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38 Houses

Great rentals within 20 miles that match your search

Distance approx 19.3 km from Winter

(5) Excellent 

18

Northwoods Lakeside Blue cabin

Wisconsin / Hayward

Hayward log cabin

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$150

Price per night from

$150

Distance approx 17.46 km from Winter

(1) Excellent 

24

"LITTLE HOUSE ON THE FLAMBEAU"

Wisconsin / Ladysmith

Ladysmith log cabin

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$109

Price per night from

$109

Distance approx 19.3 km from Winter

(11) Very Good 

14

Comfortable Lakeside middle cabin-wireless internet

Wisconsin / Hayward

Hayward log cabin

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly
“Great Time at a Great resort” I highly encourage anyone looking for a quite get away to rent from Scott Wilson. He and his wife were very welcoming and the property is beautiful. While its not a four star resort it has all the amenities of home with
…see more

Price per night from

$150

Price per night from

$150

Distance approx 19.61 km from Winter

9

Two-bedroom Lakeshore Condo Cabin

Wisconsin / Hayward

Hayward log cabin

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$199

Price per night from

$199

Distance approx 13.52 km from Winter

(4) Very Good 

8

Moose Lake, Hayward WI

Wisconsin / Hayward

Hayward cottage

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Ask about pets

Price per night from

$140

Price per night from

$140

Distance approx 12.78 km from Winter

19

Little Dipper

Wisconsin / Ojibwa

Ojibwa condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$133

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$133

Distance approx 18.56 km from Winter

24

Hayward Cabin with Burns Lake Access on 1.7 Acres!

Wisconsin / Hayward

Hayward cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$135

Responds fast!
avg. 9 minutes

Price per night from

$135

Distance approx 18.11 km from Winter

45

Clear Lake Point

Wisconsin / Hayward

Hayward condo

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$424

Responds fast!
avg. 2 hours 16 minutes

Price per night from

$424

Distance approx 17.65 km from Winter

33

Birch Bark Lodge

Wisconsin / Hayward

Hayward condo

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$404

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$404

Distance approx 19.35 km from Winter

(8) Excellent 

19

Lakeside home for year round fun.

Wisconsin / Hayward

Hayward house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly
“Work Hard but don't forget to "Rest Hard"” About three years ago, our daughter-in-law searched the web for a "new place" to try in Hayward to practice for the upcoming Birkie. She came across a website that caught her eye: Cresthill Resort, "Welcomes
…see more

Price per night from

$189

Price per night from

$189

Distance approx 19.3 km from Winter

(10) Very Good 

16

Cozy Lakeside first cabin-wireless internet

Wisconsin / Hayward

Hayward log cabin

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly
“Delightful cabin on the lake experience” We loved it. Kids loved playing with all of the water toys, so did the parents. Kitchen was fully equipped to provide family meals. Loved the look, feel, decor of the cabin. The property was lovely. Hate saying
…see more

Price per night from

$150

Price per night from

$150

Distance approx 19.28 km from Winter

33

Evergreen Beach

Wisconsin / Hayward

Hayward condo

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$519

Responds fast!
avg. 2 hours 30 minutes

Price per night from

$519

Distance approx 19.27 km from Winter

(1) Excellent 

10

Lakeside Cozy 2-story Cottage A with wi-fi

Wisconsin / Hayward

Hayward cottage

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$150

Price per night from

$150

Distance approx 19.27 km from Winter

10

Lakeside Cozy 2-story Cottage B

Wisconsin / Hayward

Hayward cottage

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$150

Price per night from

$150

Distance approx 4.5 km from Winter Show on Map

4

Affordable and comfortable lodging for rent

Wisconsin / Ojibwa

Ojibwa lodge

10 20 2 nights min

  • 10 bedrooms
  • sleeps 20
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$159

Price per night from

$159

Distance approx 17.94 km from Winter

(2) Very Good 

15

Northern Comfort on Lovejoy Lake

Wisconsin / Hayward

Hayward house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$150

Responds fast!
avg. 1 hour 6 minutes

Price per night from

$150

Distance approx 6.98 km from Winter Show on Map

(1) Excellent 

12

Chippewa River Cabin Summer & Winter Getaway

Wisconsin / Ojibwa

Ojibwa house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$175

Price per night from

$175

Distance approx 19.27 km from Winter

(2) Very Good 

11

Spacious Manor House Condo with Fireplace and wi-fi

Wisconsin / Hayward

Hayward house

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$145

Price per night from

$145

Distance approx 18.35 km from Winter

(2) Very Good 

32

Sandys Beach House On Lac Court Oreilles, Inexpensive, Pet Friendly

Wisconsin / Hayward

Hayward lodge

3 12 min stay varies

  • 3 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly

Price per night from

$157

Responds fast!
avg. 2 hours 14 minutes

Price per night from

$157

Distance approx 11 km from Winter

39

Lakefront Hayward Home w/ Fire Pit by Ski Trails!

Wisconsin / Hayward

Hayward house

3 12 min stay varies

  • 3 bedrooms
  • sleeps 12
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$365

Responds fast!
avg. 1 hour 19 minutes

Price per night from

$365

Distance approx 18.63 km from Winter

17

Grand Pines Motel Rooms

Wisconsin / Hayward

Hayward studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$134

Price per night from

$134

Distance approx 18.59 km from Winter

43

3 BEDROOMS • 2 BATHROOM • SLEEPS 10

Wisconsin / Hayward

Hayward house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$413

Price per night from

$413

Distance approx 18.57 km from Winter

40

4 BEDROOMS • 2 BATHROOMS • SLEEPS 14

Wisconsin / Hayward

Hayward house

4 14 min stay varies

  • 4 bedrooms
  • sleeps 14
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$471

Price per night from

$471

Distance approx 18.52 km from Winter

43

3 BEDROOMS • 2 BATHROOM • SLEEPS 6

Wisconsin / Hayward

Hayward house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$297

Price per night from

$297

Distance approx 18.52 km from Winter

38

3 BEDROOMS • 2 BATHROOM • SLEEPS 6 (possible 8 with air mattress)

Wisconsin / Hayward

Hayward house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$297

Price per night from

$297

Distance approx 18.63 km from Winter

17

Grand Pines Motel Rooms

Wisconsin / Hayward

Hayward studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$134

Price per night from

$134

Distance approx 18.63 km from Winter

17

Grand Pines Motel Rooms

Wisconsin / Hayward

Hayward studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$134

Price per night from

$134

Distance approx 18.5 km from Winter

30

3 BEDROOMS • 1.5 BATHROOM • SLEEPS 8

Wisconsin / Hayward

Hayward house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$265

Price per night from

$265

Distance approx 18.63 km from Winter

18

Grand Pines Motel Rooms

Wisconsin / Hayward

Hayward studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$134

Price per night from

$134

Distance approx 18.56 km from Winter

22

Three-bedroom with three queen beds, lake front on Big Round

Wisconsin / Hayward

Hayward house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$265

Price per night from

$265

Distance approx 18.52 km from Winter

32

3 BEDROOMS • 2 BATHROOM • SLEEPS 6

Wisconsin / Hayward

Hayward house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$297

Price per night from

$297

Distance approx 18.62 km from Winter

10

1 ROOM • 1 BATHROOM • SLEEPS 2

Wisconsin / Hayward

Hayward studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$233

Price per night from

$233

Distance approx 18.49 km from Winter

52

Located on Round Lake

Wisconsin / Hayward

Hayward house

3 12 min stay varies

  • 3 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$387

Price per night from

$387

Distance approx 18.48 km from Winter

13

3 BEDROOMS • 2 BATHROOM • SLEEPS 8

Wisconsin / Hayward

Hayward house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$297

Price per night from

$297

Distance approx 18.63 km from Winter

17

Grand Pines Motel Rooms

Wisconsin / Hayward

Hayward studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$134

Price per night from

$134

Distance approx 18.56 km from Winter

41

Two-bedroom with two queen beds, lake front on Big Round

Wisconsin / Hayward

Hayward house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$265

Price per night from

$265

Distance approx 18.63 km from Winter

18

Grand Pines Motel Rooms

Wisconsin / Hayward

Hayward studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$134

Price per night from

$134

Distance approx 18.52 km from Winter

39

3 BEDROOMS • 2 BATHROOM • SLEEPS 6

Wisconsin / Hayward

Hayward house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$297

Price per night from

$297