House
10.0(86 Reviews)
2 Bedrooms
4 Guests
Ocean View
Balcony/Terrace
View
Kitchen
CA $445/Night
7 Nights - CA $3,117
Dover Winter Rentals & Holiday Homes
Discover winter rentals Dover - We found 118 exact matches
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Compare Winter Rental in Dover
10.0
House
9.2(7 Reviews)
3 Bedrooms
6 Guests
Oceanfront
Parking- Ocean View
- Balcony/Terrace
CA $354/Night
7 Nights - CA $2,480
Bed & Breakfast
10.0(132 Reviews)
1 Bedroom
Breakfast- Parking
- Balcony/Terrace
- Kitchen
CA $313/Night
7 Nights - CA $2,188
House
10.0(71 Reviews)
2 Bedrooms
7 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $681/Night
7 Nights - CA $4,764
House
1.0(2 Reviews)
1 Bedroom
3 Guests
Hot Tub- Breakfast
- Parking
- Balcony/Terrace
CA $166/Night
7 Nights - CA $1,163
Bed & Breakfast
10.0(1 Review)
1 Bedroom
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
CA $539/Night
7 Nights - CA $3,775
House
3 Bedrooms
9 Guests
- Parking
- Balcony/Terrace
- View
Air Conditioner
CA $657/Night
7 Nights - CA $4,602
House
9.8(58 Reviews)
2 Bedrooms
7 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $219/Night
7 Nights - CA $1,532
CA $153/Night
7 Nights - CA $1,070
Cottage
9.6(192 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $635/Night
7 Nights - CA $4,445
Hotel
9.3(163 Reviews)
Private Pool- Oceanfront
- Parking
Pool
CA $277/Night
7 Nights - CA $1,936
Cottage
9.6(10 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $545/Night
7 Nights - CA $3,817
Hotel
8.7(272 Reviews)
- Oceanfront
- Breakfast
- Parking
- Pool
CA $179/Night
7 Nights - CA $1,249
Cottage
9.4(86 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $459/Night
7 Nights - CA $3,213
House
9.4(3 Reviews)
1 Bedroom
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
CA $830/Night
7 Nights - CA $5,807
Cottage
9.0(149 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $533/Night
7 Nights - CA $3,731
Bed & Breakfast
1 Bedroom
7 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
CA $881/Night
7 Nights - CA $6,166
New
House
1 Bedroom
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $470/Night
7 Nights - CA $3,291
Bed & Breakfast
1 Bedroom
2 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
CA $417/Night
7 Nights - CA $2,922
Bed & Breakfast
1 Bedroom
2 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
CA $417/Night
7 Nights - CA $2,918
Cabin
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
Internet
CA $283/Night
7 Nights - CA $1,982
CA $135/Night
7 Nights - CA $945
House
1 Bedroom
3 Guests
- Parking
Spa- Balcony/Terrace
- Kitchen
CA $126/Night
7 Nights - CA $882
New
Cabin
1 Bedroom
1 Guest
- Air Conditioner
Pet Friendly
Child Friendly
Bedding/Linens
CA $264/Night
7 Nights - CA $1,846
About Dover Winter Rental on BedroomVillas.ca
At BedroomVillas, we feature a wide range of listings for accommodations in Dover, DE 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 Dover, 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 Dover and unlock even more amazing deals. Relax with BedroomVillas.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Dover Winter Rentals
What are the top rated Winter Rentals in Dover?
There are a lot of options in Dover. If you plan on staying in the Dover area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Dover:
- 3BR/4BA Beach Front Property with Spectacular Water Views from Every Room!
- Waterfront nature-lover's retreat on wildlife refuge in Prime Hook Beach
- Secluded Beach home with amazing views.
- Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!
- Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
- Hidden Gem, Relax,Water Views, Covered Deck Breezes Elevator &HotTub&Turf Fields
- Green Street Coastal Retreat
- Quiet Peaceful 4 Bedroom 2½ Bath home on a Cul-da-sac
- Oceanview Riverfront retreat w/hot tub and private dock! - 10 min from DE Turf
- Sleeps 12. Near Bowers Beach, DE Turf, Speedway, AF Base, Casino. New Listing!
How much does it cost to rent a place to stay near Dover in the wintertime?
The average cost for winter rentals in Dover is $430 per night. BedroomVillas.ca has a wide list of great winter places to stay near Dover that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Dover that allow pets?
Yes, here are the top cottage/chalet rentals in Dover that allow you to bring your pet or dog:
- Slaughter Beach Renovated 2023 Wonderful Views Beach Front, Fenced area for Pets
- 8 Mi to Dover Motor Speedway! Dog-Friendly Retreat
- The Towers Bed & Breakfast
- Primehaven- A wonderful retreat in this unique bayside village!
See all pet-friendly vacation rentals in Dover on BedroomVillas.ca
Do you have any winter rentals in Dover that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Dover to find what works for you.
Are there winter accommodations in Dover that have indoor swimming pools?
As of 2026, the data from BedroomVillas.ca shows that there are over 118 private swimming pools or indoor pools accommodations near Dover along with other great amenities.
Do any winter holiday rentals in Dover have hot tubs?
About 118 holiday rentals in Dover boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Dover?
Yes, there are many luxury places to stay in Dover for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Dover with all the best amenities for your next trip.
