Virginia Beach Attractions - Vacation Rentals in Trail Estate Winery

Villa di Casa - Boutique Hotel From US $215
         

|
9.4 (107 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Lakeside Maison From US $269
         

|
9.1 (25 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Sunset Beach From US $818
         

|
New
House
  • Air Conditioner
  • Pet Friendly
  • TV
Woodland Chase - Pool + Hot Tub by Wineries From US $358
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Carson's Creek - Serene Yard and Hot Tub From US $410
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Vine House - Go to the vineyards! From US $868
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
6 Acre Retreat | Consecon | 8 Bedrooms | Waterfront From US $1,345
         

Wine Country, 4 bedrooms! From US $570
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Hudson Guest House | Waterfront with Hot Tub From US $398
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
The Hull House - Lake Ontario Waterfront w Sauna From US $634
         

Private Waterfront Cottage In Prince Edward County From US $291
         

Between the Vines From US $90
         

9.6 (54 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • View
Private Beach, Hot Tub, A Vacay to Remember! From US $783
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunset Beach - Waterfront, Hot Tub, Games Room From US $889
         

9.8 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Carson's Creek - Modern Country Escape! From US $408
         

9.6 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Farmhouse PEC - Centrally Located in PEC From US $284
         

9.2 (17 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
LAKEFRONT COTTAGE #6 -Close to Sandbanks - LAKE CONSECON RESORT From US $191
         

9.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Pro Tip: Virginiabeachattractions makes it easy to compare the best listings on Virginiabeachattractions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Virginiabeachattractions 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 Trail Estate Winery.

Weather in Trail Estate Winery

View the weather forecast for Trail Estate Winery before booking your Trail Estate Winery Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Trail Estate Winery Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Trail Estate Winery?
How many vacation rentals are available in Trail Estate Winery?

Currently, the total number of properties listed in 2026 is over 43 in the Trail Estate Winery area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Trail Estate Winery.