Vacation rentals with a pool in Maryland

Find and book unique homes with a pool on Airbnb

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Popular amenities for Maryland rentals with a pool

House rentals with a pool

Guest favorite
An indoor heated saltwater pool is showcased under a high ceiling with skylights. Surrounding windows flood the area with natural light, providing views of the outdoor landscape. Red chairs are positioned nearby, next to the pool's edge, creating a relaxing environment.
Home in Big Pool
4.86 out of 5 average rating, 81 reviews

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr

KristinRating, 5 stars1 week ago
Gorgeous private property, surrounded by nature. Welcoming home with wonderful amenities. Instantly aware a great deal of thought was put into all aspects of this home, providing a seamless transition to vacation mode. Host was very communicative and helpful. Would highly recommend.
Superhost
A serene backyard features a sparkling pool and a spacious hot tub surrounded by a stone deck. The two-story Victorian home is visible, offering a charming white exterior. Lush greenery and trees frame the scene, creating a tranquil environment.
Home in Germantown
4.8 out of 5 average rating, 54 reviews

Sophia’s victorian

Simrnjit KaurRating, 5 stars2 weeks ago
Perfect place for our stay in Germantown. Very cozy and the kitchen was fully stocked with cookware. Plenty of rooms for everyone to have their own space and also the family room was big enough for everyone to hang out together.
Superhost
Home in Ocean City
4.81 out of 5 average rating, 52 reviews

Amazing Large 4 Bedroom West OC Town House, Pool!

CarlaRating, 5 stars5 months ago
My family and I enjoyed our stay. We didn’t want to leave. The location was excellent. It was close to boardwalk, restaurants and the outlet mall. I loved not having to drive far to places. We will be back.
Guest favorite
The backyard features a large swimming pool shaped like a heart, surrounded by a spacious deck. There is a sand area with a fire pit and lush, green turf for outdoor activities. The house provides access to the deck and sunlit spaces.
Home in Salisbury
4.9 out of 5 average rating, 60 reviews

The Bury Oasis: Pool◈Hot Tub◈Master Suite◈PingPong

DavidRating, 5 stars4 months ago
The Oasis was perfect for our needs . We will definitely book it again in the future!
Superhost
Home in Deale
4.94 out of 5 average rating, 16 reviews

Modern Bay Dream

Olani Rating, 5 stars2 months ago
Rick was very supportive and his communication was superb. Great host with a beautiful cozy home. 5 star all across the board.
Guest favorite
The large in-ground pool is surrounded by a spacious patio, offering multiple lounge chairs for relaxation. A vibrant red umbrella provides shade in one corner, while lush greenery and flowering bushes frame the area, creating a private and serene outdoor atmosphere.
Home in Severn
4.88 out of 5 average rating, 164 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

LoisRating, 5 stars1 week ago
Staying here made our family wedding stay away from home, a very memorable and fun weekend for the whole family. Muvh better than being stuck in a hotel with lots of kids!!
Top guest favorite
Home in Perry Hall
4.99 out of 5 average rating, 93 reviews

Gunpowder Retreat

MaxRating, 5 stars3 weeks ago
We had a great weekend! The host was incredibly kind and accommodating, making check-in and communication smooth from start to finish. The house itself was well-stocked, clean, and thoughtfully organized—perfect for relaxing with a small family group. We especially enjoyed winding down in the cozy living room and falling asleep to a movie after a fun day out. Would absolutely stay here again!
Guest favorite
The exterior of the home is surrounded by trees, highlighting a private pool and spacious deck. Wood decking flows around the pool area, enhancing the connection to nature. Multiple levels of the house are visible, showcasing large windows and a variety of outdoor seating spaces.
Home in Severna Park
5 out of 5 average rating, 15 reviews

Luxury Home with Pool for 20

JanetRating, 5 stars3 weeks ago
This was a great place for our family of 13 to stay during the weekend of our niece's wedding in Baltimore. The home has plenty of large common areas, dining space, and super comfortable beds - even the queen-size bunk beds on the lower level had high-end mattresses. The kitchen is well-equipped. We had 4 additional family members drop in for dinner on our last night there, and it was no problem preparing food for, and serving, 17 people. Everyone was happy with this choice for our accommodations.

Condo rentals with a pool

Superhost
An aerial view of the bayside condo highlights multiple white buildings, with balconies facing the water. The outdoor pool is visible beside the docks, and parking areas surround the complex. The shoreline gently meets the bay, creating an inviting waterside setting.
Condo in Ocean City
4.82 out of 5 average rating, 57 reviews

Bayside Boaters' Paradise | Pool | Family Fun

SusanRating, 5 stars5 months ago
Beautiful view on the bay. Ally was very thorough & communicative throughout the process. Only thing that is kind of a bummer is that linens are not included. But other than that, I highly recommend Ally's condo.
Guest favorite
A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.
Condo in Ocean City
4.91 out of 5 average rating, 306 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

StephanieRating, 5 stars4 days ago
Katherine’s place is a great stay! The view from the balcony is lovely and the photos online are accurate. The bed was also probably the most comfortable bed we’ve ever had at an Airbnb. The location is just a few blocks from the start of the boardwalk and there are many restaurants within quick walking distance. It is very closer to one of the Jolly Roger locations that has a water park and a go kart section. It is however a longer walk (over 30 blocks) from the busiest part of the boardwalk. Because of this though it makes the are much quieter so it all depends on what you are looking for. We loved our stay and would absolutely stay again! In addition Kathryne was very responsive and even ordered and extra fire stick for one of the rooms so we could try and get Disney+ in there for our kids - above and beyond. Thank you for a great stay.
Guest favorite
A covered patio area features a small table with two chairs, facing expansive canal views. String lights hang overhead, enhancing the tranquil setting. The surroundings include well-maintained grass and neighboring waterfront units, providing a peaceful outdoor space for relaxation.
Condo in Ocean City
4.97 out of 5 average rating, 34 reviews

2BR Waterfront | 1st Floor | Patio | Pool | W/D

ShannonRating, 5 stars3 weeks ago
The place was optimum for our mini vacay. We absolutely loved the area, it was peaceful and relaxing and the amenities were just right. Jaqueline remained open and available for communication and was very clear in her expectations of us as guest. Definitely 5 Stars!
Guest favorite
An indoor pool area is captured, featuring a circular pool with swimmers enjoying the water. Colorful banners hang from the ceiling, and large windows provide views of the outside. Lounge chairs surround the pool, adding to the inviting atmosphere.
Condo in Ocean City
4.85 out of 5 average rating, 89 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

JalenRating, 5 starstoday
Awesome place and great location for all OC activities!
Superhost
A swimming pool is surrounded by several lounge chairs, providing ample space for relaxation. The vibrant blue water invites swimming, while people are seen enjoying the pool. A nearby fence enhances safety, and pool floats are casually placed along the edge.
Condo in Ocean City
4.71 out of 5 average rating, 7 reviews

Time N Tide Condo - 2 BR w/Pool, Boardwalk/Beach

VickieRating, 5 stars7 months ago
The Time-n-Tide condo was great! Very well furnished, great decor, excellent amenities and great location. We felt very relaxed and comfortable during our stay, super cozy. Tina & Daryl we're very helpful with information and responsive to any questions we had. We hope to stay here again - great choice and value.
Superhost
Condo in Ocean City
4.69 out of 5 average rating, 29 reviews

OC's Only Private Resort

LauraRating, 5 stars7 months ago
Great place in a great spot! We enjoyed quiet mornings on the porch and being able to walk to nearby shops and restaurants with ease.
Superhost
A spacious outdoor pool is highlighted, surrounded by lounge chairs and with a scenic backdrop of clouds and blue sky. The pool area features multiple swim lanes, enhancing the inviting atmosphere of the gated community.
Condo in Ocean City
4.77 out of 5 average rating, 13 reviews

Paradise At Sunset Island In OC

JaniceRating, 5 stars8 months ago
We love staying at Sunset Island. This is the first time in a condo and it was perfect!
Superhost
An outdoor community pool is surrounded by a concrete deck, equipped with lounge chairs. Multiple balconies are visible from the adjacent buildings, adorned with pink flowers. The tranquil setting is complemented by soft lighting as the sun sets in the background.
Condo in Ocean City
4.88 out of 5 average rating, 40 reviews

Family Friendly Two BR OCMD Condo Bay Side

KirstenRating, 5 stars8 months ago
It was a great place with lots of space! Diane even had a helpful manual with local stores, restaurants, hospitals, and pharmacies around the area. Very easy check in and check out process.

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