Holiday rentals in Somerset

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Somerset

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest house in Orange

5.0 out of 5 average rating, 175 reviews

Taj Garage Guesthouse

Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.

5–12 Aug

$158 SGD per night
Guest favourite

Serviced apartment in Somerset

4.99 out of 5 average rating, 141 reviews

Newly Renovated•Private Farm Apartment near Cville

Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

4–11 Aug

$317 SGD per night
Guest favourite

Bungalow in Orange

4.98 out of 5 average rating, 357 reviews

Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

1–8 Feb

$192 SGD per night

Popular amenities for Somerset holiday rentals

Other great holiday rentals in Somerset

Guest favourite

Home in Stanardsville

5.0 out of 5 average rating, 295 reviews

Sister's View

11–18 Apr

$189 SGD per night
Guest favourite

Flat in Madison

4.9 out of 5 average rating, 227 reviews

The Studio at Dark Run Retreat

3–10 Sep

$111 SGD per night
Guest favourite

Guest house in Gordonsville

4.91 out of 5 average rating, 171 reviews

La Petite Maison at Hedgeapple Hollow

11–18 Jul

$193 SGD per night
Guest favourite

Guest house in Reva

4.97 out of 5 average rating, 141 reviews

Adorable cottage with partial blue ridge views

29 Jun – 6 Jul

$138 SGD per night
Guest favourite

Tiny home in Gordonsville

4.94 out of 5 average rating, 115 reviews

Glamping Cabin, Gorgeous Views, Sunsets! 1

16–23 Dec

$125 SGD per night
Guest favourite

Guest house in Troy

4.96 out of 5 average rating, 172 reviews

Cabin in The Pines

18–25 Jun

$118 SGD per night
Superhost

Cabin in Rochelle

4.84 out of 5 average rating, 375 reviews

Pop's Place on the Rapidan River.

25 May – 1 Jun

$118 SGD per night
Guest favourite

Guest house in Gordonsville

4.97 out of 5 average rating, 72 reviews

Gordonsville Guest Cottage - private studio

26 May – 2 Jun

$146 SGD per night
Guest favourite

Home in Orange

4.85 out of 5 average rating, 55 reviews

Porterfield Place- A Unique & Cozy Stay

25 Dec – 1 Jan

$165 SGD per night
Guest favourite

Guest suite in Ruckersville

4.97 out of 5 average rating, 65 reviews

Summerfields Place

8–15 Nov

$124 SGD per night
Guest favourite

Cabin in Somerset

5.0 out of 5 average rating, 14 reviews

Log Cabin Near Charlottesville & Wineries/Sauna

16–23 Dec

$507 SGD per night
Guest favourite

Home in Gordonsville

5.0 out of 5 average rating, 65 reviews

Clifton House- a beautifully renovated 1780 home

26 Aug – 2 Sep

$610 SGD per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Orange County
  5. Somerset