Holiday rentals in Somerset
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Top-rated holiday rentals in Somerset
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Guest house in Orange
5.0 out of 5 average rating, 175 reviewsTaj 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
Serviced apartment in Somerset
4.99 out of 5 average rating, 141 reviewsNewly 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
Bungalow in Orange
4.98 out of 5 average rating, 357 reviewsFarm 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
Holiday rentals for every style
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Popular amenities for Somerset holiday rentals
Other great holiday rentals in Somerset
Home in Stanardsville
5.0 out of 5 average rating, 295 reviewsSister's View
11–18 Apr
Flat in Madison
4.9 out of 5 average rating, 227 reviewsThe Studio at Dark Run Retreat
3–10 Sep
Guest house in Gordonsville
4.91 out of 5 average rating, 171 reviewsLa Petite Maison at Hedgeapple Hollow
11–18 Jul
Guest house in Reva
4.97 out of 5 average rating, 141 reviewsAdorable cottage with partial blue ridge views
29 Jun – 6 Jul
Tiny home in Gordonsville
4.94 out of 5 average rating, 115 reviewsGlamping Cabin, Gorgeous Views, Sunsets! 1
16–23 Dec
Guest house in Troy
4.96 out of 5 average rating, 172 reviewsCabin in The Pines
18–25 Jun
Cabin in Rochelle
4.84 out of 5 average rating, 375 reviewsPop's Place on the Rapidan River.
25 May – 1 Jun
Guest house in Gordonsville
4.97 out of 5 average rating, 72 reviewsGordonsville Guest Cottage - private studio
26 May – 2 Jun
Home in Orange
4.85 out of 5 average rating, 55 reviewsPorterfield Place- A Unique & Cozy Stay
25 Dec – 1 Jan
Guest suite in Ruckersville
4.97 out of 5 average rating, 65 reviewsSummerfields Place
8–15 Nov
Cabin in Somerset
5.0 out of 5 average rating, 14 reviewsLog Cabin Near Charlottesville & Wineries/Sauna
16–23 Dec
Home in Gordonsville
5.0 out of 5 average rating, 65 reviewsClifton House- a beautifully renovated 1780 home
26 Aug – 2 Sep
Destinations to explore
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