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

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Our top choices for Somerset County holiday 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 £189
includes taxes & fees
11 Oct - 12 Oct
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, (61 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 £200
includes taxes & fees
6 Oct - 7 Oct
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 £144
includes taxes & fees
5 Oct - 6 Oct
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 £247
includes taxes & fees
16 Oct - 17 Oct
Come out and enjoy Autumn at the HH Ranch on Smith Island.
A waterfront house with a balcony, dock, and a view of the water.

5. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (651 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is £164
includes taxes & fees
5 Oct - 6 Oct
Key West Cottages
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 £187
includes taxes & fees
4 Nov - 5 Nov
Salisbury Riverfront Lofts
Exterior

7. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (333 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is £171
includes taxes & fees
13 Oct - 14 Oct
Blufin Bungalows & Marina
An open door leading to a bedroom with a bed, a nightstand, and a lamp.

8. 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 £139
includes taxes & fees
11 Oct - 12 Oct
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.

9. 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 £243
includes taxes & fees
5 Oct - 6 Oct
Salisbury Hideaway
A living room with a dining area, a TV mounted on the wall, and a ceiling light fixture.

10. 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 £260
includes taxes & fees
19 Oct - 20 Oct
Salisbury Cottage
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.

11. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is £258
includes taxes & fees
8 Oct - 9 Oct
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A sunroom with wicker furniture, large windows, and a view of the water.

12. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (67 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 £345
includes taxes & fees
11 Oct - 12 Oct
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.

13. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (69 reviews)
"Overall nice stay!"
United States
Becky S.
The price is £371
includes taxes & fees
5 Oct - 6 Oct
Bayfront Modern Retreat • Dock, Kayaks, Views
A covered porch with wicker chairs and a view of the outdoors.

14. 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 £257
includes taxes & fees
7 Oct - 8 Oct
Pet-friendly creekside cottage w/ backyard
A room with a glass-top coffee table, a white dresser with gold handles, a white door, and a patterned rug.

15. 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 £248
includes taxes & fees
6 Oct - 7 Oct
Entire Private Home • Sleeps 6 • Prime Salisbury Location
A two-story building with a central entrance and a wooden walkway leading to it.

16. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very good, (37 reviews)
"The location was central with a deck out on the marsh, which was lovely. The pool seemed well kept and was nice. It was clean and the communication with the hosts was quite good. The smart TVs didn’t really work and could only work with live tv. No apps worked. Overall, though, would stay again."
United States
Erin
The price is £151
includes taxes & fees
13 Oct - 14 Oct
Assateague Inn 111 by Seaside Vacations & Sales
A house with a large lawn and a dock extending into a calm lake.

17. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is £256
includes taxes & fees
5 Oct - 6 Oct
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
A covered outdoor seating area with wooden benches and a glass door leading to a room with a sofa and a bed.

18. Assateague Inn 102 by Seaside Vacations & Sales

Assateague Inn 102 by Seaside Vacations & Sales
Downtown Chincoteague
8.6 out of 10, Excellent, (10 reviews)
"Perfect location, unit was exactly as listed, very clean, had the essentials. We very much enjoyed our stay and the ease of checking in and out was the cherry on top."
United States
Julia S.
The price is £197
includes taxes & fees
6 Oct - 7 Oct
Assateague Inn 102 by Seaside Vacations & Sales
A beachside view with a wooden deck, a chair, and a table.

19. Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (17 reviews)
"Nice pet friendly accommodation. "
United States
Claudia w.
Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
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.

20. 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 £151
includes taxes & fees
6 Oct - 7 Oct
Assateageue Inn 104 by Seaside Vacations & Sales
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

Waterside Inn

Waterside Inn

10/10 Excellent
"During the NorEaster that hit our stay was amazing! From the comfort of the room to the food that we enjoyed! Will definitely be back."
Lisa 3-night trip
Posted 1 hour ago
Waterside Inn

Find out more about Somerset County

Everything you need to know about Somerset County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Somerset County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Somerset County holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Somerset County holiday rentals we have selected for you start as low as £144 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 holiday 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 holiday.

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. 

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