
House vacation rentals in Somerset County
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Top-rated house rentals in Somerset County
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Popular amenities for Somerset County house rentals
House rentals with a pool

1 Mi to Boat Ramp: Peaceful Deal Island Home!
Beautiful home quite area very relaxing

Kingsbay Mansion Bayhouse
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!!

Kingsbay Waterside Retreat House
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

Casa Del Canal - Waterfront in Captain's Cove!
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.

Creek House - Luxury Waterfront on Holden's Creek
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.

Kingsbay Dockside Waterfront House
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.

The Porter's Barn - waterfront w/ dock & fire pit
Weekly house rentals

Somers Cove Light Remembered
Noah was an outstanding host! He was so polite, prompt and easy to talk to! We really loved the location! The check in and check out process were seamless! The beach was really cute and secluded, and the area was nice and peaceful as well. Thank you so much! We would definitely stay here again!

Island Voices In The Wine Near Chincoteague & NASA
The house was beautiful, clean and easy to find. The area was quiet and peaceful. While the immediate area did not offer much to do other than visit the local restaurant, Chincoteague was only a 30 minute scenic drive away.

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Our host, Leticia, promptly answered my questions with excellent detail. She was very kind and flexible. The house was charming, very comfortable and spacious for our family of five adults. The remodel was done very well and equipped with everything needed. The two screened in porches were a nice addition. The property backs up to the Chesapeake Bay-the view, and sunsets are outstanding! The listing photos don’t do it justice! The blue crabs were meaty and succulent.This was our second time on Deal Island and we plan to return to this house again! Our family needed this R&R weekend! Thank you Leticia and Charlie!

Country House on Wicomico Creek
Pristine and peaceful perfection! Our favorite stay yet, felt like home just way cleaner and with spectacular views of rolling grass farms. Megan meticulously decorated her lovely home and landscaping with no detail left untouched. The beautiful four poster bed is really hard to get out of in the morning- you won't want to leave this slice of heaven!

Historic Hoopersville Getaway on Chesapeake Bay!
Our group of eight had a very lovely weekend. It is an older house with a few quirks here and there but was overall clean and comfortable in a terrific remote setting. Good kitchen with an amazing view of the water. The owner Marc was extremely responsive and accommodating, and gave us several suggestions for things to do in the area.

Island Jewell Near Chincoteague
My husband and I booked a last minute anniversary trip and Denise's home was absolutely perfect. This little home was everything that you could want and more for peace and relaxation. Denise was helpful and responsive and accomodated a very late night check in with no problems!

Where the Road meets the Bay
Clean. Well set up. Million-dollar view. Skeeters always a challenge on HI, but that's not the fault of the home. Thoroughly enjoyed our stay and look forward to our next one.

Charming Crisfield Cottage
Ideal location, great area for outdoorsmen. The cottage is incredibly convenient. Grocery store is very close. Nestled between Salisbury and Pocomoke. Crystal is very accommodating.
Private house rentals

BayTime
Thank you for another great stay!

Casa Del Rio - Waterfront on the Pocomoke River!
Me, my family , and friends loved this house. Plan on making this our place of choice from now on. Nobody would go wrong renting this beautiful home.

Rumbley Retreat
Came down for a duck hunting trip! The place was perfect! Very clean and cozy! Hope the owner was very attentive and quick to respond with any questions! If in the area again I will definitely book again!

Rusty Anchor
Rustic and charming, the Rusty Anchor was exactly what we hoped for. The screened porch was a favorite hang out spot. The kitchen sink was absolutely adorable. And the host had tons of family friendly amenities available like a baby bath, beach toys, coloring books, and board games. It looks just like the pictures. Her recommendations for the Washington Inn (now Sugar Water), the local beach, and the produce stand were all fantastic. We didn’t want to leave. If you are looking for a low-key, relaxing get-away, this is the perfect place.

3 bedroom/2.5 bath Smith Island bungalow with dock
Wonderful accommodations for a relaxing visit to a beautiful island!

Cozy Home near Waterfront in Crisfield, MD
Have stayed here a few times and as always it was a great stay! Easy to check in. Noah is a great communicator and checked in on us to make sure we didn’t need anything. Will stay here again!

Ye Ole Pirate House
Our family enjoyed Lisa’s place. She wa very responsive when I had a few questions. The place was very clean, tidy and had everything we needed. My girls played a few board games that were available. I would highly recommend Lisa’s place.

ISLAND RELAXATION Near Chincoteague Island
Great stay on Saxis Island as always. Will always look forward to staying in one of Denise’s homes. Always so clean and comfortable. Little home away from home!
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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