
Holiday rentals in Somerset County
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Top-rated holiday rentals in Somerset County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Somerset County

Cottage in Deal Island
4.64 out of 5 average rating, 236 reviewsDeal Island Bay Cottage - Maryland
AshRating, 5 stars1 week ago
Great location. Very rural, quiet neighborhood, very responsive host.
Guest favourite

Tiny home in Nanticoke
4.87 out of 5 average rating, 60 reviewsLa Cabaña
RandyRating, 5 stars2 days ago
Very relaxing& quiet ! loved walking to the pier & enjoying the view! golf cart was an added bonus! loved it & so did our dogs!!! Speaking of pets very nice there was not an additional charge for them! ...Would recommend going to the Red Roost for dinner!! we went 2 nights in a row! Excellent food!! Also, nice having a beach area close by & not crowded! Very nice getaway!! Thank you!
Guest favourite

Home in Smith Island
4.93 out of 5 average rating, 14 reviewsHH Ranch on Smith Island w/ Golf Cart
PatriciaRating, 5 stars2 days ago
The Double H Ranch exceeded our expectations. It was stocked with everything you could possibly need plus some. The location was perfectly situated close to the dock. The house was clean and cozy. The host was communicative and friendly, offering help in adjusting the reservation and any other questions that I had. He had plenty of items onsite to make the time spent there fun and adventurous! (kayaks, bikes, and a golf cart) I would highly recommend this residence to anyone! Thank you Christopher!
Top guest favourite

Cabin in Westover
5 out of 5 average rating, 45 reviewsChalet Style Home, private country setting
AprilRating, 5 stars4 months ago
I recently stayed at Crooked Elm and was thoroughly impressed. The place was impeccably clean, and the attention to detail was evident in every corner. The host's responsiveness was top-notch! One feature that stood out was the guest binder. It was incredibly detailed, providing clear instructions on everything from using the fireplaces to local attractions and dining recommendations. This made it easy to settle in and feel at home. It had everything we needed for a cozy stay! Overall, my stay at Crooked Elm was delightful, and I highly recommend it to anyone looking for a cozy, well-managed retreat.
Guest favourite

Home in Quantico
4.94 out of 5 average rating, 49 reviewsHome in historic village of Whitehaven, Maryland.
AvrilRating, 5 stars2 days ago
Jasmine was a great host! She was very accommodating and responsive to any questions I had during my stay.
Top guest favourite

Cottage in Princess Anne
5 out of 5 average rating, 11 reviewsWaterfront Cottage in Mt. Vernon
KylieRating, 5 stars2 days ago
Can’t beat the views. It’s a quick drive into town. There is a great take out seafood restaurant!

Cabin in Deal Island Historic District
4.58 out of 5 average rating, 12 reviewsRRR remote rustic retreat
GlennRating, 5 stars3 weeks ago
Very relaxing, we spent most of our time on the porch watching the ocean. David gave us great local recommendations. We hope to bring the family here again.

Home in Nanticoke
4.53 out of 5 average rating, 15 reviewsKayaker and Fisherman's Pit Stop
MichaelRating, 5 stars9 months ago
Tgis house was exactly what we needed for our trip. The host Alex was very easy to communicate with
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Assateague Beach
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Haven Beach
- Snead Beach
- Heritage Shores
- Plantation Lakes Golf and Country Club
- Gerry Boyle Park
- Ragged Point Beach
- Wallops Beach
- Trimper Rides of Ocean City
- Sandyland Beach
- Bow Beach
- Oxford Beach
- Assateague State Park
- Parramore Beach
- Gargathy Beach
- Guard Shore