Winter Park Villas - Vacation Rentals in Great Bear Lake
Cottage
9.4
(
125 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1100 ft²
-
Hot Tub -
Parking -
Balcony/Terrace -
View
US $245
/Night
7 Nights - $1,717
House
3 Bedrooms
2 Bathrooms
8 Guests
1485.42 ft²
-
Parking
-
Air Conditioner -
Internet -
Pet Friendly
US $649
/Night
7 Nights - $4,544
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Kitchen -
Air Conditioner
-
Internet
US $710
/Night
7 Nights - $4,973
House
10.0
(
49 Reviews
)
5 Bedrooms
3 Bathrooms
20 Guests
3000 ft²
-
Oceanfront -
Parking
-
Ocean View -
Balcony/Terrace
US $1,734
/Night
7 Nights - $12,138
House
2 Bedrooms
1 Bathroom
7 Guests
1496.18 ft²
-
Parking
-
View
-
Internet
-
Sports/Activities
US $468
/Night
7 Nights - $3,278
Cabin
9.4
(
109 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $209
/Night
7 Nights - $1,466
House
10.0
(
41 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
2200 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $466
/Night
7 Nights - $3,263
House
2 Bedrooms
1 Bathroom
6 Guests
1496.18 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $468
/Night
7 Nights - $3,278
House
10.0
(
40 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
2649 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $837
/Night
7 Nights - $5,859
House
10.0
(
37 Reviews
)
3 Bedrooms
4 Bathrooms
10 Guests
2200 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $451
/Night
7 Nights - $3,160
Cottage
10.0
(
14 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $397
/Night
7 Nights - $2,778
New
House
10.0
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $400
/Night
7 Nights - $2,803
House
10.0
(
8 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1248 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $360
/Night
7 Nights - $2,523
House
10.0
(
6 Reviews
)
4 Bedrooms
2 Bathrooms
14 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
US $405
/Night
7 Nights - $2,832
New
House
10.0
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $525
/Night
7 Nights - $3,676
Cottage
10.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
680 ft²
-
Parking
-
Ocean View
-
View
-
Kitchen
US $322
/Night
7 Nights - $2,252
House
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1500 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $584
/Night
7 Nights - $4,091
House
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
20 Guests
4000 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $799
/Night
7 Nights - $5,596
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
11 Guests
1780 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $465
/Night
7 Nights - $3,253
House
10.0
(
1 Review
)
5 Bedrooms
3 Bathrooms
14 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $744
/Night
7 Nights - $5,208
House
9.8
(
97 Reviews
)
4 Bedrooms
3 Bathrooms
13 Guests
3000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $420
/Night
7 Nights - $2,939
House
9.8
(
31 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $388
/Night
7 Nights - $2,716
House
9.8
(
28 Reviews
)
5 Bedrooms
2 Bathrooms
16 Guests
2800 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $836
/Night
7 Nights - $5,850
House
9.8
(
22 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $270
/Night
7 Nights - $1,893
★ Pro Tip: Winterparkvillas makes it easy to compare the best listings on Winterparkvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winterparkvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Great Bear Lake.
Weather in Great Bear Lake
View the weather forecast for Great Bear Lake before booking your Great Bear Lake Vacation Rentals to confirm your best time to go.
December - February
High 39°F Low 13°F
March - May
High 66°F Low 22°F
June - August
High 81°F Low 53°F
September - November
High 76°F Low 27°F
Great Bear Lake Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Great Bear Lake?
There are a lot of options in Great Bear Lake. If you plan on staying in the Great Bear Lake area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Great Bear Lake:
- Memories In Michigan- Beautiful 4-Season Secluded Lake Home on 7+ Acres
- Large Lakehouse w Private Beach~Hot Tub~Tiki Hut~Game Rm~Gym~Mini-Golf~Dogs OK!
- Best Lake in Southwest Michigan! Pontoon Boat included. Private beach frontage.
- Sweet Lake House! Updated 5BR Lake Home, Close to Lake Michigan, Beaches, Skiing
- Great Bear Lake Home w/Private Dock & Fire Pit!
- Winter Ski Lodge : Summer Lake life & Pickleball
- Luxury Lakefront Family Retreat | Pool, Pickleball, Hot Tub, Guest House & More
- Lux Historic Schoolhouse with Hot Tub.
- Shore Haven: Fall Silver Lake Retreat | Lakefront + Firepit + Pool Table
- Breathe & Unwind: Secluded Cabin 2BR- Near South Haven
How many vacation rentals are available in Great Bear Lake?
Currently, the total number of properties listed in 2026 is over 80 in the Great Bear Lake area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Great Bear Lake.
