Stay If You Dare - Vacation Rentals in First Colony Winery

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From US $345

         

10.0 (14 Reviews)

House

Keelona Cottage 2 BR 2 BA near vineyards

• Air Conditioner
• TV
• Balcony/Terrace

• Virginia
• Keene

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From US $285

         

|

10.0 (55 Reviews)

Bed & Breakfast

Woodville Bed and Breakfast

• Air Conditioner
• Parking
• Pool

• Virginia
• Esmont

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From US $275

         

10.0 (9 Reviews)

House

Cottage at Deer Ridge Farm

• Air Conditioner
• Parking
• Pet Friendly

• Virginia
• Keene

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From US $649

         

|

9.6 (143 Reviews)

Hotel

Albemarle Estate at Trump Winery

• Parking
• Pool
• TV

• Virginia
• Keene

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From US $258

         

10.0 (3 Reviews)

House

10 Vineyards Within 10 Mi, EV charger & Mini Goats

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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From US $1,365

         

10.0 (1 Review)

Cabin

Mountain View Cabin in VA Wine Country

• Air Conditioner
• Child Friendly
• Internet

• Virginia
• Keene

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From US $777

         

New

House

Stableview Cottage

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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New

From US $472

         

New

Cottage

Fairwood Cottages- Both Cottages, Getaway Close to Town

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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New

From US $281

         

New

House

Fairwood Cottage- Peaceful Charlottesville Getaway

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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New

From US $264

         

New

House

Clear Sky Cottage- Close to Cville, Monticello, and Vineyards

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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From US $575

         

10.0 (62 Reviews)

House

Quarry House on Quiet Entry Farm | Near Wineries

• Air Conditioner
• Parking
• Pet Friendly

• Virginia
• Keene

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From US $425

         

10.0 (41 Reviews)

Cottage

Virginia Country Cottage - Your Home Away from Home

• Air Conditioner
• Parking
• TV

• Virginia
• Esmont

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From US $198

         

10.0 (30 Reviews)

Cottage

Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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From US $175

         

10.0 (5 Reviews)

Cottage

Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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From US $333

         

10.0 (4 Reviews)

House

Doctor Who and more at home near Monticello. Free Breakfast!

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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From US $2,835

         

10.0 (3 Reviews)

House

Mount Pleasant Manor with pool

• Air Conditioner
• Pool
• Private Pool

• Virginia
• Keene

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From US $333

         

8.8 (3 Reviews)

House

Dr Who, Slick Chick and more Near Monticello. Free Breakfast!

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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From US $502

         

5.0 (21 Reviews)

Cabin

Beautifully Rustic Cabin just 10 minutes from UVA, with pool!

• Air Conditioner
• Pool
• Private Pool

• Virginia
• Charlottesville

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From US $3,240

         

New

House

Mount Ida Manor in Virginia Wine Country

• Balcony/Terrace
• Security/Safety
• Wellness Facilities

• Virginia
• Keene

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From US $1,621

         

New

House

VA Wine Country Cottage

• Air Conditioner
• Parking
• TV

• Virginia
• Keene

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From US $1,252

         

New

Cabin

Spacious 5-bedroom Cabin on 12 acres close to Wineries/Breweries/Hiking

• Air Conditioner
• Parking
• Pet Friendly

• Charlottesville
• Mountain Valley

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From US $135

         

5.0 (2 Reviews)

Apartment

Cozy Virginia Cabin Rental - Dogs Welcome!

• Air Conditioner
• Pet Friendly
• Bedding/Linens

• Virginia
• Keene

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From US $167

         

5.0 (1 Review)

Cottage

Eclectic Esmont Cottage: Pets Welcome!

• Pet Friendly
• Bedding/Linens
• Child Friendly

• Virginia
• Keene

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From US $470

         

New

House

Charlottesville home - hot tub, fire pit & pond

• Air Conditioner
• Parking
• TV

• Virginia
• Charlottesville

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★ Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in First Colony Winery.