
Vacation rentals with a pool in Somerset County
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Top-rated rentals with a pool in Somerset County
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House rentals with a pool

Home in Deal Island Historic District
1 Mi to Boat Ramp: Peaceful Deal Island Home!
JosephRating, 5 stars2 months ago
Beautiful home quite area very relaxing

Home in Marion Station
5 out of 5 average rating, 6 reviewsKingsbay Mansion Bayhouse
LianeRating, 5 stars10 months ago
We just returned from a peaceful stay on this very beautiful property! This is not a cookie-cutter mansion, which is a good thing. It has style and charm yet remained very functional for our family vacation. We loved crabbing and fishing off the dock and spent lots of time in the beautifully maintained pool. We brought our two dogs to this pet-friendly property, and they had plenty of room to explore. It is relatively secluded and peaceful, but Crisfield is very close with lots of restaurants, groceries, a marina, etc. There is plenty to do nearby and if you need any suggestions, the very friendly and charming hosts are happy to provide you with recommendations. We will definitely be back to this lovely mansion that manages to be both roomy and cosy at the same time. Thank you!!

Home in Pocomoke City
Casa Del Canal - Waterfront in Captain's Cove!
Janice & BobbyRating, 5 stars12 months ago
The perfect location in a quiet seaside neighborhood. We loved sitting in the sunroom such a peaceful space with a great view especially being in town for a funeral. The master bed and seating furniture were very comfortable. Decent internet The house in itself is solid and cozy but could use some serious TLC. A fresh coat of paint, updated bathrooms and kitchen as well as new flooring would make a huge difference for this unit. Marks on the walls, old stained carpet, peeling wallpaper and cracks in the tub were eyesores. The fridge and the stove are very old but they do work. Using the broiler set off the fire alarm cooking breakfast. Received the wrong internet codes. Problem solved by looking at the router. Considering the cleaning fees we were surprised to see a tip envelope for the housekeeper. All in all we had a safe space with plenty of room to rest and relax during our stay. Thanks again for allowing us to stay at this property. This place has so much potential.

Home in Marion Station
5 out of 5 average rating, 10 reviewsKingsbay Waterside Retreat House
DanieleRating, 5 stars23 months ago
We stayed at this terrific property for our annual family vacation. The vote is in, everyone had a great time! Our hosts David and Jerry were very responsive and helpful and check in was easy. David was there to greet us and give us a quick tour and helpful tips on local activities. The pool was fantastic. It was warm and the perfect spot to hang out during the day. The dock was a great place to walk out to in the morning, watch the lovely sunsets at night, do a little fishing and a great way to launch the stand up paddly boards we brought. The house is great, was clean with plenty of room for a group of 10 (7 adults and 3 teenagers). In the evening we could hang out in the game room and play cards or could hang out and watch TV in the TV room. Both ground floor rooms open to the pool. We also appreciated all the little extras like plenty of garbage bags, paper towels, cleaning supplies, water and more. The whole gang highly recommends this property. Thanks we will be back

Home in Temperanceville
Creek House - Luxury Waterfront on Holden's Creek
RebeccaRating, 5 stars1 month ago
We all really enjoyed our stay. We had a great time making and eating our meals, sitting on the various porches watching the creek and all the birds, exploring the grounds, and using the canoe. The peace of the place was wonderful. We especially enjoyed watching the two ospreys nesting across the creek. Allysin stopped by to check on us and was very friendly and welcoming. She was very appreciative of the feedback we provided about a relatively minor issue with the water pressure on the main floor. If we visit the area again, we will definitely consider staying again.

Home in Marion Station
Kingsbay Dockside Waterfront House
KimRating, 5 stars10 months ago
The home was beautiful and very clean. The pool was so wonderful to have. It’s definitely out of the way, but the privacy is wonderful.

Home in Temperanceville
The Porter's Barn - waterfront w/ dock & fire pit
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Jolly Roger at the Pier
- Assateague Beach
- Haven Beach
- Snead Beach
- Heritage Shores
- Ragged Point Beach
- Plantation Lakes Golf and Country Club
- Gerry Boyle Park
- Wallops Beach
- Trimper Rides of Ocean City
- Oxford Beach
- Assateague State Park
- Piney Point Beach
- Lane Beach
- Parramore Beach
- Gargathy Beach
- Guard Shore