Ski Chalet Rentals in Pleasantview Winery, MI: Compare 10+ Sites & Save

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  6.  Pleasantview Winery

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23 Best Ski-Chalet Rentals in Pleasantview Winery (Starting from $232)

HARBOR SPRINGS 3 BEDROOM / 2 BATH COUNTRY CHALET
HARBOR SPRINGS 3 BEDROOM / 2 BATH COUNTRY CHALET
Ski Chalet
Harbor Springs, MI, 49740, United States
1.4k from Pleasantview Winery center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms10 Guests
9.8

Exceptional

53 reviews

$251
Average price / night
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Cozy Chalet Getaway Near The Highlands - Sleeps 8
Cozy Chalet Getaway Near The Highlands - Sleeps 8
Ski Chalet
Harbor Springs, MI, 49740, United States
1.8k from Pleasantview Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$328
Average price / night
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Northern Michigan Getaway:Great Location for Outdoor Vacation!
Northern Michigan Getaway:Great Location for Outdoor Vacation!
Ski Chalet
Harbor Springs, MI, 49740, United States
1.8k from Pleasantview Winery center

Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.8

Exceptional

121 reviews

$244
Average price / night
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Northern Enclosure Lodge - Four Season Retreat
Northern Enclosure Lodge - Four Season Retreat
Ski Chalet
Harbor Springs, MI, 49740, United States
2.0k from Pleasantview Winery center

Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
10.0

Exceptional

146 reviews

$291
Average price / night
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Star Valley Lodge - Harbor Springs / Petoskey Getaway!
Star Valley Lodge - Harbor Springs / Petoskey Getaway!
Ski Chalet
Harbor Springs, MI, 49740, United States
2.1k from Pleasantview Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$534
Average price / night
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Nub's Nob / Highlands area 3-bedroom chalet in Harbor Springs -walk to Nub's Nob
Nub's Nob / Highlands area 3-bedroom chalet in Harbor Springs -walk to Nub's Nob
Ski Chalet
Harbor Springs, MI, 49740, United States
2.1k from Pleasantview Winery center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$482
Average price / night
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Scenic Harbor Springs A-frame Minutes from Nubs & Highlands
Scenic Harbor Springs A-frame Minutes from Nubs & Highlands
Ski Chalet
Harbor Springs, MI, 49740, United States
2.2k from Pleasantview Winery center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$489
Average price / night
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Woodland Lodge - Perfect Family Ski Chalet! Close to Nubs Nob & Boyne!
Woodland Lodge - Perfect Family Ski Chalet! Close to Nubs Nob & Boyne!
Ski Chalet
Harbor Springs, MI, 49740, United States
2.3k from Pleasantview Winery center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$491
Average price / night
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Harbor Springs Escape, renovated chalet that sleeps 6, near Nubs & Boyne.
Harbor Springs Escape, renovated chalet that sleeps 6, near Nubs & Boyne.
Ski Chalet
Harbor Springs, MI, 49740, United States
2.3k from Pleasantview Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$352
Average price / night
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The Reside on Vail features ski in ski out from Nubs Nob private locker room
The Reside on Vail features ski in ski out from Nubs Nob private locker room
Ski Chalet
Harbor Springs, MI, 49740, United States
2.3k from Pleasantview Winery center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.6

Exceptional

125 reviews

$344
Average price / night
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3-bedroom chalet plus XL loft & hot tub,next to NubsNob, sleeps 12
3-bedroom chalet plus XL loft & hot tub,next to NubsNob, sleeps 12
Ski Chalet
Harbor Springs, MI, 49740, United States
2.5k from Pleasantview Winery center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms12 Guests
9.6

Exceptional

8 reviews

$426
Average price / night
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Ski Hills! Nubs Nob! Cute and cozy A-frame. A hidden gem! Great rates.
Ski Hills! Nubs Nob! Cute and cozy A-frame. A hidden gem! Great rates.
Ski Chalet
Harbor Springs, MI, 49740, United States
2.5k from Pleasantview Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

250 reviews

$232
Average price / night
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Beautiful Harbor Springs Chalet minutes to Nub's, Boyne Hlnds, Golf & Mackinaw
Beautiful Harbor Springs Chalet minutes to Nub's, Boyne Hlnds, Golf & Mackinaw
Ski Chalet
Harbor Springs, MI, 49740, United States
2.6k from Pleasantview Winery center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms10 Guests
10.0

Exceptional

103 reviews

$344
Average price / night
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Beautiful Ski Chalet with Sauna near Harbor Springs
Beautiful Ski Chalet with Sauna near Harbor Springs
Ski Chalet
Harbor Springs, MI, 49740, United States
2.7k from Pleasantview Winery center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
9.8

Exceptional

6 reviews

$271
Average price / night
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Charming Year-Round Harbor Springs Chalet: Near Nub's Nob, Golf & Lk Michigan
Charming Year-Round Harbor Springs Chalet: Near Nub's Nob, Golf & Lk Michigan
Ski Chalet
Harbor Springs, MI, 49740, United States
2.7k from Pleasantview Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$768
Average price / night
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Exceptional Chalet near Harbor, Nubs Nob and Boyne Highlands Ski and Golf Resort
Exceptional Chalet near Harbor, Nubs Nob and Boyne Highlands Ski and Golf Resort
Ski Chalet
Harbor Springs, MI, 49740, United States
2.7k from Pleasantview Winery center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms14 Guests
10.0

Exceptional

171 reviews

$608
Average price / night
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Harbor Springs, walking distance, base of Nubs two minutes to Highlands+hot tub.
Harbor Springs, walking distance, base of Nubs two minutes to Highlands+hot tub.
Ski Chalet
Harbor Springs, MI, 49740, United States
2.8k from Pleasantview Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$770
Average price / night
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Harbor Springs Vacation Rental-Thanksgiving open now
Harbor Springs Vacation Rental-Thanksgiving open now
Ski Chalet
Harbor Springs, MI, 49740, United States
2.9k from Pleasantview Winery center

Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms10 Guests
9.6

Exceptional

25 reviews

$247
Average price / night
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Mid Century Modern Ski Chalet Views of Boyne Highlands Next to Nubs Nob Cabin
Mid Century Modern Ski Chalet Views of Boyne Highlands Next to Nubs Nob Cabin
Ski Chalet
Harbor Springs, MI, 49740, United States
2.9k from Pleasantview Winery center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms6 Guests
9.8

Exceptional

95 reviews

$371
Average price / night
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Harbor Springs Lodge, Less then a mile to Nubs/Highlands\nSki,Golf, Hot Tub,
Harbor Springs Lodge, Less then a mile to Nubs/Highlands\nSki,Golf, Hot Tub,
Ski Chalet
Harbor Springs, MI, 49740, United States
3.0k from Pleasantview Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms18 Guests
10.0

Exceptional

1 reviews

$971
Average price / night
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Modern Chalet Retreat in Harbor Springs w/ Fireplace
Modern Chalet Retreat in Harbor Springs w/ Fireplace
Ski Chalet
Harbor Springs, MI, 49740, United States
4.6k from Pleasantview Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave

2 Bedrooms8 Guests
New to Booking
$456
Average price / night
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Awesome Family Vacation Beach and Ski Chalet - Reserve Your Ski Getaway NOW!
Awesome Family Vacation Beach and Ski Chalet - Reserve Your Ski Getaway NOW!
Ski Chalet
Oden, MI, 49764, United States
7.9k from Pleasantview Winery center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
9.8

Exceptional

153 reviews

$347
Average price / night
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Harbor Springs A-frame 5 min from town!
Harbor Springs A-frame 5 min from town!
Ski Chalet
Harbor Springs, MI, 49740, United States
8.1k from Pleasantview Winery center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$345
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Ski-Chalet Rentals in Pleasantview Winery.

Pleasantview Winery Ski-Chalet Rentals on the Map

Frequently Asked Questions

You can explore 23 verified ski chalets in Pleasantview Winery. These include a range of options from catered lodges to self-catered cabins suitable for different group sizes and budgets.

Ski chalet prices in Pleasantview Winery vary depending on the season, location, and level of service. Rates typically start from around $232 per night, with higher prices during peak ski weeks and for premium catered properties.

A catered chalet in Pleasantview Winery usually includes meals prepared by a host, while a self-catered chalet gives you the flexibility to cook your own meals or dine out. The choice depends on whether you prefer convenience or independence during your stay.

Yes, some chalets in Pleasantview Winery offer ski-in/ski-out access, allowing you to reach the slopes directly from the property. Others may be located within a short walk or shuttle ride to the lifts.

Many ski chalets in Pleasantview Winery include wellness amenities such as Wellness Facilities, Fireplace/Heating, and Laundry, which are popular for relaxing after a day on the slopes.

In Pleasantview Winery, some chalets can be booked by the room, while others are available for exclusive use. Shared chalets can be a good option for smaller groups, while full chalet rentals offer more privacy for larger parties.

Some chalet providers offer assistance with arranging lift passes and equipment rentals in advance. Checking the property details or contacting the host can help you organize these services before arrival.