: 12pm-8 The pool is one of the best places to be on a hot summer day. If hours are unacceptable, pls select another location. 15 min. walk to downtown Annapolis/USNA. MULTIPLE Free parking options.

Guest favorite

Apartment in Towson

4.87 out of 5 average rating, 150 reviews

Towson Luxury Apartment

Welcome to our charming apartment in the heart of Towson, Maryland! This stylish and inviting retreat is the perfect home away from home, offering a delightful blend of comfort and convenience. House Rules: 🚫 No pets (If validated, a pet fee of $150 will apply). 🚭 No smoking (If validated, a smoking fee of $500 will apply). 🎉 No parties (If validated, a party fee of $1,000 will apply). Book your stay today and experience the best of Towson!