House
10.0(63 Reviews)
4 Bedrooms
10 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
CA $631/Night
7 Nights - CA $4,419
Hillside Boarding, IN Winter Rentals & Holiday Homes
Discover winter rentals Hillside Boarding - We found 55 exact matches
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Compare Winter Rental in Hillside Boarding
10.0
CA $1,576/Night
7 Nights - CA $11,034
Cottage
2 Bedrooms
4 Guests
- Air Conditioner
Internet
Laundry
Bedding/Linens
CA $811/Night
7 Nights - CA $5,679
House
10.0(56 Reviews)
8 Bedrooms
18 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $1,370/Night
7 Nights - CA $9,589
New
House
3 Bedrooms
7 Guests
View- Internet
Child Friendly
Security/Safety
CA $543/Night
7 Nights - CA $3,800
Cabin
10.0(38 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $354/Night
7 Nights - CA $2,475
House
10.0(17 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $502/Night
7 Nights - CA $3,512
House
10.0(8 Reviews)
5 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $953/Night
7 Nights - CA $6,673
House
10.0(5 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $440/Night
7 Nights - CA $3,077
Apartment
10.0(5 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $208/Night
7 Nights - CA $1,452
New
Cabin
10.0(4 Reviews)
4 Bedrooms
12 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
CA $986/Night
7 Nights - CA $6,905
House
10.0(4 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $402/Night
7 Nights - CA $2,811
House
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $415/Night
7 Nights - CA $2,905
New
House
10.0(1 Review)
4 Bedrooms
8 Guests
Breakfast- Parking
- Balcony/Terrace
- Kitchen
CA $621/Night
7 Nights - CA $4,346
House
9.8(38 Reviews)
3 Bedrooms
15 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $653/Night
7 Nights - CA $4,574
New
House
9.8(19 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $435/Night
7 Nights - CA $3,043
House
9.2(39 Reviews)
3 Bedrooms
7 Guests
- Hot Tub
- Breakfast
- Parking
- Balcony/Terrace
CA $404/Night
7 Nights - CA $2,828
House
9.2(5 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
CA $310/Night
7 Nights - CA $2,170
Cabin
9.0(8 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $283/Night
7 Nights - CA $1,983
Apartment
8.6(48 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
CA $238/Night
7 Nights - CA $1,668
Apartment
8.6(20 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $322/Night
7 Nights - CA $2,255
House
8.0(14 Reviews)
5 Bedrooms
14 Guests
Private Pool- Hot Tub
- Parking
Pool
CA $831/Night
7 Nights - CA $5,815
Apartment
7.4(3 Reviews)
1 Bedroom
3 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
CA $322/Night
7 Nights - CA $2,255
Apartment
7.2(7 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $234/Night
7 Nights - CA $1,635
About Hillside Boarding Winter Rental on BedroomVillas.ca
At BedroomVillas, we feature a wide range of listings for accommodations in Hillside Boarding, IN 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 Hillside Boarding, 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 Hillside Boarding and unlock even more amazing deals. Relax with BedroomVillas.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Hillside Boarding Winter Rentals
What are the top rated Winter Rentals in Hillside Boarding?
There are a lot of options in Hillside Boarding. If you plan on staying in the Hillside Boarding area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Hillside Boarding:
- New! Riverside Cottage | Hot Tub | Hammock
- Binghamton Vestal, main floor, 2bedrooms Private jacuzzi bath.
- The Something Borrowed Mansion | Ft. Hot Tub!
- Historic residence w/laundry, firepit and charm!
- Stunning 4 Bed 2 Bath Spacious Historic Home with Newly Remodeled Basement
- Dog-Friendly Home w/Yard, 6 Mi to Louisville!
- Family Hangout Spot - Yard + Fire Pit + Games
- Colonial Village Retreat 2BR
- NEW LISTING! Charming 2BR Hot Tub Getaway
- Family poolside retreat- 8 mins to Louisville
How much does it cost to rent a place to stay near Hillside Boarding in the wintertime?
The average cost for winter rentals in Hillside Boarding is $438 per night. BedroomVillas.ca has a wide list of great winter places to stay near Hillside Boarding that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Hillside Boarding that allow pets?
Yes, here are the top cottage/chalet rentals in Hillside Boarding that allow you to bring your pet or dog:
- Cozy Cottage on Spring-Centrally Located and 10 mins from downtown Louisville
- Pink Pink Pink Brides&Besties
- Peaceful 2-bedroom cottage in the beautiful Floyds Knobs with Hot Tub & Gym
- Family Friendly, Historic Mansion Row, *5 min from Louisville!*
See all pet-friendly vacation rentals in Hillside Boarding on BedroomVillas.ca
Do you have any winter rentals in Hillside Boarding that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Hillside Boarding to find what works for you.
Are there winter accommodations in Hillside Boarding that have indoor swimming pools?
As of 2026, the data from BedroomVillas.ca shows that there are over 55 private swimming pools or indoor pools accommodations near Hillside Boarding along with other great amenities.
Do any winter holiday rentals in Hillside Boarding have hot tubs?
About 55 holiday rentals in Hillside Boarding boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Hillside Boarding?
Yes, there are many luxury places to stay in Hillside Boarding for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Hillside Boarding with all the best amenities for your next trip.
