
Holiday rentals with a hot tub in Dorchester County
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Top-rated hot tub accommodation in Dorchester County
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Holiday House Rentals with a hot tub

Private room in Cambridge
5 out of 5 average rating, 12 reviewsLuxury Bedroom 3 night min. 2 Guest, adults only
MilindaRating, 5 stars11 months ago
This is the third time my husband and I have stayed with Bill and it was just as amazing as the first time. His home is beautiful and comfortable to stay in. We found it to be very easy to walk to the start of a nearby race. He was a constant but unobtrusive presence during our stay and was full of information about the surrounding area, from wildlife to great restaurants.
Top Guest favourite

Private room in Cambridge
5 out of 5 average rating, 40 reviewsWye Three Oaks
AshleyRating, 5 stars1 week ago
We had a wonderful stay at Wye Three Oaks. Anna greeted us in the driveway with a hug. She then gave us a brief tour of the property letting us meet the chickens and learn a little bit about the property and the area. The house was charming and comfortable. Anna made us feel right at home, allowing us to meet her dogs and even hold her newly born chicks. The rooms were incredibly clean and beautifully decorated full of snacks, drinks, and coffee for the morning. The view of the bay is stunning. I highly recommend getting up early to see the sunrise. Our only regret is that we only stayed for one night. I look forward to coming back and seeing more of the area and spending more time with Anna and the chicks!
Guest favourite

Home in Madison
4.96 out of 5 average rating, 46 reviewsBayfront Gem w/ Amazing Water Views + Pond!
JimmyRating, 5 stars1 month ago
Third time visiting and won’t be the last. Beautiful home on a serene part of the Bay.

Home in Cambridge
5 out of 5 average rating, 10 reviewsSteps from Ironman MD Start
SeanRating, 5 stars19 months ago
Fantastic house in a great location. The surrounding park is beautiful and the location is incredibly peaceful. The house was great and met our needs perfectly. Two beds and a pull out sofa. Living room and kitchen has everything you’d need. Check in and out was as simple as possible. Enjoyed staying here!
Guest favourite

Home in Cambridge
4.92 out of 5 average rating, 24 reviewsWaterfront & Hot Tub! 4 BR/4 BA - Central Location
JustinRating, 5 stars1 month ago
We stayed at David’s house over a weekend with a few buddies and we had a great stay. The house was clean and well taken care of, and David was super helpful and quick to respond. He even reached out to me beforehand to offer an early check in if that worked better for our arrival time. We really enjoyed the amazing backyard and the hot tub was such a nice touch. I would certainly recommend to a friend!

Home in Deal Island Historic District
New place to stayThe Hideaway

Home in Lusby
New place to stayWaterfront home on Mill Creek-5BR-Hot tub & Kayaks
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- Sandy Point State Park
- Six Flags America
- Heritage Shores
- Idlewilde Restoration Project
- Maryland Renaissance Festival
- Gerry Boyle Park
- Quiet Waters Park
- Guard Shore
- Ragged Point Beach
- Chesapeake Beach Water Park
- Quiet Waters Dog Beach
- Sparrows Beach
- Matapeake Clubhouse and Beach
- Saint Jerome Beach
- Oxford Beach
- Langford Sand
- Plantation Lakes Golf and Country Club
- Severn Beach
- Flounder Pavilion Beach Front - Sandy Point State Park
- Lake Presidential Golf Club
- Lane Beach
- Brownies Beach
- Rose Haven Memorial Park
- Triton Beach