Holiday rentals near Chestnut Mountain Resort
We found 687 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near Chestnut Mountain Resort that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, including parking and a TV. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Chestnut Mountain Resort
Showing deals for:27 Feb - 6 Mar
Image gallery for Stay in the villa where the story's etched in stone

9.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Stay in the villa where the story's etched in stone
Benton, WI
13% off
Price is NZ$14,839
for 7 nights, 1 villa
NZ$2,120 per night
includes taxes & fees
Image gallery for Elle & Beck's Second Floor Suite Overlooking Historic Main Street In Galena, IL

10 out of 10, Exceptional, (72 reviews)
Exceptional
(72 reviews)
Elle & Beck's Second Floor Suite Overlooking Historic Main Street In Galena, IL
Galena, IL
17% off
Price is NZ$5,003
for 7 nights, 1 apartment
NZ$715 per night
includes taxes & fees
Image gallery for Galena Getaway: Sauna, Hot Tub, Fire Pit, and Arcade Fun Awaits!

10 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Galena Getaway: Sauna, Hot Tub, Fire Pit, and Arcade Fun Awaits!
Galena, IL
8% off
Price is NZ$8,433
for 7 nights, 1 home
NZ$1,205 per night
includes taxes & fees
Image gallery for New 5-bedroom house at Apple Canyon Lake. 30 minutes from downtown Galena!

10 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
New 5-bedroom house at Apple Canyon Lake. 30 minutes from downtown Galena!
Apple River, IL
16% off
Price is NZ$7,419
for 7 nights, 1 home
NZ$1,060 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chestnut Mountain Resort

Luxury 4br, 4.5 Bath Galena Territory Rental With Hot Tub & Pool Table
Sleeps 10 · 4 bedrooms · 4+ bathrooms
9.8 out of 10
exceptional
(124 reviews)

Charming 4bdrm, WIFI, Screened porch, Wooded
Sleeps 10 · 4 bedrooms · 4+ bathrooms
10 out of 10
exceptional
(8 reviews)

Galena Retreat: Shopping, Owners Club & Skiing!
Sleeps 6 · 2 bedrooms · 2 bathrooms
10 out of 10
exceptional
(38 reviews)

Ranch styled home, in a quiet neighborhood, totally remodeled in 2020.
Sleeps 6 · 2 bedrooms · 1 bathroom
9.6 out of 10
exceptional
(108 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value

































