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Cottages in Somerset

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Situated in a wooded area, this cottage offers a serene and setting with a well-maintained lawn and mature trees.

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

9.0 out of 10, Wonderful, (111)
"Owners were easy to reach and very kind!! Place was clean and easy to locate. Everything about it rocked!"
$192 nightly
The price is $202
Jul 15 - Jul 16
Total includes taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
1802 cottage once part of Monticello and owned by Thomas Jefferson
Relax by the serene pool surrounded by lush greenery and a lawn.

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (78)
"We absolutely loved our stay here! Absolutely beautiful property inside and out, perfect cozy spot, caught the snow which was beautiful! Only 15 minutes from town. We will definitely be back, and we loved the Alley Light suggestion from the owner which was incredible! All around it was a perfect stay, thank you!"
1802 cottage once part of Monticello and owned by Thomas Jefferson
Elegant Cottage on 600 Acre Horse & Livestock Farm
Relax in a serene outdoor space with a round table, wicker chairs, and a cushioned bench, surrounded by a fenced pasture view.

Elegant Cottage on 600 Acre Horse & Livestock Farm

9.8 out of 10, Exceptional, (140)
"It’s Very secluded , the horses next to the house are adorable, perfect place with kids..We really enjoyed . "
$271 nightly
The price is $291
Jul 14 - Jul 15
Total includes taxes and fees
Elegant Cottage on 600 Acre Horse & Livestock Farm
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Cozy cabin nestled among the trees, featuring a gabled roof and inviting front porch.

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (5)
"House was beautiful and in a nice quiet neighborhood. Beds were SUPER comfortable, I slept amazing here. Would certainly stay again! "
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Glade Cottage at White Lotus Eco Spa Retreat
Relax on the deck overlooking the serene water, surrounded by lush trees.

Glade Cottage at White Lotus Eco Spa Retreat

9.4 out of 10, Exceptional, (15)
"I love this place "
$165 nightly
The price is $168
Jul 14 - Jul 15
Total includes taxes and fees
Glade Cottage at White Lotus Eco Spa Retreat
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
Work in comfort with a desk, chair, and ample storage.

2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville

$224 nightly
The price is $254
Jul 13 - Jul 14
Total includes taxes and fees
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
Orange Cottage w/ Hiking Access: 1 Mi to Lake Anna
Relax in this stylish living room with a comfortable seating area, featuring a leather armchair, sofa, and coffee table.

Orange Cottage w/ Hiking Access: 1 Mi to Lake Anna

9.4 out of 10, Exceptional, (3)
"This is a lovely home with beautiful Antiques, nice bedding, and a comfortable feel. It is situated alone so privacy is a big plus. We had a nice weekend. We Went to Lake Anna Winery, Mineral Farmers market, Callie Opie’s Farm to Table Rest and a few other places. Convenient Location."
Orange Cottage w/ Hiking Access: 1 Mi to Lake Anna
Scenic VA Wine & Horse Country Cottage, Near UVA
Kitchen features a central island with stove and oven, sink, and coffee maker.

Scenic VA Wine & Horse Country Cottage, Near UVA

10.0 out of 10, Exceptional, (11)
"Beautiful and cozy cottage. Views of the mountains in the distance and rolling fields. So comfortable, and welcoming. My Host was very nice and her welcoming treats were sweet. Rooms were nicely decorated and warm."
Scenic VA Wine & Horse Country Cottage, Near UVA
Pet-Friendly Cottage with Game Room & Fire Pit!
Relax in a serene outdoor space surrounded by lush greenery and trees, with a dining table and comfortable seating area.

Pet-Friendly Cottage with Game Room & Fire Pit!

10.0 out of 10, Exceptional, (38)
"We enjoyed our stay here for a long weekend! Plenty of space and nice outdoor areas to enjoy our time together. We enjoyed exploring the surrounding areas and have a wonderful base to come back to rest and relax!"
Pet-Friendly Cottage with Game Room & Fire Pit!
Charming Cottage on beautiful Farm & Vineyard
Relax on the deck with a potted plant and comfortable seating for four.

Charming Cottage on beautiful Farm & Vineyard

10.0 out of 10, Exceptional, (29)
"Great stay, great place!"
Charming Cottage on beautiful Farm & Vineyard
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Relax in a serene hot tub under a shaded pergola with a view of the surrounding green landscape.

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

9.4 out of 10, Exceptional, (22)
"Beautiful property the cabin is so cute perfectly situated the hot tub is awesome very clean just a beautiful getaway and not a far drive highly highly recommend"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A rustic barn stands amidst a lush green landscape.

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

9.8 out of 10, Exceptional, (136)
"Property was very peaceful. Very much enjoyed the stay. Everyone was very friendly. "
$186 nightly
The price is $200
Jul 14 - Jul 15
Total includes taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
'Chateau Merlot' Cottage w/ Deck in Stanardsville
Kitchen features a stainless steel sink, refrigerator, and coffee maker, surrounded by wooden cabinetry and potted plants.

'Chateau Merlot' Cottage w/ Deck in Stanardsville

8.0 out of 10, Very Good, (3)
"I look for a quiet place to stay , sometimes with my dogs. This lovely cabin and the beautiful souroudings fit the bill. Would love to be back for a longer stay. "
'Chateau Merlot' Cottage w/ Deck in Stanardsville
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Escape to a serene cabin surrounded by a lush lawn and a beautiful flowering tree.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

9.8 out of 10, Exceptional, (84)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
$288 nightly
The price is $309
Jul 14 - Jul 15
Total includes taxes and fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Charming Eastham Guesthouse
1 bedroom, WiFi, bed sheets

Charming Eastham Guesthouse

2.0 star property
$194 nightly
The price is $222
Jul 13 - Jul 14
Total includes taxes and fees
Charming Eastham Guesthouse
Secluded Stanardsville Cabin: Pets Welcome
Relax on the front porch with a bench and small table, surrounded by a serene forest setting.

Secluded Stanardsville Cabin: Pets Welcome

2.0 star property
Secluded Stanardsville Cabin: Pets Welcome
'chateau Merlot' Cottage w/ Deck in Stanardsville
Cottage (2 Bedrooms) | Interior

'chateau Merlot' Cottage w/ Deck in Stanardsville

3.0 star property
'chateau Merlot' Cottage w/ Deck in Stanardsville
Stonemont Farm Cottage in Keswick near Vineyards!
Enjoy cooking in this well-lit kitchen with a stainless steel sink, oven, and ample storage.

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (22)
"We chose to visit the Charlottesville area for spring break. The cottage was lovely and had everything we needed for our stay. Every room in the house was comfortable and nicely decorated. It was a short drive to Monticello, downtown, and the wineries. The pond was a bonus…my kids were pumped when they caught a few fish. Thank you for sharing your home. "
Stonemont Farm Cottage in Keswick near Vineyards!
Private Deck & Views: Rural Virginia Escape
Interior

Private Deck & Views: Rural Virginia Escape

3.0 star property
Private Deck & Views: Rural Virginia Escape
Charming Charlottesville Apt w/ Outdoor Space!
House (1 Bedroom) | Interior

Charming Charlottesville Apt w/ Outdoor Space!

3.0 star property
Charming Charlottesville Apt w/ Outdoor Space!
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.
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