Apartment
10.0(15 Reviews)
1 Bedroom
4 Guests
Parking
Kitchen
Air Conditioner
Internet
US $197/Night
7 Nights - US $1,380
Hillside Boarding Winter Rentals & Holiday Homes
Discover winter rentals Hillside Boarding - We found 54 exact matches
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Compare Winter Rental in Hillside Boarding
10.0
US $1,129/Night
7 Nights - US $7,901
Cottage
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $581/Night
7 Nights - US $4,066
Apartment
10.0(5 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $144/Night
7 Nights - US $1,008
US $389/Night
7 Nights - US $2,721
House
10.0(3 Reviews)
2 Bedrooms
4 Guests
Hot Tub
Balcony/Terrace- Kitchen
- Air Conditioner
US $280/Night
7 Nights - US $1,958
Apartment
10.0(2 Reviews)
1 Bedroom
3 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $214/Night
7 Nights - US $1,495
Apartment
9.6(12 Reviews)
1 Bedroom
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $197/Night
7 Nights - US $1,380
House
9.2(5 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
Ocean View- Balcony/Terrace
US $327/Night
7 Nights - US $2,288
Cabin
9.0(8 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $204/Night
7 Nights - US $1,428
Apartment
8.6(48 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $171/Night
7 Nights - US $1,194
Apartment
8.6(20 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $231/Night
7 Nights - US $1,615
Apartment
8.6(9 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $169/Night
7 Nights - US $1,180
Apartment
7.2(7 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $167/Night
7 Nights - US $1,171
Apartment
6.0(2 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $249/Night
7 Nights - US $1,740
House
10.0(62 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $452/Night
7 Nights - US $3,164
House
10.0(54 Reviews)
8 Bedrooms
18 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $972/Night
7 Nights - US $6,803
Cabin
10.0(37 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $233/Night
7 Nights - US $1,632
House
10.0(17 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $355/Night
7 Nights - US $2,486
House
10.0(8 Reviews)
5 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $467/Night
7 Nights - US $3,271
House
10.0(5 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $371/Night
7 Nights - US $2,600
House
10.0(4 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $307/Night
7 Nights - US $2,148
Cabin
10.0(3 Reviews)
4 Bedrooms
12 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $442/Night
7 Nights - US $3,091
House
10.0(3 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $260/Night
7 Nights - US $1,819
About Hillside Boarding Winter Rental on Casai.nz
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 54 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 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:
- Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
- Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
- ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks
- Welcome to Skyline Point ~ Beautiful Panoramic view of the Louisville Skyline
- The Something Borrowed Mansion | Ft. Hot Tub!
- 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
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 $428 per night. Casai 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:
- Chic & Historic Apartment ~ 6 Mi to Louisville!
- Pink Pink Pink Brides&Besties
- Peaceful 2-bedroom cottage in the beautiful Floyds Knobs with Hot Tub & Gym
- Comfort and Modern Studio Apartment
See all pet-friendly vacation rentals in Hillside Boarding on Casai.nz
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 Casai.nz shows that there are over 54 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 54 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.
