A waterfront with a pier extending into the water, a building labeled 'Ice Cream Gallery', and a boat docked nearby.

Somerset County Vacation Rentals

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Top Cities in Somerset County

A sunset over a lake with a dock and a small settlement.
Vacation RentalsVacation Rentals

Princess Anne

Princess Anne

Our top choices for Somerset County vacation rentals

A sandy beach with footprints, a pier in the distance, and a clear sky.

1. Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is CA $156
CA $352 total
includes taxes & fees
Oct 15 - Oct 16
Tangier Escape, great place get away from it all on Deal Island, MD.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

2. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (62 reviews)
"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"
United States
Harold B.
The price is CA $198
CA $368 total
includes taxes & fees
Oct 12 - Oct 13
Deal Island Bay Cottage
A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

3. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (63 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is CA $115
CA $268 total
includes taxes & fees
Oct 15 - Oct 16
Cottage near the Bay
A marina at sunset with boats docked and buildings in the background.

4. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Come out and enjoy Autumn at the HH Ranch on Smith Island.
Smith Island
9.8 out of 10, Exceptional, (16 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is CA $284
CA $464 total
includes taxes & fees
Oct 18 - Oct 19
Come out and enjoy Autumn at the HH Ranch on Smith Island.
A row of white houses by a lake with American flags.

5. Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart
Smith Island
10.0 out of 10, Exceptional, (2 reviews)
"This is a great place to stay on Smith Island. Easy access to most areas. The Golf cart is also nice to have. The house has everything you need and many extras too! Highly recommend a visit here."
United States
Margaret A.
The price is CA $273
CA $490 total
includes taxes & fees
Oct 13 - Oct 14
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart
A room with a large bed, multiple windows, and a ceiling fan.

6. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is CA $87
CA $347 total
includes taxes & fees
Nov 8 - Nov 9
Salisbury Riverfront Lofts
A waterfront house with a balcony, dock, and a view of the water.

7. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (655 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is CA $275
CA $309 total
includes taxes & fees
Oct 11 - Oct 12
Key West Cottages
Exterior

8. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (335 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is CA $216
CA $323 total
includes taxes & fees
Oct 13 - Oct 14
Blufin Bungalows & Marina
An open door leading to a bedroom with a bed, a nightstand, and a lamp.

9. Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Salisbury
9.8 out of 10, Exceptional, (25 reviews)
"Great location with plenty of space to relax."
United States
Doug R.
The price is CA $107
CA $266 total
includes taxes & fees
Oct 11 - Oct 12
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
A single-story house with a front porch, a door, and a mailbox.

10. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (24 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is CA $205
CA $506 total
includes taxes & fees
Oct 14 - Oct 15
Salisbury Hideaway
A bathroom with a white sink, toilet, and shower area. There are two framed pictures on the wall, a shelf with toiletries, and a window above the sink.

11. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."
United States
Matthew B.
The price is CA $239
CA $545 total
includes taxes & fees
Nov 8 - Nov 9
Salisbury Cottage
A room with a glass-top coffee table, a white dresser with gold handles, a white door, and a patterned rug.

12. Entire Private Home • Sleeps 6 • Prime Salisbury Location

Entire Private Home • Sleeps 6 • Prime Salisbury Location
Salisbury
10.0 out of 10, Exceptional, (1 review)
"The stay was great. "
United States
Nathaniel N.
The price is CA $334
CA $465 total
includes taxes & fees
Oct 12 - Oct 13
Entire Private Home • Sleeps 6 • Prime Salisbury Location
A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

13. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A sunroom with wicker furniture, large windows, and a view of the water.

14. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (68 reviews)
"Everything was just perfect. I will be back. This time for a long stay. My entire family loves the place. Thanks Kelly."
United States
Francis
The price is CA $224
CA $640 total
includes taxes & fees
Oct 18 - Oct 19
The purple door at the bay.
A modern living room with a curved sofa, a small round table, and large windows offering a view of a river and buildings.

15. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (70 reviews)
"Overall nice stay!"
United States
Becky S.
The price is CA $202
CA $726 total
includes taxes & fees
Nov 3 - Nov 4
Bayfront Modern Retreat • Dock, Kayaks, Views
A compact kitchen with a checkered floor, a dining table with chairs, and a large wall art piece.

16. Retro Hipster: Close to downtown, dining and fun

Retro Hipster: Close to downtown, dining and fun
Salisbury
9.2 out of 10, Wonderful, (20 reviews)
"Great alternative to a hotel!"
United States
Courtney L.
The price is CA $102
CA $269 total
includes taxes & fees
Oct 12 - Oct 13
Retro Hipster: Close to downtown, dining and fun
A covered porch with wicker chairs and a view of the outdoors.

17. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (140 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
The price is CA $233
CA $482 total
includes taxes & fees
Oct 18 - Oct 19
Pet-friendly creekside cottage w/ backyard
A modern living room with a sliding glass door to a deck, a dining area with a table and chairs, and a cozy seating area with a sofa and cushions.

18. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (35 reviews)
"Our room was clean and ready for our stay. We could walk to some shops, miniature golfing,restaurants."
United States
Paula
The price is CA $147
CA $277 total
includes taxes & fees
Oct 13 - Oct 14
Assateageue Inn 104 by Seaside Vacations & Sales
A two-story building with a central entrance and a wooden walkway leading to it.

19. Assateague Inn 213 by Seaside Vacations & Sales

Assateague Inn 213 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 reviews)
"Great stay!"
United States
Lauren P.
The price is CA $147
CA $279 total
includes taxes & fees
Oct 22 - Oct 23
Assateague Inn 213 by Seaside Vacations & Sales
Living area

20. Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA

Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA
Up the Neck
The price is CA $365
CA $449 total
includes taxes & fees
Oct 25 - Oct 26
Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Somerset County Hotel Reviews

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

10/10 Excellent
"We absolutely loved our stay. Kendrick was so nice and helpful. He made our short time here wonderful."
Sarah 1-night trip
Posted 21 hours ago
Spark by Hilton Chincoteague Island

Find out more about Somerset County

Everything you need to know about Somerset County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Somerset County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Somerset County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Somerset County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Somerset County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Somerset County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Somerset County vacation rentals we have selected for you start as low as CA $268 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Somerset County rentals

At Expedia, we put the best Somerset County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Somerset County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Somerset County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Somerset County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.