Winchester Vacation Rentals
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50 rentals in Winchester.
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Winchester Lake House on 900+ acre Turtle Lake Chain
Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
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Lovingly restored, historic home on 160 acres w/ game room & dock!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Secluded lakefront getaway with private dock
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Fully Remodeled Chain Of Lakes Home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 11
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New listing! Spacious, lakefront dream home w/ a deck, firepit, & private dock
Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
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Fully furnished log home in one of northern Wisconsin's last wilderness areas
Rental Home
4 bedrooms
4 bathrooms
Sleeps 15
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Beautiful Executive Lake Home on Peninsula with 657 ft Lake Frontage
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Lake Front Home, Private Pier, On Snowmobile Trail w/ Trailer Parking
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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Lakefront home on Discovery Center grounds w/ dock, kayaks & canoes
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Time to start planning your summer ATV trip!
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
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Northwoods Hideaway On Crystal Clear Private Carlin Lake
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Cozy Cottage on Grand Portage Lake, Right on ATV and Snowmobile Trail!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Newer pet friendly lake home with 4 bedrooms and 3 baths
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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BIRCH BRAE- spectacular house on Big Lake for an amazing Northwoods experience!
Rental Home
7 bedrooms
4 bathrooms
Sleeps 20
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Lakefront home w/ furnished deck, firepit & private dock - dogs OK!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Private & Quaint Cabin in Mercer. Close To Town With Many Northwoods Amenities.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Gorgeous dog-friendly home w/ a full kitchen, outdoor fire pit with lake view
Rental Home
4 bedrooms
5 bathrooms
Sleeps 15
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Private lakefront home w/ boat dock, fireplace, large yard - dogs welcome!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Newly Remodeled Condo on Manitowish Lake With Amazing Lake Views
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 10
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Newly remodeled lake home w/panoramic views & private swimming area
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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Your Up North getaway
Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
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Adorable Remodeled Cabin on Manitowish Lake--Amazing Views!
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Luxury lakefront home w/ private dock, beach access, kayaks & bikes
Rental Home
4 bedrooms
6 bathrooms
Sleeps 14
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Beautiful location with large private dock and in house sauna
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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New listing! Dog-friendly lake home w/ dock, boat, kayaks, a canoe & fireplace!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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Premium Cleaned | Family-friendly getaway w/ sauna, bunkhouse, & private dock -
Rental Home
4 bedrooms
4 bathrooms
Sleeps 14
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Secluded Lakefront House with Heated Garage, 21-Foot Pontoon Boat Included!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
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Welcome to “Mani Bay Chalet”
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
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New listing! Cozy lake cabin with access to lakefront pier & community firepit!
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Beautiful location on Little Star Lake and the 10 lake Manitowish Chain
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Beautiful Lakefront Cabin with a Private Dock, Firepit, and Large Yard!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Cozy Cabin on Manitowish Chain
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Classic Up North Cabin on Big Lake
Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
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New listing! Lakefront home with private dock
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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New listing! Dog-friendly lake home w/private dock/campfire pit/sauna/free WiFi!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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In-town lodge steps from lake, snowmobile trails, fishing, boating, much more!
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Vacation/Fisherman's Cottage
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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New Family Friendly Vacation Home On Presque Isle Chain-Of-Lakes In Northern WI
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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Silent Sport Getaway- only steps away from 50+ miles of bike trails
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Secluded lakefront home on 10 lake chain with private dock and swimming
Rental Home
5 bedrooms
5 bathrooms
Sleeps 18
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New listing! Lakefront home with fireplace, dock, & canoe - dog-friendly!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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North woods retreat.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Luxurious Lakeside Getaway
Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
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Lakefront Cabin #4 The Crappie
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Lakefront Cabin #8 The Musky House
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Lakefront Cabin #5 The Bass
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
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Family-Friendly Lake House ~ No Extra Fees For All 10 Guests ~ EXCELLENT VALUE!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lake Cottage Northern Wisconsin, Mercer
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Semi-Secluded Escape on Bike/Snowmobile Trails - Near Lakes & Town!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Long Lake Rustic Nature Lover Retreat
Rental Home
4 bedrooms
1 bathroom
Sleeps 8
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1
Frequently Asked Questions about Winchester
- Yes, here are some popular vacation rentals in Winchester that have a pool:\n
- \n
- Winchester Lake House on 900+ acre Turtle Lake Chain \n
- Secluded lakefront getaway with private dock \n
- Lovingly restored, historic home on 160 acres w/ game room & dock! \n
- Yes, here are some popular vacation rentals in Winchester that have internet access:\n
- \n
- Lovingly restored, historic home on 160 acres w/ game room & dock! \n
- Winchester Lake House on 900+ acre Turtle Lake Chain \n
- Fully Remodeled Chain Of Lakes Home \n
- The best pet friendly rentals in Winchester are:\n
- \n
- Fully Remodeled Chain Of Lakes Home \n
- Secluded lakefront getaway with private dock \n
- Lovingly restored, historic home on 160 acres w/ game room & dock! \n
- Some of the most popular kid friendly rentals in Winchester are:\n
- \n
- Secluded lakefront getaway with private dock \n
- Lovingly restored, historic home on 160 acres w/ game room & dock! \n
- Winchester Lake House on 900+ acre Turtle Lake Chain \n