Entire home

The Lakeside - Hot Tub, Dog Friendly, Trail Acces - Pontoon Rental - On Lake Winter

Lakefront holiday home with kitchen and balcony

Photo gallery for The Lakeside - Hot Tub, Dog Friendly, Trail Acces - Pontoon Rental - On Lake Winter

Lake Winter with Dock and Swimming Area
Exterior
Spacious Kitchen
Welcome to The Lakeside in Winter
Lake Winter

Reviews

8.0 out of 10
Very good
4 bedrooms1+ bathroomSleeps 82152.8 sq ft

Popular amenities

  • Hot tub
  • Parking available
  • Pet-friendly
  • Dryer
  • Washer
  • Fireplace

Explore the area

View in a map
Winter, WI
  • Place, Lake Winter
    ‪1 min drive‬
  • Place, Winter Town Hall
    ‪4 min drive‬
  • Place, Lake Chippewa
    ‪27 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Single Bunk Bed and 1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Bathroom 1

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

The Lakeside - Hot Tub, Dog Friendly, Trail Acces - Pontoon Rental - On Lake Winter

Discover `The Lakeside` on Lake Winter! Perfect for 8 guests across 4 bedrooms, this retreat is your ideal escape. Unwind in the hot tub, fish from the dock, or lounge on the wrap-around deck. With direct access to the Tuscobia Trail, it`s a haven for outdoor enthusiasts. Pontoon rental available for exploring the waters. Spacious interiors and ample parking ensure a comfortable stay for families and friends. Book now for an unforgettable lakeside getaway in Wisconsin!



This home truly has room for your family to spread out and enjoy. The Lake Side property, once one of only a few original cabins on Lake Winter, now revived for todays standards.



The kitchen is fully stocked with appliances; including a gas stove top, electric hot plate, oven, microwave, and dishwasher. The kitchen has a Keurig Duo, hand mixer, blender and more!



Dinning room includes large table with seating for 8. Dishes are stocked and provided for you to cook a family meal.



The living room opens up to allow seating for 8 with sectional couch. A 55` smart TV with Roku that is WIFI ready, and allows you to log into all of your favorite streaming channels/apps. DVD player for rainy days or kids movies of your own. Complimentary WI-FI for guests to use or work.



There is a Laundry room off the entry way with standard size washer and dryer. Please bring your own detergent and dryer sheets.



There is no parking indoor for any kind of vehicles.



Wrap around deck with an outdoor dining table with 6 chairs. A propane grill and a firepit area with additional seating to gather around the campfire. During summer months, guests can enjoy complimentary use of our 2 kayaks and 1 stand up paddle board on the lake. Hot tub off of the basement patio door. (Open year round) that fits up to 5 adults or kids for guests to enjoy. There is no stairs down to the lake from the yard. However there is a flight of stairs off the back deck of the home to get down to the yard / lake as well as off the front door down to the driveway. The basement door does walk out to the yard and is also only 20 feet away from the lake and dock.



Plus, enhance your stay by renting our pontoon for endless lake adventures! Contact the hosts to arrange pontoon rental at affordable rates: $125 per day or $575 per week. Please note, a $500 damage deposit will be held. Guests born on or after January 1, 1989, must have a WI boater license to operate the pontoon.



This 3 story home has central air and heating through out.

Primary Bedroom - 1 King Bed with attached shared Bathroom. Sitting area with gas fireplace, and attached private balcony.

Second Bedroom - 1 Queen bed

Third Bedroom - 1 Full Bed

Four Bedroom – 1 Twin bunk bed and a queen bed in the same room.

Full Bathroom on upper level, half bath on main level.



NOTE- This home is for family vacations and small friend group get togethers and is in an exclusive neighborhood. It is not to be used as a party home. You must be 25 or older to rent this home. It is only through your responsible actions that we can continue to offer this private home as a rental. Please respect our home and take good care of it.



ITEMS PROVIDED. Landlord shall provide all bedding, full kitchen accessories, hand and dishwasher soap, fire pit, propane grill. During summer months, guests can enjoy complimentary use of our 2 kayaks and 1 stand up paddle board on the lake.



ITEMS NOT PROVIDED. The Guest shall be responsible for providing the following, but not limited, items: BRING YOUR OWN BATH TOWELS AND HAND / WASH CLOTHS, beach towels, bodywash and hair shampoo, laundry detergent and fabric softener (needed only if you plan to wash clothes at the premises), firewood (if you want to have a bonfire and something to light the fire with), one propane tank onsite for the grill, yard toys (like volleyball, frisbees, soccer ball, softball and bat, football to play catch with), DVD`s for a rainy day, and board games. It is also understood that there is not a landline telephone at the premises.



Waterfront / Hot Tub: Warning! No lifeguard on duty, swim at your own risk.



IMPORTANT: You can rest easy knowing your space is covered with $3,000 In `All-Risk` Damage Protection. Although rare, accidental damage from guests does happen. Traditionally, this was managed via a security deposit or vacation rental damage insurance purchased by the guest. Both are cumbersome and often have big limitations in protection. With `all-risk` protection, all accidental damage from guests is covered unless it`s specifically excluded such as, but not limited to, normal wear and tear, infestation, or prior damage. Pet damages will be invoiced to the guest if damages is above our pet fee of 125$. Guest is fully responsible for their pet while staying with us.

Relax and Enjoy your Stay: It`s Vacation time, so enjoy it with the peace of mind knowing that if an accident happens and damage occurs, you are protected under Waivo!



DOG FRIENDLY

We LOVE dogs and we want our guests to enjoy their vacation with the whole family, including the furry members :-) That being said, please be mindful of whether our home is appropriate for your dog. We do charge a 125$ non refundable pet fee per stay.

We may not be the vacation rental for you if your dog:

*Consider barking to be a favorite pastime;

*Chew things other than bones;

*Like to visit the neighbors unsupervised (we do not have a fenced-in yard), and/or;

*Use the house as a bathroom.



Please bring all needed dog items with you, we allow up to two (2) 65 lbs dog. We ask that your dog be supervised when at the cabin and crated when you are not. Also, it should not need to be said (but unfortunately needs to be, as we have had guests leave enough surprises for us), but PLEASE pick up after your dogs!! It is NOT the responsibility of our cleaners. There is a small fenced in area off the side of the home for pets. Pet damages will be invoiced to the guest if damages is above our pet fee of 125$. Guest is fully responsible for their pet while staying with us.



No life guard on duty, swim at your own risk, no diving off the dock.

About the lake: Winter Lake (Price Flowage) is a 733 acre lake located in Sawyer County. It has a maximum depth of 22 feet. Visitors have access to the lake from public boat landings. Fish include Musky, Panfish, Largemouth Bass, Smallmouth Bass and Walleye.



This house is professionally managed by 1919 Properties LLC. We look forward to welcoming you to The Lakeside in Winter.



The first 50% of your reservation total will be charged at the time of booking.



The second 50% of your reservation will be charged sixty (60) days prior to your check in.



We have a security camera on the property which serves to monitor the dumpster. Camera faces out from the house to see the dumpster at the end of the driveway. It will be on during your stay.

Add dates for prices

Amenities

Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
DOG FRIENDLY We LOVE dogs and we want our guests
default

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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

A car is recommended for transport to and from this property

About the area

Winter

Located in Winter, this holiday home is in a rural area and on the waterfront. While the natural beauty of Ojibwa State Park and Lake Winter can be enjoyed by anyone, those looking for an activity can head to Barker Lake Golf Course. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Winter, WI

What's nearby

  • Lake Winter - 1 min drive - 0.0 km
  • Winter Town Hall - 4 min drive - 2.9 km
  • Winter Public Library - 5 min drive - 3.3 km
  • South Barber Lake - 18 min drive - 15.5 km
  • Lake Chippewa - 27 min drive - 19.1 km

Restaurants

  • ‪Johanson's - ‬14 min drive
  • ‪Patti's On 70 - ‬6 min drive
  • ‪Bottoms Up - ‬5 min drive
  • ‪The Blind Pig - ‬5 min drive
  • ‪The Rustic Lodge - ‬11 min drive

Frequently asked questions

Is The Lakeside Hot Tub Trail Acc pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at The Lakeside Hot Tub Trail Acc?

Check-in begins at 3:00 PM.

What time is check-out at The Lakeside Hot Tub Trail Acc?

Checkout is at 10:00 AM.

Where is The Lakeside Hot Tub Trail Acc located?

Situated on the waterfront, this holiday home is steps from Lake Winter and within 3 mi (5 km) of Winter Town Hall and Winter Public Library. Doc Smith Park is 2.2 mi (3.5 km) away.

Reviews

8.0

Very good

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. 0 out of 1 reviews
Rating 8 - Good. 1 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

8.0/10

Location

10/10

Listing accuracy

Reviews

8/10 Good

Clare L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Aug 2025

About the host

Hosted by Briar & Patrick - 1919 Properties

Host profile image
As dedicated hosts, business partners Patrick and Briar bring combined hotel experience, property management expertise and a passion for travel to your next stay. We're committed to providing a flawless stay, prioritizing your comfort and creating memorable experiences for our guests.

We pride ourselves on attention to detail and are always available to answer any questions you may have. We look forward to hosting your next stay!

Languages:

English