Somerset County Holiday Rentals from €170: Search Short-Term Rentals

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.

Deal Island Historic District

Jennifer P.

includes taxes & fees

11 Oct - 12 Oct

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

"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!!"

Harold B.

includes taxes & fees

5 Oct - 6 Oct

A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

3. Cottage near the Bay

Crisfield

Pamela

includes taxes & fees

5 Oct - 6 Oct

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.

Smith Island

Samantha J.

includes taxes & fees

16 Oct - 17 Oct

A waterfront house with a balcony, dock, and a view of the water.

5. Key West Cottages

Downtown Chincoteague

Debra

includes taxes & fees

5 Oct - 6 Oct

A room with a large bed, multiple windows, and a ceiling fan.

6. Salisbury Riverfront Lofts

Salisbury

Marcos

includes taxes & fees

7 Oct - 8 Oct

7. Blufin Bungalows & Marina

Down the Marsh

Angela

includes taxes & fees

13 Oct - 14 Oct

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

Salisbury

Doug R.

includes taxes & fees

11 Oct - 12 Oct

A single-story house with a front porch, a door, and a mailbox.

9. Salisbury Hideaway

Salisbury

Michelle S.

includes taxes & fees

5 Oct - 6 Oct

A living room with a dining area, a TV mounted on the wall, and a ceiling light fixture.

10. Salisbury Cottage

Salisbury

Matthew B.

includes taxes & fees

19 Oct - 20 Oct

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!

Up the Neck

A sunroom with wicker furniture, large windows, and a view of the water.

12. The purple door at the bay.

Captain's Cove

Francis

includes taxes & fees

11 Oct - 12 Oct

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

Captain's Cove

Becky S.

includes taxes & fees

5 Oct - 6 Oct

A covered porch with wicker chairs and a view of the outdoors.

14. Pet-friendly creekside cottage w/ backyard

Up the Neck

Christine

includes taxes & fees

7 Oct - 8 Oct

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

Salisbury

Nathaniel N.

includes taxes & fees

6 Oct - 7 Oct

A two-story building with a central entrance and a wooden walkway leading to it.

16. Assateague Inn 111 by Seaside Vacations & Sales

Chincoteague Island

Erin

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

Fishing Creek

Thomas S.

includes taxes & fees

5 Oct - 6 Oct

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

Downtown Chincoteague

Julia S.

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

Down the Marsh

Claudia w.

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

Chincoteague Island

Paula

includes taxes & fees

3 Nov - 4 Nov

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Top Somerset County Hotel Reviews

Marina Bay Hotel & Suites, an Ascend Collection Hotel

10/10 Excellent

"Everything was great, from an excellent experience while checking in to the high quality of the rooms to the breakfast that they served through the checkout process. Could not have asked for a better experience. Looking forward to going back."

Hampton Inn Salisbury

10/10 Excellent

"The room was very clean. Floor was just a little tacky, but everything else was very clean. Bri, at the front desk, was very friendly and helpful. Didn’t use the pool, but it was big and clean. The hotel was modern, comfortable, and quiet. The breakfast in the morning was delicious. The location couldn’t have been better. Almost anything you wanted was close by, and access to Route 13 was easy. Beware of Google directions though. It drove us right by the hotel, and kept trying to take us somewhere else. I will definitely stay here again! Thank you!"

Spark by Hilton Chincoteague Island

10/10 Excellent

"This hotel has been thoughtfully updated, and our room was comfortably planned and furnished. The simple breakfast was surprisingly varied, considering the size of the hotel, and the staff were friendly and very supportive. The hotel is close to the entrance to the National Wildlife Refuge, and has the Museum of Chincoteague Island on one side, and the Blackfin restaurant on the other. I’m almost cringing at the thought of others being there when we want to go …. but they deserve all the credit I have given them."

Find out more about Somerset County

Holiday Homes in Somerset County

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Look no further and take a look at our great range of rental properties in Somerset County!

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Somerset County holiday rentals

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

2. Deal Island Bay Cottage

3. Cottage near the Bay

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

5. Key West Cottages

6. Salisbury Riverfront Lofts

7. Blufin Bungalows & Marina

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

9. Salisbury Hideaway

10. Salisbury Cottage

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

12. The purple door at the bay.

13. Bayfront Modern Retreat • Dock, Kayaks, Views

14. Pet-friendly creekside cottage w/ backyard

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

16. Assateague Inn 111 by Seaside Vacations & Sales

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

18. Assateague Inn 102 by Seaside Vacations & Sales

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

20. Assateageue Inn 104 by Seaside Vacations & Sales

Find holiday rentals that suit your style

Top Somerset County Hotel Reviews

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Refuge Inn

Comfort Suites Chincoteague Island Bayfront Resort

Hampton Inn Salisbury

The Reserve Inn

Best Western Plus Pocomoke City

Spark by Hilton Chincoteague Island

Chincoteague Inn

Blufin Bungalows & Marina

Find out more about Somerset County

Holiday Homes in Somerset County

Holiday Rentals in Somerset County

Change your mind

Treat yourself

Be picky

Our top choices for Somerset County holiday rentals

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

2. Deal Island Bay Cottage

3. Cottage near the Bay

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

5. Key West Cottages

6. Salisbury Riverfront Lofts

7. Blufin Bungalows & Marina

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

9. Salisbury Hideaway

10. Salisbury Cottage

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

12. The purple door at the bay.

13. Bayfront Modern Retreat • Dock, Kayaks, Views

14. Pet-friendly creekside cottage w/ backyard

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

16. Assateague Inn 111 by Seaside Vacations & Sales

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

18. Assateague Inn 102 by Seaside Vacations & Sales

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

20. Assateageue Inn 104 by Seaside Vacations & Sales

Find holiday rentals that suit your style

Top Somerset County Hotel Reviews

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Find out more about Somerset County

Holiday Homes in Somerset County