Maryland is a US state located in the Mid-Atlantic region of the country, the area between the northern and southern states along the East Coast. The state has a rich history and was originally inhabited by Native Americans, with Europeans arriving in the area in the 16th century. It was one of the original Thirteen Colonies, and thanks to its location along the Atlantic Ocean, it has many cities that have been seaports for many years. History buffs can visit Fort McHenry National Monument and Historic Shrine, a site that inspired what would become the national anthem. Nature lovers can hike Great Falls, a series of waterfalls. Scroll down for the best vacation rentals with private pool in Maryland, USA.
1. Peaceful house with a game room and bikes (from USD 330)
This peaceful, three-bedroom house promises a quiet and soothing atmosphere thanks to being located at the quiet end of a cul-de-sac. It has an in-ground pool and a two-person spa for guests to enjoy. The living room has a 50-inch flat-screen TV, Blue-ray player, oversized seating, and large picture windows. There is also a game room that’s furnished with a foosball table, corn hole game, and ping pong table. Four complimentary adult bikes are also included for guests to enjoy.
With that, enjoy a soothing bike ride through the neighborhood as the house is less than 2.1 mi (3.3 km) from Great Marsh Park, Richardson Maritime Museum, Christ Episcopal Church, and Choptank River Lighthouse.
Peaceful Cambridge Home on Jenkins CreekAccommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Cleanliness:
very clean and organizedit was impeccably clean inside and outteri's property is awesome the house is clean and spacious stocked with everything you needhouse was clean comfortable and well equipped in a lovely spot with a large yard and water accessHost:
overall teri is a great host who is very responsiveit's obvious the owners care about their propertyteri was solicitous responsive and helpfulteri was very responsive and helpfulthe house has everything you need and the owners are super helpfulRead more reviewsLocation:
nice location away from hustle and bustle yet only a short distance to downtown cambridgethis was a perfect place to getaway and relax while teleworking and doing online learningwe're so glad we found this place and we're already looking forward to next year
2. Cottage on a creek (from USD 199)
A nature-filled vacation awaits any guest in this two-bedroom cottage on a creek. Located along the Chesapeake Bay, the cottage features a large dock where guests can send off their kayaks, which are provided by the owners, to explore the bay. The cabin’s living area features a recliner, cable TV, VCR player, video collection, dining area, two sofas, and a modern kitchen. There is also a private swimming pool for guests who want to cool off.
As for nearby places to visit, the cabin is only 3.5 mi (5.6 km) from St. Michaels Winery, 3.6 mi (5.7 km) from Chesapeake Bay Maritime Museum, and 5.4 mi (8.6 km) from Phillips Wharf Environmental Center.
Newly available rental: Relaxing Waterfront Cottage Near St Michaels, MarylandAccommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviews
Amenities & Room:
the views were spectacular and the cottage was comfortable with everything we neededthe house is bright and spacious with water views from almost every roomthe beds were firm (not pillow-top mattresses) and comfortable for usbig windows ensure water views from the front bedroom and living roomthe rain shower and the jetted tub in the master bathroom were fabulousCleanliness:
house well equipped and clean thank youbright colorful comfortable thought of everything and immaculately cleanit felt like a new home inside and was spotlessthe home was very clean and well equippedRead more reviewsLocation:
great location very quiet yet close to st michael’s for restaurants and shoppingamazing location across from river/dockthe location is convenient to tilghman island and saint michael's and a perfect place for riding bikesgreat location only few miles outside of terrific restaurants and shops of st
3. Luxurious estate with modern amenities (from USD 314)
This large estate boasts 5 bedrooms and 4.5 bathrooms, accommodating up to 16 guests. There’s a spacious kitchen with everything needed to make your favourite meals such as an oven, stove, and dishes and a living room with plenty of space to relax. The master bedroom is a cosy space to get a good night’s rest, with its own fireplace and a jetted bathtub. It also has beautifully manicured lawns, a patio, and a fire pit. You can get competitive on the basketball court or take a dip in the large pool.
Expansive estate with pool, hot tub, basketball court, & wet barOcean City, MD, USAccommodates: 16
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Amenities & Room:
only smart tv was in the kitcheni liked the spacious rooms and everything except there were alot of fixing in the house neededreplace all tvs with smart tvsCleanliness:
this place was amazing everything was working well pool was nice and cleancleaned it to near perfection so we and subsequent quests may enjoyRead more reviewsLocation:
house & location is outstanding pure privacyvery fun for children nice and big house quiet neighborhood
4. Riverside luxury home with indoor swimming pool (from USD 1573)
This home has six bedrooms and six bathrooms, making it an excellent option for a large family gathering. It boasts a spacious well-equipped gourmet kitchen, a cosy living room with a fireplace, and a game room. The indoor pool can allow you to have a relaxing swim. There are large windows, so you can enjoy some gorgeous views. The accommodation also features a hot tub and a poolside bar. On top of that, the home sits on the banks of a river and has a lovely outdoor space with seating areas and a fire pit.
Come enjoy our luxurious 10,000 sqAccommodates: 16
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Amenities & Room:
it was enormous and the views from every room were just stunningpool was chilly but adjacent hot tub was magnificent especially the view from the hot tubthe large estate is everything as described with comfortable accommodations in every roomspacious and secluded with a terrific game room indoor pool and kayaksCleanliness:
house was clean and comfortably furnishedHost:
liz and amos were wonderful hosts thank youthe hosts were available for questions which was wonderfulso painless we had some questions and the owner was incredibly helpful and availableamos and liz were extremely responsive to communications and are terrific hoststhe views are wonderful and the property manager along with the owner’s are great to work withRead more reviewsLocation:
great isolated private location with incredible views
5. One-bedroom hideaway with free parking
This chalet located in a wooded area can be the perfect hideaway for three guests. Surrounded by trees and hiking trails, this home can surely delight outdoor enthusiasts. Inside the chalet, you can find a kitchen stocked with cooking basics. The living room has a TV and a selection of DVDs, so you can sit on the comfortable furniture while you watch a good movie. There is a king-sized bed with a memory foam mattress. The chalet even has its own arcade, so prepare to get competitive at the pinball machines. Plus, there is a pool located on site, so if you feel like taking a dip, you can head into the cool, blue waters.
Secret Pinball Hideaway by the Gunpowder / NCRWhite Hall, Maryland, United StatesSuperhost
Accommodates: 3
Top guest reviews
Amenities & Room:
was a big fan of the midcentury modern decorwe especially appreciated the hand sanitzer clorox wipes and new unopened kitchen spongeliving room has a great set up for movie watching and catching sunsetsCleanliness:
excellent hosts super informative and helpful the space was clean and beautiful plus the goats are so cuteHost:
thank you for being such great hostsmia was also a great host - very attentive and kindthe owners were super nice and helpfuland our hosts were positively wonderfulmia and her husband were so kindRead more reviewsLocation:
close to the trails and easy to findit is at a perfect location which you can walk to ncr trail entrance just under 2 minutesbeautiful place we loved the location the goats and the pinballmia and geoff are the nicest hosts we loved the location and the goats will be backnot to mention the pinball machines this place is an unbelievable value for what mia and geoff offer
6. Cosy studio on a working farm (from USD 181)
This studio apartment is nice and cosy and is perfect for five guests. There is a living room area with a TV where you can unwind, a comfortable bed to sleep in, and a fully equipped kitchen. The studio is decorated in neutrals with pops of artistic, colourful flair, providing a calming yet unique environment. During your stay, you can have access to the indoor pool, which is open all year round, so you can have a relaxing swim. The apartment is situated on a working farm, so you might be able to see horses wandering around.
DC, Heated indoor pool in winter. Horse farm 1st floor main levelAccommodates: 5
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Amenities & Room:
the pool is beautiful and there were many thoughtful amenities in the houseCleanliness:
very clean had everything we neededi had a lovely stay in an elegantly decorated large and very clean roomHost:
the hosts were very kind and helpfulthe owners were respectful and available as neededthe property was perfect the owners were so helpful and accommodatingowners were very responsive had very clear instructionsthis is a scenically beautiful place to stay the owners are more than accommodatingRead more reviewsLocation:
great location if you are needing to stay near olneyquiet comfortable homey and conveniently locatedwe went to both dc and gettysburg great central location
7. Bright and airy waterfront home for eight (from USD 679)
This large home can fit up to eight guests comfortably. It gets lots of natural light and has been wonderfully decorated with a mix of contemporary items and unique vintage finds. There are five spacious bedrooms and three modern bathrooms. The kitchen has an oven and a coffee maker, and the living room features a cosy fireplace and plenty of seats. Here, you can enjoy your own private pool and lovely views of the creek. There is even a swing set for the kids to play.
TRUE ST MICHAELS 6 ACRE WATERFRONT!!Saint Michaels, Maryland, United StatesAccommodates: 8
Top guest reviews
Amenities & Room:
the pool deck area and backyard were incredible with awesome waterfront viewscomfortably fit two families with room to sparethe dining area and kitchen is great and has wonderful views to enjoy your mealsanother favorite space of ours was the “game room” as we called it all weekendthe house is very comfortable with an open feel and lots of lightCleanliness:
it was sparking clean which was appreciated during the covid pandemicthe inside was sparkling clean and tastefully decoratedthe house was very clean and stocked with everything you needplenty of room clean and great locationcompletely secluded property with tons of room sparkling clean and very comfortableHost:
our hosts were friendly helpful and very responsive any time we communicatedgreat kid friendly land with pool and playgroundthe owner marissa is very attentive understanding and kindmichael's and a responsive and attentive host made for an awesome vacation for the familygreat house/great locationwe loved this property first off the homeowners were very hospitable peopleRead more reviewsLocation:
it is an ideal location and has a huge usable yardgreat house so close to the town of st michaelsit's great to be so close to the heart of sta great place to get awaymarissa’s place is absolutely beautiful and in a perfect location
8. Charming house for two
This charming pool house is perfect for a couple or a solo traveller. The pool house itself is set up like a studio apartment and features wooden walls and unique furnishings that give it a rustic-cabin vibe. It has a full kitchen, a sofa bed, and a private bathroom. Just a few steps from the front door is the pool, which you can have exclusive access to during your stay. The pool area includes a patio and a bar area, so you can enjoy your meals outdoors and enjoy a drink while watching the sunset. The outdoor area is gorgeous, with plenty of greenery and cosy lighting.
Poolside Paradise in Monrovia, Maryland.Monrovia, Maryland, United StatesAccommodates: 2
Top guest reviews
Amenities & Room:
nice pool nice grill great security well lit comfy great smelling wood cabin interiorthe pool is amazing surrounded by a beautiful garden and an impressive outdoor kitchenwe loved the pool and outdoor spacethe pool and the entire outdoor area is gorgeousvery neat and cozy room and the pool was amazingCleanliness:
magical place so clean and quietthe place was clean and private and quietguest house was clean and stylish with everything you would needthe poolside guest house is sparkly clean and cozy with stunning design and detailsthe place was beautiful spotless and the small thoughtful touches included put it over the topHost:
andrea was a fantastic hostandrea was a lovely hostandrea was a great host and made us feel very welcomeandrea was an excellent host and very informativesuper cozy place and great hostRead more reviewsLocation:
there are local store near by and amazing food places that andrea suggestedwe would definitely recommend this place and would love to come back againgreat place don’t hesitate just book if you want a relaxing place to stay
9. Roomy home with a hot tub (from USD 1455)
This spacious home has room for up to 14 guests. You can take a dip in the indoor pool or relax in the hot tub. There are a lake and a fishing pond nearby, so you enjoy kayaking or fishing. You can even have free access to a tennis course and golf club. The place has a gourmet kitchen where you can cook your delicious family meals, and the living room has a flat-screen TV if you want to enjoy some of your favourite afternoon shows.
Home in Swanton · ★4.64 · 5 bedrooms · 8 beds · 5 bathsSwanton, Maryland, United StatesAccommodates: 12
Top guest reviews
Amenities & Room:
the pool and patio/hottub/firepit and very unique features and my kids loved themwifi was great which was crucial due to lack of phone signal in the areathe pool and hot tub were amazing although the alarm was annoying it is definitely necessarythe pool alarm can be annoying but once you understand why/how it works it isn't so bada great house - spacious well equipped and with excellent facilitiesCleanliness:
very clean house with a great backyard and plenty of spaceclean spacious and everything you want from avery clean well equipped kitchen with all that you would needbeautifully designed supper clean and awesome locationthe house was beautiful clean spacious and had great amenitiesHost:
the host was terrific as wellmatti is the greatest host evergreat host this place was wonderful for my familythe assistant was very helpful and i had an awesome birthday experienceRead more reviewsLocation:
the location was quiet and beautifulfantastic place to get away for a long holiday weekendappreciated the location-close to tennis courts mini golf and golf coursegreat house great free golf great location will stay again i hopematti’s house was the perfect place for our family get together
10. Secluded home with a fire pit
If you’re looking to get away from the city, this secluded home might be an excellent option. There’s plenty of greenery and foliage surrounding the place, providing a calming atmosphere. There’s even a pond with a private dock, where you can enjoy a good book. The home has 4 bedrooms and space to sleep up to 14 guests. There’s a kitchen to cook your own meals and a living room to unwind in. You can go for a swim in the in-ground pool or heat up a barbecue on the grill.
Private home, sleeps 14, pool, hot tub & fire pit!Queenstown, Maryland, United StatesTop guest reviews
Amenities & Room:
the pool is amazing and you are surrounded by naturepool was great (where most of our time was spent)we had an amazing stay at leslie’s home we loved the poolCleanliness:
lovely clean and spacious houseHost:
wonderful host and a great place to stayleslie was also an amazing hostleslie was a fantastic host and was very responsiveleslie was a great host with excellent communication and caringone thing to note: this is a kid and pet friendly accommodationRead more reviewsLocation:
awesome location central to everythinghouse in a great convenient locationthe house is in an amazing locationa great location and a great outdoor spacecalm and quiet property very close to the outlets
11. Waterfront home for eight
This waterfront home can offer gorgeous views. It has an in-ground pool where you can have a relaxing swim, and the creek in front can allow you to enjoy kayaking and fishing. There are four bedrooms and three bathrooms, providing plenty of space for the guests. The kitchen has everything needed to make your own meals such as a stove and microwave. There is also a screened porch and a bay room where you can unwind and take in the views.
'Sandy Pines' 4BDRM en Harris Creek con piscina, muelle, tablas de paddle, kayaks, SunfishAccommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Amenities & Room:
the screened-in porch was especially nice with comfortable seating for our family to enjoy the spectacular sunsetsturns out the pool gets full sun until about 4pm and the water is the perfect temperatureCleanliness:
clean big very nice housethe house was very spacious clean and well stockedthe house was very clean and exceeded our expectationsit is also clean (and uncluttered) and temperature control in the house is also goodHost:
owners are the best and so understandingthe house was very clean and the owner was so wonderful and accommodatingRead more reviewsLocation:
it's a great place to enjoy the summer dayswe rented sandy pines which turned out to be a wonderful well stocked house in a perfect locationour third trip to sandy pines the house is very spacious nice location and lovely grounds
Have a relaxing stay in Maryland
Maryland offers majestic views and plenty of interesting tourist attractions. Book one of the best vacation rentals with private pool in Maryland, USA, and enjoy a relaxing vacation with your loved ones.
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