Holiday rentals with a pool in Garrett County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Garrett County rentals with a pool

House rentals with a pool

Home in Swanton
4.7 out of 5 average rating, 10 reviews

6BR | A/C | Hot Tub | Fire Pit [fieldofgold]

MychalRating, 5 stars11 months ago
House was as described Plenty of space for our trip, plenty of bathrooms (which was a big seller for us) The location is wonderful, beautiful Gold course right out our back door (Par 3, 9 holes) we walked the whole course in about 1-1.5 hours Location is close to the down town area and many mnay shops, restaurants, The Wisp Resort, docks, boat rentals, go karts and putt putts. We had plenty to see and do while we were there! Fire pit was excellent!
Home in Swanton
4.67 out of 5 average rating, 3 reviews

5BR | Dock | Hot Tub | Dogs Ok [watlk]

TajaRating, 5 stars61 months ago
The house is beautiful! It had everything we needed for weekend getaway with the kids! There was plenty of space and the pool was definitely the main highlight to keep the children entertained!
Home in Swanton
4.75 out of 5 average rating, 4 reviews

5BR | A/C | Hot Tub | Pool Table [eventide]

ChristopherRating, 5 stars2 months ago
Great Place to enjoy a little break from the world. Although we visited during an off peak time and a lot of the local activities were limited, we found Deep Creek Lake quite a pleasant vacation spot. The home was quite nice, and we will definitely visit again! It was the perfect size for our group!
Guest favourite
Home in Oakland
5 out of 5 average rating, 15 reviews

Yes Deer | Hot Tub, Boat Slip, Near Local Fun!

NikkiRating, 5 stars1 month ago
Our stay was wonderful! The house was absolutely gorgeous and had SO MANY extras, including bikes, yard games, ping pong, video games, board games and books. The kitchen was fully stocked with everything you could possibly need for your stay. The house was spotless, the beds were all comfy and cozy and the deck was relaxing and peaceful! We did have a couple of hiccups during our stay. The hot tub was turned off at the breaker (which thankfully we figured out quickly) and was quite cold and took overnight to fully heat up. It also had a strange smell when we opened it, so we messaged Taylor-Made and they quickly sent someone over to service it. Lastly, I didn’t realize until it was too late that never received an invite to their app, as they requested, which made it a little difficult to access checkout instructions especially trash disposal instructions. Not a huge deal as we figured it out on our own. Overall our stay at Yes, deer! Was wonderful! We would 100% stay here again!
Home in McHenry
5 out of 5 average rating, 5 reviews

Family Sanity | Hot Tub, Lake Access + Amenities

SusanRating, 5 stars5 months ago
The house had great amenities as well as a well stocked kitchen.
Home in Swanton
4.8 out of 5 average rating, 5 reviews

5BR | Fireplace | Hot Tub | Pool Table [brackldg]

KurtRating, 5 stars12 months ago
Beautiful house, private. Around 20 min to stores, etc. When we arrived, the hot tub was in need of balancing (lots of foam), they sent someone out within the hour to take a look. Be aware, while the kitchen has plenty of pots and pans, there are no items such as salt, pepper, coffee filters, or extra trash bags. Overall, house is great. We had a group of seven and never felt crowded.
Home in McHenry
4.67 out of 5 average rating, 3 reviews

Off the Deep End | Lake Access, Hot Tub!

CameronRating, 5 stars12 months ago
Amazing place inside and out! Would love to return
Home in Swanton
5 out of 5 average rating, 3 reviews

5BR | A/C | Private Dock | Hot Tub [dpwatldg]

EdRating, 5 stars1 month ago
The lake house was clean and nicely appointed. It was private and close to the water. Enjoyed the upscale log cabin feel. Everything we needed for a stress free, vacation. The vacation company was very friendly and quick to respond to any questions. To any future quests: before booking through a third party site, contact Railey Vacations directly for cheaper rates and easier process! I would definitely stay at this lake house again and would definitely use Railey Vacations to enjoy their other properties around Deep Creek Lake.

Apartment rentals with a pool

Apartment in Oakland
4.77 out of 5 average rating, 22 reviews

Will O' The Wisp 205A: Lakefront Efficiency/One

AnneRating, 5 stars8 months ago
We loved this property and our condo. The lake was so beautiful and immediately accessible from our balcony. The entire property was beautifully maintained and updated, with all the most charming original touches. The restaurant onsite was convenient and good (Ace’s Run). The other patrons and staff were friendly and for the price it was an incredibly great deal. The only thing that could be improved are the window coverings. The sun rise is directly across from the balcony windows, which is also right where the bed is. The blinds really don’t keep any light out at all, so we were happy to start our days there early, but every day pretty much starts at sunrise with the blinds as they are. But otherwise the condo was truly perfect. Completely cozy and well appointed with convenient features!
Apartment in Oakland
5 out of 5 average rating, 4 reviews

Will O' The Wisp 306C: Lakefront One Bedroom/One

ElizabethRating, 5 stars3 months ago
We had an excellent stay in 306C. The room itself was clean, the bed was comfortable, fridge was clean and it was nice to be across from the game room. We did not request room service while we were there however there were plenty of clean towels. The girl at check in was very pleasant and explained where things were on different levels. We liked the Aces run bar, the bartender was fantastic, made fantastic drinks and was personable. We did also eat at Fire and Water Restaurant and got steaks which were cooked perfect and the mash/green beans were excellent. The only thing I can say negative is there were no change machines and no one on the resort had change to give so that we could play pool in the game room. This does not deter from the 5 star rating. We are excited to come back in warmer weather with our adult children to experience the lake during warmer weather. We loved being there in the winter to see Swallow Falls a place we have visited many times in the summer. 10/10
Apartment in Oakland
5 out of 5 average rating, 4 reviews

Will O' The Wisp 514C: Lakefront One Bedroom/One

AriRating, 5 stars5 months ago
Nice and cozy stay for a last minute trip we booked. Building is a bit dated, but the unit’s decor and 2 levels makes it feel slightly modernized but very welcoming. Nice view being directly on the water.
Apartment in Oakland
4.78 out of 5 average rating, 18 reviews

Will O' The Wisp 103A: Lakefront Efficiency/One

GregoryRating, 5 stars9 months ago
The stay was great! There were restaurants very close to the condo, the arrow head down the road has everything you need from liquor to gas to sea food! I will say, if you plan on staying here, don't get a first level condo, due to people walking by and looking into your room or possibly even just walking in on accident (which happened). Our bathroom and kitchenette was in need of some TLC and updating but everything else in the condo was very homey and well put together. I would not hesitate to stay here again.
Apartment in Oakland
4.62 out of 5 average rating, 13 reviews

Will O' The Wisp 105A: Lakefront Efficiency/One

JayRating, 5 stars5 months ago
Unit 105 at the Will O The Wisp was very nicely decorated, clean, & convenient. We had a nice time. The property location is convenient to restaurants and bars. We’d love to return in the summer.
Apartment in Oakland
4.75 out of 5 average rating, 4 reviews

Will O' The Wisp 309B: Lakefront One Bedroom/One

JodieRating, 5 stars33 months ago
What a WONDERFUL, RELAXING place to stay, right on the lake!! Our Condo was cute and perfect for the 3 of us and could have fit more people!! The pool & hottub was beautiful & perfectly balanced/cared for!! EVERYONE we passed or encountered was EXTREMELY NICE!! WE WILL Be BACK!! My only suggestion would be for the on site restaurants, so may not pertain to Will O on the Wisp....add a small kids menu, or child friendly options. Thank you very much!!
Apartment in Oakland
4.75 out of 5 average rating, 4 reviews

Will O' The Wisp 507G: Lakefront Two Bedroom/One

TomRating, 5 stars30 months ago
Love staying at this location, I have been here many times and will return!
Apartment in Oakland
4.79 out of 5 average rating, 14 reviews

Will O' The Wisp 203A: Lakefront Efficiency/One

MicheleRating, 5 stars1 month ago
The view was beyond words. Great walkable amenities nearby. Our only complaint were there was a slight cigarette smell when we entered, it seemed to dissipate. And, there was jackhammering all day on the balconies surrounding ours that we weren’t aware of when booking. I guess it was on Will O The Wisp website, but not on the Airbnb listing.

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