Condo
10.0(360 Reviews)
2 Bedrooms
6 Guests
Parking
Ocean View
Balcony/Terrace
View
£207/Night
7 Nights - £1,447
Virginia Winter Rentals & Holiday Homes
Discover winter rentals Virginia - We found 19864 exact matches
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Compare Winter Rental in Virginia
10.0
Bed & Breakfast
10.0(53 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
Air Conditioner
Internet
£121/Night
7 Nights - £846
Bed & Breakfast
10.0(249 Reviews)
1 Bedroom
Breakfast- Parking
- Balcony/Terrace
Kitchen
£160/Night
7 Nights - £1,120
Condo
10.0(284 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£197/Night
7 Nights - £1,377
Bed & Breakfast
10.0(30 Reviews)
5 Bedrooms
10 Guests
- Parking
Skiing- Balcony/Terrace
- View
£196/Night
7 Nights - £1,369
Cottage
10.0(126 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£255/Night
7 Nights - £1,783
House
10.0(28 Reviews)
2 Bedrooms
4 Guests
Hot Tub- Parking
- Balcony/Terrace
- Air Conditioner
£156/Night
7 Nights - £1,092
House
10.0(96 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£370/Night
7 Nights - £2,593
House
10.0(17 Reviews)
3 Bedrooms
7 Guests
- Breakfast
- Parking
- Skiing
- Balcony/Terrace
£415/Night
7 Nights - £2,907
Condo
10.0(96 Reviews)
2 Bedrooms
6 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
£319/Night
7 Nights - £2,234
House
10.0(13 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Air Conditioner
£226/Night
7 Nights - £1,585
House
10.0(94 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£213/Night
7 Nights - £1,490
Resort
10.0(13 Reviews)
9 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Air Conditioner
£382/Night
7 Nights - £2,676
House
10.0(87 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£153/Night
7 Nights - £1,068
House
10.0(77 Reviews)
1 Bedroom
4 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
£115/Night
7 Nights - £803
House
10.0(76 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£352/Night
7 Nights - £2,464
Apartment
10.0(75 Reviews)
2 Bedrooms
4 Guests
Private Pool- Hot Tub
- Parking
- Pool
£178/Night
7 Nights - £1,249
Condo
10.0(68 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£279/Night
7 Nights - £1,955
Cottage
10.0(65 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£299/Night
7 Nights - £2,093
Condo
10.0(63 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
£285/Night
7 Nights - £1,992
Condo
10.0(61 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£295/Night
7 Nights - £2,066
Cottage
10.0(59 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£346/Night
7 Nights - £2,424
Condo
10.0(54 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£412/Night
7 Nights - £2,883
Condo
10.0(54 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£219/Night
7 Nights - £1,533
About Virginia Winter Rental on Casai.uk
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 19864 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Virginia Winter Rentals
What are the top rated Winter Rentals in Virginia?
There are a lot of options in Virginia. If you plan on staying in the Virginia area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Virginia:
- Spacious Private Retreat with Great Views of Page Valley & Blue Ridge Mountains
- The Great Escape - Near everything yet off the beaten path
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- Cottage on a Private Island in the York River
- It’s 5 O’Clock Here-Waterfront Cabin w/Hot Tub! Pet Friendly, Blue Ridge Parkway
- Historic Cottage on Ware River Estate
- Simply charming cottage
- Hide Away Log Cabin nestled in a serene setting in Beautiful Bath County, Va.
- Riverfront House, Dock, Hot Tub, Salt Pool, near beach, Free WiFi
- Large and Luxurious Exec 5BR Chalet
How much does it cost to rent a place to stay near Virginia in the wintertime?
The average cost for winter rentals in Virginia is $431 per night. Casai has a wide list of great winter places to stay near Virginia that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Virginia that allow pets?
Yes, here are the top cottage/chalet rentals in Virginia that allow you to bring your pet or dog:
- Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
- Hill of Content B&B
- Vine Cottage Inn
- Breezy, Quaint, and Dog- Friendly North End duplex.
See all pet-friendly vacation rentals in Virginia on Casai.uk
Do you have any winter rentals in Virginia that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Virginia to find what works for you.
Are there winter accommodations in Virginia that have indoor swimming pools?
As of 2026, the data from Casai.uk shows that there are over 19864 private swimming pools or indoor pools accommodations near Virginia along with other great amenities.
Do any winter holiday rentals in Virginia have hot tubs?
About 19864 holiday rentals in Virginia boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Virginia?
Yes, there are many luxury places to stay in Virginia for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Virginia with all the best amenities for your next trip.
