Apartment
10.0(16 Reviews)
3 Bedrooms
7 Guests
Hot Tub
Ocean View
Balcony/Terrace
View
CA $446/Night
7 Nights - CA $3,123
Dover Winter Rentals & Holiday Homes
Discover winter rentals Dover - We found 8 exact matches
- Up-front pricing
- No markup
- Trusted partners
Compare Winter Rental in Dover
10.0
CA $227/Night
7 Nights - CA $1,591
CA $199/Night
7 Nights - CA $1,392
Apartment
9.6(22 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
Breakfast
Parking- Balcony/Terrace
CA $446/Night
7 Nights - CA $3,123
CA $97/Night
7 Nights - CA $680
Apartment
10.0(23 Reviews)
2 Bedrooms
6 Guests
- Parking
Kitchen
Air Conditioner
Internet
CA $284/Night
7 Nights - CA $1,989
CA $129/Night
7 Nights - CA $902
House
3 Bedrooms
7 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $372/Night
7 Nights - CA $2,603
People Visiting Dover Also Like
House
9.6(18 Reviews)
3 Bedrooms
6 Guests
- Air Conditioner
- Internet
Child Friendly
Bedding/Linens
CA $465/Night
7 Nights - CA $3,255
Cabin
5.8(38 Reviews)
18 Bedrooms
10 Guests
Private Pool- Parking
Pool- Balcony/Terrace
CA $78/Night
7 Nights - CA $543
CA $172/Night
7 Nights - CA $1,207
Other
10.0(10 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
CA $528/Night
7 Nights - CA $3,694
New
Apartment
2 Bedrooms
4 Guests
- Parking
- Child Friendly
Sports/Activities
Security/Safety
CA $271/Night
7 Nights - CA $1,895
CA $108/Night
7 Nights - CA $757
House
10.0(18 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $401/Night
7 Nights - CA $2,804
Apartment
4 Bedrooms
11 Guests
Pet Friendly- Child Friendly
- Security/Safety
CA $549/Night
7 Nights - CA $3,847
CA $102/Night
7 Nights - CA $717
Apartment
8.0(1 Review)
1 Bedroom
3 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
CA $421/Night
7 Nights - CA $2,946
CA $196/Night
7 Nights - CA $1,372
Hotel
3.0(461 Reviews)
- Air Conditioner
Wheelchair Accessible- Laundry
TV
CA $94/Night
7 Nights - CA $658
CA $91/Night
7 Nights - CA $635
About Dover Winter Rental on Casai.ca
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 8 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 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:
- Charming 3-bedroom farmhouse with beautiful views.newly decorated.
- 3 Bedroom Minutes to Historic Downtown
- Historic Knox Hotel
- Comfort Inn
- Super Rest Inn
- Econo Lodge Princeton
- Econo Lodge Princeton
- On Main St! Walkable Family Apartment in Princeton
- Walkable Main Street Apartment in Princeton!
- Historical Princeton House and Pet Friendly!
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 $193 per night. Casai 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:
- The Yellowstone in Princeton
- AmericInn by Wyndham Princeton IL
- AmericInn by Wyndham Princeton IL
- The Cottage
- 3 Bedroom Minutes to Historic Downtown
- Econo Lodge Princeton
- Comfort Inn
- Charming 3-bedroom farmhouse with beautiful views.newly decorated.
See all pet-friendly vacation rentals in Dover on Casai.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 Casai.ca shows that there are over 8 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 8 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.
