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Spacious Winter Retreat w/ River Access + Kayaks!

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Winter Vacation Rental | 7BR | 4BA | 6,700 Sq Ft | Stairs Required
Main Living Room | 2-Story House | Central Heating & A/C | In-Unit Laundry
Property Exterior | On-Site River Access | Kayaks | Self Check-In
Main Living Area | 1st Floor | Smart TV | Free WiFi
Living area

Reviews

9.4 out of 10
Exceptional
7 bedrooms5 bathroomsSleeps 30622.5 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill
  • Kitchen

Explore the area

View map
Winter, WI
  • Ojibwa State Park
    ‪3 min drive‬
  • Lake Winter
    ‪13 min drive‬
  • Lake Chippewa
    ‪18 min drive‬

Rooms & beds

7 bedrooms (sleeps 30)

Additional Sleeping (Game Room)

1 Double Sofa Bed

Bedroom 1

2 Queen Beds

Bedroom 2

2 Queen Beds

Bedroom 3

2 Queen Beds

Bedroom 4

2 Queen Beds

Bedroom 5

3 Queen Beds

Bedroom 6

2 Queen Beds

Bedroom 7

1 Queen Bed

5 bathrooms

Full Bathroom

Full Bathroom

Full Bathroom

Full Bathroom

Full Bathroom

Spaces

Deck or patio
Kitchen
Separate dining area

About this property

Spacious Winter Retreat w/ River Access + Kayaks!

Guarantee your next Wisconsin getaway includes plenty of outdoor fun when you book this stunning Winter vacation rental! Boasting 7 bedrooms, 5 bathrooms, and plenty of incredible on-site amenities, ‘O'Malley's Hideaway’ makes the perfect destination for an exciting nature getaway that comfortably accommodates everyone. Take the kayaks out for some time on the water, hold a friendly ping pong or foosball tournament in the house’s game room, or relax around the furnished river-facing deck!

-- THE PROPERTY --

Stocked Game Room | Central Heating & A/C | Smart TVs | 6,700 Sq Ft

Bedroom 1: 2 Queen Beds | Bedroom 2: 2 Queen Beds | Bedroom 3: 2 Queen Beds | Bedroom 4: 2 Queen Beds | Bedroom 5: 3 Queen Beds | Bedroom 6: 2 Queen Beds | Bedroom 7: Queen Bed | Game Room: Queen Sleeper Sofa

INDOOR LIVING: Dining tables, gas fireplace, wet bar, office desk, walk-in closet, walk-in shower, shower/tub combo, ceiling fans, Xbox console, DVD player
GAME ROOM: Pool table, ping pong, foosball, dartboard, board games
OUTDOOR LIVING: On-site river access, 8 kayaks, canoe, private deck, outdoor dining sets, 2 wood-burning fire pits (wood provided), gas grill & flat-top gas grill (propane provided), volleyball court, horseshoes, sandbox, kids playhouse
KITCHEN: Refrigerator, coffee maker, stove/oven, microwave, dishwasher, toaster, toaster oven, Crockpot, blender, dishware & flatware, cooking basics, spices
GENERAL: Keyless entry, self-check-in, free WiFi, washer & dryer, laundry detergent, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryer, life vests
FAQ: Stairs required for access, 1 exterior security camera (facing out), may be critters (remote location)
PARKING: Driveway (10 vehicles), RV/trailer parking allowed on-site

-- THE LOCATION --

CHIPPEWA RIVER (on-site): Boating, kayaking, swimming, fishing
OUTDOORS: Tuscobia State Trail (1 mile), Ojibwa Park (4 miles), Flambeau River State Forest (22 miles)
NEARBY ATTRACTIONS: Barker Lake Golf Course (12 miles), Chippewa Flowage Public Boat Landing (14 miles), Grindstone Creek Casino (26 miles)
AIRPORTS: Rice Lake Regional Airport (61 miles), Minneapolis-Saint Paul International Airport (151 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires 1 step to access from the deck
- NOTE: Due to the remote location, you may see critters or wildlife
- NOTE: Your safety matters. This property features 1 exterior security camera located at the main entrance facing outward. It does not look into any interior spaces. The camera records video and sound when activated by motion

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Winter

Winter is home to this holiday home. While the natural beauty of Ojibwa State Park and Chequamegon National Forest can be enjoyed by anyone, those looking for an activity can head to Barker Lake Golf Course. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with hunting.
Map
Winter, WI

What's nearby

  • Ojibwa State Park - 3 min drive - 2.9 km
  • Lake Winter - 13 min drive - 13.7 km
  • Lake Chippewa - 18 min drive - 12.6 km
  • Lac Courte Oreilles - 44 min drive - 52.7 km
  • Round Lake - 55 min drive - 52.0 km

Restaurants

  • ‪Bottoms Up - ‬11 min drive
  • ‪Patti's On 70 - ‬11 min drive
  • ‪Buckwheats Resort - ‬7 min drive
  • ‪The Rustic Lodge - ‬17 min drive
  • ‪The Blind Pig - ‬11 min drive

Frequently asked questions

Is Spacious Winter Retreat w/ River Access + Kayaks! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Spacious Winter Retreat w/ River Access + Kayaks!?

Check-in begins at 4:00 PM.

What time is check-out at Spacious Winter Retreat w/ River Access + Kayaks!?

Checkout is at 10:00 AM.

Where is Spacious Winter Retreat w/ River Access + Kayaks! located?

Set in Winter, this family-friendly holiday home is within 9 mi (15 km) of Ojibwa State Park, Chequamegon National Forest and Lake Chippewa. Doc Smith Park and Lake Winter are also within 9 miles (15 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 30 reviews
Rating 8 - Good. 5 out of 30 reviews
Rating 6 - Okay. 1 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 1 out of 30 reviews

9.2/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Kong H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, cozy, and a lot of square footage for family fun. Highly recommend for getaway trip
Stayed 2 nights in Aug 2025

10/10 Excellent

Jodie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The stay was perfect for our family reunion. Lots of space for all ages to do different activities. The kayaks, swimming, and firepit were especially enjoyed!
Stayed 3 nights in Aug 2025

10/10 Excellent

Jason F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean cabin and plenty of room for our large family. Large yard for games, relatively gentle slope to the river and shallow area perfect for the kids to enjoy. River also works for tubing for adults. Great Place Great stay!!
Stayed 5 nights in Aug 2025

8/10 Good

Gretchen L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lots of Space

The house had lots of space for everyone to enjoy. Clean/neat property and family friendly!
Stayed 4 nights in Jul 2025

10/10 Excellent

Marie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was great for our extended family get together of 24 people ages 3-adults. Everything was great for a large group - plenty of space on the kitchen counter to prepare and set out meals, a large dining room and a game room that kept all ages entertained. The kayaks and life jackets helped up to take full advantage of the beautiful river as well.
Stayed 3 nights in Jul 2025

10/10 Excellent

Sai L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We had a great family get together at this cabin. It had a lot of amenities. We forgot some things at the cabin and property manager took time to get us back our things.
Stayed 2 nights in May 2025

10/10 Excellent

Brian K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

UTV ride!

Great stay,15 guys on a utv ride
Stayed 3 nights in Jun 2025

8/10 Good

Bonita T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was nice and big for our family. The kids had lots of room to play and keep busy. The beds we not real comfortable and it could use another stove/oven.
Stayed 3 nights in May 2025

10/10 Excellent

Carley G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place!

If you don’t need fancy, but a clean and comfortable place to stay with great outdoor activities, this is your spot! River was part sand/rock, not rushing fast, and kids were able to safely swim and kayak. Kitchen has a ton of crockpots and utensils so no need to bring those! Communication with host was impeccable! Bar and game room allowed for us to spread out indoors with 30 guests. Already booked for next summer!
Stayed 4 nights in Jun 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

Place was how describe, nice and comfortable stay with plenty of space for everyone!
Stayed 2 nights in Aug 2024

10/10 Excellent

ShaluChandran V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

5 Stars – Wonderful Stay!

We had an amazing experience at this beautiful property! We were a group of 8 families, including 7 kids, and the space was absolutely perfect for us. The property was clean, spacious, and very well maintained, offering plenty of room for everyone to relax and enjoy.The kids had a fantastic time, and it was great to have a setting that allowed both kids and adults to have fun together. The host was extremely kind and responsive, making sure we had everything we needed for a comfortable stay.We highly recommend this property to anyone looking for a welcoming and well-equipped place for a family gathering or group getaway. We would definitely love to come back!
Stayed 2 nights in Apr 2025

10/10 Excellent

Jack S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot!

Perfect cabin in the woods! Has a great scenic spot on the river and plenty of space for guests. Awesome game room and bar area as advertised. Teresa was a great host and was very helpful throughout the process. Would definitely come back!
Stayed 3 nights in Feb 2025

10/10 Excellent

Hiroshi V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family time

Great place and own is easy to work with. Love the place.
Stayed 3 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Fue

house in winter

The house was beautiful, with a big yard perfect for our family photoshoot. Everything was nice, and my family and i had a wonderful stay.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Fue

house in winter

The house was beautiful, with a big yard perfect for our family photoshoot. Everything was nice, and my family and i had a wonderful stay.

10/10 Excellent

Muruganandham C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice remote location to stay for family and children

Nice remote location to stay for family and children with activities to do over the long weekend However those who come from downtown or suburbs make sure you come with cooking items , less variety of chain restaurants near by . Also had wonderful local coffee shops near by
Stayed 3 nights in Aug 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall UTV ride

This has been the second year we’ve been here. It’s a great place for a large group with plenty of space for everyone! This will continue to be our go to spot for years to come!
Stayed 3 nights in Sep 2024

10/10 Excellent

Lisien M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nochebuena Maravillosa!

Una estancia maravillosa con todas las comodidades y el espacio que rodea la casa perfecto para disfrutar. Fue una excelente opción para celebrar el cumpleaños de Jesús.
Stayed 2 nights in Dec 2023

8/10 Good

Sambhav s.

Liked: Cleanliness, check-in, location, listing accuracy

Great stay!

Lovely property, well maintained. Well stocked with games and other accessories
Stayed 3 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Anna

Great location for families!

We had a great time here! It was so nice to have all our family stay together with so many different activities to keep the kids active & interested. We used the kayaks, swam in the slow moving river (just be aware there are river rocks on the bottom that can make it difficult to walk on), did puzzles, grilled, played pool, ping pong tournament & karaoke on the stage! Would definitely consider coming back!

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall side by side trip

Great place! Lots of room for large group. We had 20 of us and had plenty of room. Perfect driveway for space for trucks and trailers. We will be booking again for our next years trip!
Stayed 2 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Karthikeyan

Perfect Winter Getaway at O'Malley Hideaway

We had an amazing stay at O’Malley Hideaway in Winter, WI. This cabin is massive, offering plenty of space for our group of 14 adults and 14 kids. Every room was spacious and comfortable. The full bar setup was perfect for our gatherings, and the game room was a highlight—with a high-end billiards table, foosball, and table tennis. It’s the perfect cabin for winter, with more than enough room to relax and have fun without needing to leave the property.Winter itself is a charming town with a beautiful downtown area, a large grocery store, and great local bars. Our host, Teresa, was fantastic—she was quick to respond and made sure we had everything we needed for a seamless stay. Highly recommend!
This review comes from a trusted partner site and has not been verified.

8/10 Good

Jeffrey and Liz

Worked well

Wonderful owners.Large and plenty to do. Deck and bar popular, game room very good location for pictures. Many freezers, refrigerators.Upstairs bedrooms a bit warm, but it was HOT out.Could use a bit of fixing and fresh paint. Everyone really enjoyed it and had a wonderful time! Would recommend.

10/10 Excellent

Evan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great gathering place

This was a great place to stay for a group of friends. The game room and bar area was a lot of fun. The property manager responded very quickly and was easy to work with. My only critique is that the kitchen area could use a bit of filling out, with effectively no consumables or spices available and an odd scattering of kitchen tools/pans, with heavy wear.
Stayed 3 nights in Feb 2024

2/10 Terrible

Rajeev G., Eagan

Liked: Check-in, communication, location
Disliked: Cleanliness

Not clean and fly issues

The property has not been cleaned properly and also have lot of flies (dead and alive)and ladybugs inside the property. We even saw mouse inside the house. The owners were good with communication and allowed us to late checkout by couple of hours. But overall I would not recommend the property.
Stayed 3 nights in Nov 2023

About the host

Hosted by Evolve

Host profile image

Languages:

English, French, German, Spanish