Somerset County vacation rentals

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May 2025

June 2025

Select from 26 homes, 16 cottages, and other vacation rentals in Somerset County to find one that's perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Popular Somerset County destinations on Vrbo

Vacation rentals with weekly discounts - Somerset County

Showing deals for:Aug 15 - Aug 22

Exceptional

(48 reviews)

QUIET, pet-friendly nature retreat with HOT TUB & without getting BIT!

Temperanceville, VA

13% off

per night

All fees included

Wonderful

(10 reviews)

Chesapeake Bay Paradise 'Bliss on the Bay' in Scotland-Kayak, Relax & Reconnect!

Scotland, MD

9% off

per night

All fees included

Exceptional

(86 reviews)

Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Reedville, VA

8% off

per night

All fees included

1910 Victorian Home on Village Main Street

Exceptional

(13 reviews)

Reedville Retreat, waterfront w/ private dock &outdoor sink-for fishing/crabbing

Reedville, VA

22% off

per night

All fees included

Explore the peaceful waterways (Rental Canoe is complimentary for cabin guests)

Exceptional

(66 reviews)

"Gull Cottage" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip included

Heathsville, VA

9% off

per night

All fees included

Wonderful

(20 reviews)

Enjoy the wonderful views at this Riverfront Cabin, Horn Harbor Chesapeake Bay!

Burgess, VA

8% off

per night

All fees included

Exceptional

(5 reviews)

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Ewell, MD

9% off

per night

All fees included

Exceptional

(23 reviews)

Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8 near Smith Point Marina

Reedville, VA

10% off

per night

All fees included

Sunset in front of the home we call Tidewater

Exceptional

(32 reviews)

Lovely Waterfront Home - 3BR/2BA w/small private beach + sunroom for extra accom

Heathsville, VA

8% off

per night

All fees included

Exceptional

(6 reviews)

Violette's Respit -Gateway of Millionaire's Row offers loads of space-pets ok

Reedville, VA

9% off

per night

All fees included

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Somerset County

Home of the Terrapin King

Sleeps 12 · 5 bedrooms · 2 bathrooms

Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD

Sleeps 12 · 4 bedrooms · 2 bathrooms

Top rated rentals - Somerset County

Deal Island Historic District Vacation Rental | 4BR | 2BA | 2 Steps Required

Absolutely Breathtaking

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
Learn more

Find the perfect vacation rental for your Somerset County getaway

Experience the unique character of Somerset County with a stay in a vacation home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Somerset County

Are you looking for attractions to see during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Somerset County has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Bordeleau Winery (5.5 mi / 8.9 km)
Salisbury Zoo (12.4 mi / 20 km)
Coco's Funhouse (13.1 mi / 21 km)
Maui Jack's Waterpark (26.4 mi / 42.5 km)
Great Hope Golf Course (6.4 mi / 10.3 km)
Nutter's Crossing Golf Club (10.9 mi / 17.5 km)

Exploring the natural landscape of Somerset County

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Somerset County is a great spot to appreciate mother nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

Pemberton Historical Park (10.4 mi / 16.8 km)
Pocomoke River State Park (14.4 mi / 23.1 km)
Elliott Island (18.5 mi / 29.8 km)
Smith Island (23.3 mi / 37.5 km)
Lower Hooper Island (24.4 mi / 39.2 km)
Robert N. Reed Downtown Waterfront Park (25.2 mi / 40.6 km)

Frequently asked questions

What is the best area to stay in Somerset County when booking a vacation rental?

Princess Anne is one of the most sought-after locations to book a vacation home in Somerset County. Have a look at our selection of comfy properties and then go out and explore this destination like a local.

What is the most popular type of vacation rental accommodation in Somerset County?

Condos are the most popular kind of vacation rental in Somerset County, according to our data. Even if you have a different idea about what you’d like, Vrbo has properties in all sizes and shapes. Filter our options to find your perfect fit.

How much does it cost to rent a vacation rental in Somerset County?

The average price for a vacation rental in Somerset County is based on several factors, including property type, length of stay and season. Whether you’re in search of a sprawling villa with a pool or a cozy cabin just for the two of you, just enter your dates of travel to see stays that offer great value.

How much does it cost to rent a beach house in Somerset County?

When you travel and the style and size of the property will influence how much you’ll pay for your beachside stay. Click on your Somerset County travel dates to see all your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to pick the features and amenities you want.

Are there pet-friendly vacation rentals in Somerset County?

Pack a suitcase for your beloved pooch because Somerset County has six vacation homes that throw out the welcome mat to doggie guests. Let your four-legged buddy enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check the “Pets allowed” filter box.

Are there large group vacation rentals in Somerset County?

With nine properties that can host 10 or more people in Somerset County, you won’t have to hold back on your invites. From fun family get-togethers to events like birthday and Christmas parties, Vrbo will help you find a large group rental that fits the occasion.

What are the top attractions for families in Somerset County?

Keep the kids entertained at these top family-friendly attractions in Somerset County:

Hytche athletic Center
Great Hope Golf Course
Smith Island

Are there one-bedroom vacation rentals in Somerset County?

Yes, Somerset County has 2 one-bedroom rentals available. Usually located in popular areas because of their smaller size, a one-bedroom vacation property is great if you’re traveling with a friend or your partner. And with home comforts such as WiFi and more privacy, you’ll be able to chill out while discovering this fabulous destination.

Can I find two-bedroom vacation rentals in Somerset County?

Gather your besties and enjoy peace, privacy and comfort in one of the seven two-bedroom vacation rentals Somerset County has to offer.

Are there vacation rentals with WiFi in Somerset County?

You can pick from 21 vacation rentals with WiFi in Somerset County. If you want to disconnect from the world on your escape, but still want to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Somerset County?

Choose from 36 vacation rentals with air conditioning in Somerset County giving you that cooling breeze and extra comfort level. Simply enter your chosen travel dates and then use our handy filters to find stays with air conditioning.

How old do you have to be to rent a vacation rental in Somerset County?

The minimum required age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your preferred Somerset County stay before booking your stay.

How long can I rent a vacation rental in Somerset County for?

How long you can rent a vacation rental in Somerset County differs according to the property. Just enter your preferred dates to see a list of options offering extended stays. With loads of amenities such as air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to get the perfect place to call your home away from home in Somerset County.

Does Vrbo offer discounts for vacation homes in Somerset County?

Weekend adventure or extended escape, Vrbo has some excellent value options in Somerset County that’ll suit your style and budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what’s recently been added with one of our newly listed homes. Whatever it is you’re after, you’ll find the ideal place to stay — without breaking the bank.