Photo by Kayla Berry

Oldtown Hotel Guide - Hotels with Pool in Oldtown, Maryland

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Check availability on Oldtown Hotels with Pool

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top Oldtown Hotels with Pool

Mountain Views w Fire Pit, Deck, Grill & Amenities
Relax by the serene pool surrounded by lush greenery and a tranquil body of water.

Mountain Views w Fire Pit, Deck, Grill & Amenities

Mountain Views w Fire Pit, Deck, Grill & Amenities
Cozy w Fireplace, Fire Pit, Wifi & Pool Access
Enjoy a refreshing swim in the pool surrounded by lush trees and a well-manicured lawn.

Cozy w Fireplace, Fire Pit, Wifi & Pool Access

9.8 out of 10, Exceptional, (56)
"The host was very communicative! "
Cozy w Fireplace, Fire Pit, Wifi & Pool Access
Golf Views, Fireplace, 2 Fire Pits, Grill & Deck
Relax by the serene lake and enjoy the tranquil atmosphere of our resort's inviting pool surrounded by lush greenery.

Golf Views, Fireplace, 2 Fire Pits, Grill & Deck

10.0 out of 10, Exceptional, (1)
"Check-in process was very easy. House was very spacious and clean with great view of the golf course. Communication was excellent. Very relaxing and comfortable. "
Golf Views, Fireplace, 2 Fire Pits, Grill & Deck
Fireplace, Fire Pit, Covered Porch & Resort Access
Exterior

Fireplace, Fire Pit, Covered Porch & Resort Access

Fireplace, Fire Pit, Covered Porch & Resort Access
Chalet w Hot Tub, Deck, Fire Pit, Wifi, Resort Fun
Relax by the serene pond and enjoy the resort's large pool surrounded by lush greenery.

Chalet w Hot Tub, Deck, Fire Pit, Wifi, Resort Fun

3.0 star property
8.4 out of 10, Very good, (5)
"Loved the house, hot tub & firepit. We had a great weekend & golfed at The Woods. "
The price is €304
includes taxes & fees
26 Aug - 27 Aug
Chalet w Hot Tub, Deck, Fire Pit, Wifi, Resort Fun
Hot Tub, Fireplace, Fire Pit, WiFi & Pool Access
Relax by the rectangular pool surrounded by lounge chairs and a hot tub area, set amidst a serene landscape with a nearby pond.

Hot Tub, Fireplace, Fire Pit, WiFi & Pool Access

10.0 out of 10, Exceptional, (1)
"Our family had a lovely time! The house was very clean, super comfortable, and well furnished. Everything felt very new, thoughtful and well selected. The kitchen was well appointed with plenty of pots and pans, cutting boards, cooking utensils, etc. The only thing lacking was a can opener.The screened in porch and hot tub were both incredible additions!We even journeyed down to the creek and found lots of fun mushrooms and crawfish.Would definitely recommend!"
Hot Tub, Fireplace, Fire Pit, WiFi & Pool Access
Fireplace, Fire Pit & Resort Amenities
Relax by the large pool surrounded by a wooden deck and lounge chairs, or unwind in the adjacent hot tub.

Fireplace, Fire Pit & Resort Amenities

10.0 out of 10, Exceptional, (1)
"It was a super cute place with the perfect amount of room. The owner reached out to me everyday to make sure it all went well which was appreciated. I will definitely come back! "
Fireplace, Fire Pit & Resort Amenities
Hot Tub, Fire Pit, Deck, Grill w Resort Amenities
Relax by the serene pool, adjacent to a natural pond, and unwind in the hot tub or at the nearby spa.

Hot Tub, Fire Pit, Deck, Grill w Resort Amenities

8.0 out of 10, Very good, (2)
"Very nice very clean facility very good directions how to get there everything went well "
Hot Tub, Fire Pit, Deck, Grill w Resort Amenities
2-Bedroom cabin Hot tub Fireplace PS5
Relax by the serene indoor pool surrounded by a spacious, well-lit area.

2-Bedroom cabin Hot tub Fireplace PS5

2.0 star property
8.0 out of 10, Very good, (1)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
The price is €213
includes taxes & fees
31 Aug - 1 Sept
2-Bedroom cabin Hot tub Fireplace PS5
Fire Pit, Arcade Games, Deck, Grill & Pool Access
Surrounded by lush greenery and a serene pond, this property features a large pool and a deck area.

Fire Pit, Arcade Games, Deck, Grill & Pool Access

9.4 out of 10, Exceptional, (3)
"Very pretty little house well equipped tucked into a nice little area in the woods"
Fire Pit, Arcade Games, Deck, Grill & Pool Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Oldtown Hotel Reviews

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

10/10 Excellent
"The pillows are so soft like sleeping on a cloud the food was excellent and the alcohol cocktails were very good can’t wait to get back there for another few nights love the casino "
Amy 2-night trip
Posted 2 days ago
Rocky Gap Casino & Resort

Frequently asked questions

What are some accommodation options with pools in Oldtown?
Oldtown Guesthouse: Offers a seasonal outdoor pool, an indoor pool and 3 restaurants. Rocky Gap Casino & Resort: Features a sauna, an indoor pool and continental. Dreamtime - Modern A-frame Cabin w/ Hot tub: Provides full, a seasonal outdoor pool and free self parking. Best Western Braddock Inn: Features buffet, an indoor pool and free self parking. Keyser Inn: Features daily, an indoor pool and free self parking.
What is there to see and do in Oldtown?
Spend some time experiencing the great outdoors at Potomac River and Chesapeake and Ohio Canal National Historical Park. Discover sights such as Paw Paw Tunnel, Chesapeake and Ohio Canal and Chesapeake and Ohio Canal National Historic Park during your stay.
When is the best time to book a hotel with a pool in Oldtown?
You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Oldtown in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 1°C.