
Vacation rentals in Somerset County
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Top-rated vacation rentals in Somerset County
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Other great vacation rentals in Somerset County

Cottage in Deal Island
4.64 out of 5 average rating, 235 reviewsDeal Island Bay Cottage - Maryland
MichaelRating, 5 stars2 weeks ago
Great place to stay for the family fishing vacation. The house is clean, the neighborhood quiet and we were only a 1 minute from the docks. We had a great time and enjoyed staying at the house.
Guest favorite

Home in Smith Island
4.92 out of 5 average rating, 12 reviewsHH Ranch on Smith Island w/ Golf Cart
JonRating, 5 stars6 months ago
This house is truly a hidden gem on the island. It’s fully stocked and beautifully furnished, catering to all types of travelers—whether you’re an adventurer looking to explore or someone like me who enjoys relaxing at home. Everything you could possibly need is right here, making it perfect for a peaceful getaway or an unforgettable vacation. I absolutely loved my stay and can’t wait to return in the near future!
Guest favorite

Tiny home in Nanticoke
4.86 out of 5 average rating, 58 reviewsLa Cabaña
JessicaRating, 5 stars2 weeks ago
Really enjoyed our stay at La Cabaña! The amenities and little touches Kimberly added were so thoughtful and we really appreciated being able to use the kayaks, golf cart, grill, and fire pit! This was the perfect stay for a nice relaxing weekend. Definitely would love to come back again!
Guest favorite

Cottage in Marion Station
4.71 out of 5 average rating, 38 reviewsYear Round Playground - Rare Rustic-Modern Getaway
BrittanyRating, 5 starstoday
Had a mini friend vacation with 6 people total and we all immediately felt right at home. The layout of the home is extremely convenient-there’s a half bath next to the washer/dryer right near the door to the deck- it was perfect for fast bathroom breaks without getting the entire house wet! We spent most of our time in the pool area and game room, and both spaces had everything we needed! (Nadia, I hope you don’t mind we left a few pool new loungers behind!) We took advantage of pretty much everything aside from swimming in the lake (bugs were really bad, no one’s fault at all but be warned- you NEED to have bug spray.) The only critique I could give was the softness of the beds, they were all really firm and if you have any sort of sleeping and or back/pain problems, it could be evident the next morning. But overall it was an amazing time and the host was extremely courteous and genuinely caring! A lot of love goes into this spot and you can tell. We can’t wait to go back.
Guest favorite

Home in Smith Island
4.84 out of 5 average rating, 81 reviewsSmith Island Spectacular Sunsets!
KathleenRating, 5 stars3 weeks ago
We absolutely loved our stay on Smith Island. Gretchen was super helpful with advice and everyone was so nice! We are already talking about going again someday soon.
Guest favorite

Home in Quantico
4.98 out of 5 average rating, 103 reviewsOne of a kind waterfront home with private dock
ZoeyRating, 5 stars2 weeks ago
This was one of my favorite stays so far! The location was quiet and peaceful with beautiful views all around. The dock in the backyard was nice, my dogs loved the fenced in yard and big yard to the side of the house. The house was clean and the bed was super comfortable. I can’t wait to come back! 😊
Top guest favorite

Cottage in Princess Anne
5 out of 5 average rating, 8 reviewsWaterfront Cottage in Mt. Vernon
JimmyRating, 5 stars1 week ago
We loved our stay at Melanie's place! Waking up to the sound of crashing waves was the highlight of our stay. Melanie's parents were so kind to us and let us use their part of the private beach. They also gave us some delicious Maryland Blue Crab they caught right at the beach. This is very hard to top!
Top guest favorite

Guesthouse in Crisfield
5 out of 5 average rating, 15 reviewsCasa Acuarela
DavidRating, 5 stars9 months ago
Great long weekend away. Cottage was very clean and comfortable and was nicely decorated. Maria was friendly and provided us with interesting information and recommendations.
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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