Somerset County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top cities in Somerset County

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

Princess Anne

Princess Anne

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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 AU$358
includes taxes & fees
11 Nov - 12 Nov
Tangier Escape, great place get away from it all on Deal Island, MD.
A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

2. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (65 reviews)
"Nice cottage at the end of a quiet lane, priced reasonably. Host is very accommodating. We had a lovely stay and enjoyed our time in Crisfield."
United States
Karen J.
The price is AU$261
includes taxes & fees
23 Nov - 24 Nov
Cottage near the Bay
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

3. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (62 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is AU$342
includes taxes & fees
11 Nov - 12 Nov
Deal Island Bay Cottage
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, (17 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is AU$442
includes taxes & fees
13 Nov - 14 Nov
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, (674 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is AU$197
includes taxes & fees
30 Nov - 1 Dec
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, (29 reviews)
"Amazing experience"
United States
Chad
The price is AU$368
includes taxes & fees
19 Nov - 20 Nov
Salisbury Riverfront Lofts
An open door leading to a bedroom with a bed, a nightstand, and a lamp.

7. 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 AU$250
includes taxes & fees
15 Nov - 16 Nov
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
A beach with waves gently lapping onto the shore under a clear sky.

8. 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 AU$464
includes taxes & fees
30 Nov - 1 Dec
Salisbury Hideaway
A water park with a play structure, slides, and a pool.

9. Palm Villa

Palm Villa
Piney Island
9.2 out of 10, Wonderful, (5 reviews)
"The property was exactly as advertised and met our expectations. The manager was very nice. We would have preferred check-in instructions ahead of time without needing to call, but did not have any problems with check-in or our stay. We enjoyed the location and close proximity to shops, restaurants, and the Chincoteague Wildlife Refuge. We would stay here again."
United States
Scott D.
The price is AU$272
includes taxes & fees
29 Nov - 30 Nov
Palm Villa
A two-story building with a central entrance and a wooden walkway leading to it.

10. Assateague Inn 105 by Seaside Vacations & Sales

Assateague Inn 105 by Seaside Vacations & Sales
Chincoteague Island
8.6 out of 10, Excellent, (19 reviews)
"As usual we had a wonderful stay at the Assateague Inn and cannot wait for our next visit. "
United States
Sarah M.
The price is AU$281
includes taxes & fees
30 Nov - 1 Dec
Assateague Inn 105 by Seaside Vacations & Sales
A compact kitchen with a checkered floor, a dining table with chairs, and a large wall art piece.

11. 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 AU$266
includes taxes & fees
16 Nov - 17 Nov
Retro Hipster: Close to downtown, dining and fun
A beach with waves gently lapping onto the shore under a clear sky.

12. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"The property has cute and cozy curb appeal. The interior was attractive and very clean. The location was excellent for our planned events. Host, Ryan, easily accommodated our needs and we plan to check for availability in the future. Thanks Ryan!"
United States
Star R.
The price is AU$475
includes taxes & fees
11 Nov - 12 Nov
Salisbury Cottage
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.

13. 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 AU$267
includes taxes & fees
16 Nov - 17 Nov
Assateageue Inn 104 by Seaside Vacations & Sales
Front of property

14. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is AU$392
includes taxes & fees
19 Nov - 20 Nov
6 Mi to Salisbury: Forest-view Sanctuary!
A bedroom with a bed, bedside tables, a lamp, and a painting on the wall.

15. Newly updated 3 bedroom cottage with Solo Stove fire pit

Newly updated 3 bedroom cottage with Solo Stove fire pit
Reedville
9.6 out of 10, Exceptional, (29 reviews)
"I always stay here when I come for work it’s a pretty nice place quiet and clean I highly recommend it to everyone it’s visiting"
United States
Luis A.
The price is AU$351
includes taxes & fees
23 Nov - 24 Nov
Newly updated 3 bedroom cottage with Solo Stove fire pit
Parsonsburg Vacation Rental | 3BR | 2BA | 1,482 Sq Ft | 4 Steps Required

16. 6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
The price is AU$380
includes taxes & fees
9 Dec - 10 Dec
6 Mi to Salisbury: Forest-View Sanctuary!
An outdoor seating area with a view of a waterfront during sunset.

17. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (73 reviews)
"We absolutely love staying here! "
United States
Maggie G.
The price is AU$596
includes taxes & fees
15 Nov - 16 Nov
Bayfront Modern Retreat • Dock, Kayaks, Views
An open doorway leading to a living room with a fireplace, a dining area, and a kitchen visible through an open door.

18. Deluxe corner apartment with riverfront views close to dining and downtown

Deluxe corner apartment with riverfront views close to dining and downtown
Salisbury
8.8 out of 10, Excellent, (6 reviews)
"Lovely apartment in the heart of Salisbury. Ckean, well appointed, and comfortable. "
United States
Gretel S.
The price is AU$321
includes taxes & fees
22 Nov - 23 Nov
Deluxe corner apartment with riverfront views close to dining and downtown
A beach with waves and a sunset.

19. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (87 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is AU$415
includes taxes & fees
10 Dec - 11 Dec
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

20. Central Location~Walk 2 Dining! Beach Pass & Gear!

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (11 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
The price is AU$356
includes taxes & fees
16 Nov - 17 Nov
Central Location~Walk 2 Dining! Beach Pass & Gear!
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top Somerset County Hotel Reviews

A hotel room with two beds, a TV, a desk, and a lamp.
Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina
Crisfield

8/10 Good

Much better on the in side than the outside. Room was neat and tidy. The person at reception couldn't have been more helpful.
Australia
Anonymous traveller
Reviewed June 2, 2019
Rodeway Inn at Somers Cove Marina

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, 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 depend 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 chosen for you start as low as AU$197 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.