Condo
10.0(359 Reviews)
2 Bedrooms
6 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $248/Night
7 Nights - US $1,733
Virginia Beach Winter Rentals & Holiday Homes
Discover winter rentals Virginia Beach - We found 1871 exact matches
- Up-front pricing
- No markup
- Trusted partners
Compare Winter Rental in Virginia Beach
10.0
Bed & Breakfast
10.0(11 Reviews)
1 Bedroom
4 Guests
EV Charge Station- Parking
View
Air Conditioner
US $187/Night
7 Nights - US $1,312
US $140/Night
7 Nights - US $979
Condo
10.0(281 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $265/Night
7 Nights - US $1,852
Bed & Breakfast
10.0(8 Reviews)
1 Bedroom
6 Guests
- EV Charge Station
- Parking
- View
- Air Conditioner
US $318/Night
7 Nights - US $2,224
Condo
10.0(96 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $423/Night
7 Nights - US $2,959
US $597/Night
7 Nights - US $4,178
House
10.0(75 Reviews)
1 Bedroom
4 Guests
- Parking
Pool- Ocean View
- Balcony/Terrace
US $143/Night
7 Nights - US $1,003
US $1,182/Night
7 Nights - US $8,274
Condo
10.0(65 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $339/Night
7 Nights - US $2,375
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $789/Night
7 Nights - US $5,522
House
10.0(63 Reviews)
2 Bedrooms
6 Guests
Private Pool- Oceanfront
Breakfast- Parking
US $640/Night
7 Nights - US $4,482
House
10.0(1 Review)
5 Bedrooms
16 Guests
Hot Tub- View
- Air Conditioner
Internet
US $727/Night
7 Nights - US $5,089
Condo
10.0(63 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $377/Night
7 Nights - US $2,638
Condo
10.0(61 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $391/Night
7 Nights - US $2,736
Cottage
10.0(58 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $364/Night
7 Nights - US $2,546
Condo
10.0(54 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $541/Night
7 Nights - US $3,785
Condo
10.0(48 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $405/Night
7 Nights - US $2,836
House
10.0(46 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $594/Night
7 Nights - US $4,158
Condo
10.0(43 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $484/Night
7 Nights - US $3,390
Condo
10.0(37 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $758/Night
7 Nights - US $5,306
Cottage
10.0(27 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
Spa
US $368/Night
7 Nights - US $2,579
House
10.0(23 Reviews)
2 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $478/Night
7 Nights - US $3,343
Apartment
10.0(13 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $175/Night
7 Nights - US $1,222
About Virginia Beach Winter Rental on BedroomVillas
At BedroomVillas, we feature a wide range of listings for accommodations in Virginia Beach, VA that are perfect for your winter trip or seasonal escape. Our listings include hotels, private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that travelers are sure to love. BedroomVillas winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you are escaping the snow or running to it, BedroomVillas helps connect you to the best cabins, bungalows, lodges, and villas, as well as the best places to stay in both sun and ski resorts. BedroomVillas will make your winter getaway an unforgettable experience.
BedroomVillas offers luxury finds for travelers planning on renting a place in Virginia Beach, to enjoy these benefits and to book your winter vacation homes, go to the BedroomVillas filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of incredible winter vacation rentals without hassle. Our interactive map is also available, so you can view destinations spanning the globe or around Virginia Beach and unlock even more amazing deals. Relax with BedroomVillas.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Virginia Beach Winter Rentals
What are the top rated Winter Rentals in Virginia Beach?
There are a lot of options in Virginia Beach. If you plan on staying in the Virginia Beach 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 Beach:
- Riverfront House, Dock, Hot Tub, Salt Pool, near beach, Free WiFi
- Award Winning Ocean Front Architectural Gem [Home Share per VA Beach Zoning]
- New Oceanfront Contemporary! The ultimate view inside and out.
- Sea La Vie: Ocean Side North End 3-Bedroom - 2 min Walk to Beach
- Sandbridge. Beautiful Beach Home With Direct Beach Access and Ocean Views
- Beachfront Luxury Home, SPA, SALT WATER POOL Heating & Sauna Option,Pet Friendly
- PEACEFUL NORTH END HOME -STEPS TO BEACH-OCEAN VIEWS-ROOF DECK-ELEVATOR- SLEEPS 9
- Fantastic Oceanside house -Short walk to the Beach - NEWLY REMODELED
- 1.5 Blocks from the Beach & Boardwalk! Walking distance to restaurants & shops!
- Historic Carriage House at the Church Point Manor
How much does it cost to rent a place to stay near Virginia Beach in the wintertime?
The average cost for winter rentals in Virginia Beach is $586 per night. BedroomVillas has a wide list of great winter places to stay near Virginia Beach 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 Beach that allow pets?
Yes, here are the top cottage/chalet rentals in Virginia Beach that allow you to bring your pet or dog:
- Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
- Avamere 206 Inn at Old Beach
- Barclay Cottage
- Breezy, Quaint, and Dog- Friendly North End duplex.
See all pet-friendly vacation rentals in Virginia Beach on BedroomVillas
Do you have any winter rentals in Virginia Beach 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 Beach to find what works for you.
Are there winter accommodations in Virginia Beach that have indoor swimming pools?
As of 2026, the data from BedroomVillas shows that there are over 1871 private swimming pools or indoor pools accommodations near Virginia Beach along with other great amenities.
Do any winter holiday rentals in Virginia Beach have hot tubs?
About 1871 holiday rentals in Virginia Beach boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Virginia Beach?
Yes, there are many luxury places to stay in Virginia Beach for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Virginia Beach with all the best amenities for your next trip.
