Vacation rentals in Winona

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Top-rated vacation rentals in Winona

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cabin in Ironwood

4.95 out of 5 average rating, 407 reviews

The Shell Cabin at Rockhound Hideaway

An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for snowshoeing, skiing, hiking, fishing and everything in between. Take in the views from your back deck, relax around the bonfire, enjoy walk to Lake Superior, hike or snowshoes the North Country Trail to waterfalls or take a day trip to the Porkies. Don't forget to visit Downtown Ironwood and experience its charm for yourself. Amazing star gazing and Northern Lights potential! 420 Friendly for 21&up.

Aug 19 – 26

R1,775 ZAR per night
Guest favorite

Home in Chassell

4.86 out of 5 average rating, 436 reviews

Rustic cabin w/sauna on Portage Lk

Located on Portage Lake in Chassell, MI, near Houghton with quick access to Michigan Tech University, this rustic family cabin is a great place for either an overnight stay or a longer getaway. It provides a great home base for travel in the Keweenaw peninsula! As a 1930s cabin with a sauna on the lake along with a great view, the focus is on the experience! We find guests who truly enjoy our place are flexible with rustic conditions (not looking for Holiday Inn Express) and young at heart!

May 3 – 10

R2,365 ZAR per night
Guest favorite

Guesthouse in Sayner

4.97 out of 5 average rating, 149 reviews

Zen out & Sauna at LandsEndattheEdge Loft!

QUIET, private, zenny retreat! Covered deck in treetops overlooks NHAL state forest wilderness. Ponder a skyline of pines & a plethora of stars! Howling wolves & birdwatching; a vist by Woody, our resident pileated woodpecker sure to stop by. BBQ on the gas grill, sit by firetable, or suhwing! Rustic sauna WIFI FP kitch 2pr snowshoes yaks. 5min to LostCanoe (ice fish), WhiteSand Lakes, Lumberjack/Escanaba StTrl, 30min to Winman bikeTrls. Semi-secluded yet 8mi to BJ restaurants & good coffee!

Jun 23 – 30

R2,357 ZAR per night

Popular amenities for Winona vacation rentals

Other great vacation rentals in Winona

Superhost

Home in Toivola

4.9 out of 5 average rating, 88 reviews

Twin Lakes Recreation Get-a-way

Feb 3 – 10

R10,098 ZAR per night
Guest favorite

Home in Nisula

4.91 out of 5 average rating, 85 reviews

Gateway to fun and adventure

Dec 21 – 28

R2,353 ZAR per night
Guest favorite

Home in Elm River Township

5.0 out of 5 average rating, 10 reviews

Black Barn Lodge

Sep 10 – 17

R3,431 ZAR per night
Guest favorite

Home in Mass City

4.89 out of 5 average rating, 9 reviews

Starry Sky Lodge on peaceful 38 acres-whole house

Apr 6 – 13

R2,119 ZAR per night
Superhost

Cabin in Toivola

5.0 out of 5 average rating, 6 reviews

Boonie No. 3

Sep 15 – 22

R2,936 ZAR per night
Guest favorite

Home in Mass City

4.83 out of 5 average rating, 42 reviews

Bluff View Hideaway

Sep 12 – 19

R1,770 ZAR per night
Guest favorite

Cottage in Pelkie

4.95 out of 5 average rating, 82 reviews

Quiet retreat on 18.5 acres for viewing wildlife.

Sep 23 – 30

R2,701 ZAR per night
Guest favorite

Home in Greenland

4.99 out of 5 average rating, 80 reviews

Cozy U.P. home conveniently located near trails.

Nov 9 – 16

R2,363 ZAR per night
Guest favorite

Home in Pelkie

4.85 out of 5 average rating, 46 reviews

The White Cottage - *Newly Renovated Country Home*

Sep 18 – 25

R2,640 ZAR per night
Guest favorite

Cottage in Toivola

4.88 out of 5 average rating, 26 reviews

Lake Front Lodge on Lake Roland

May 1 – 8

R4,422 ZAR per night
Guest favorite

Home in Greenland Township

4.94 out of 5 average rating, 89 reviews

UP Destination

Sep 27 – Oct 4

R2,500 ZAR per night
Guest favorite

Cabin in Skanee

4.98 out of 5 average rating, 53 reviews

Log Cabin on the Ravine River

Apr 23 – 30

R2,381 ZAR per night

Destinations to explore

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