Cottage holiday rentals in Winnebago County

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Popular amenities for Winnebago County cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Wautoma
5 out of 5 average rating, 14 reviews

Lakeside Living-Sleeps 17-Wautoma

JoelRating, 5 stars1 week ago
great stay and hosts were easy to communicate with. Thankful for our time together as a family at this beautiful location.
Superhost
Cottage in Neshkoro
4.8 out of 5 average rating, 35 reviews

CJ's Cozy Cottage

JoséRating, 5 stars2 months ago
We had an amazing stay at this peaceful cabin in the nature. The location was incredibly quiet and relaxing — the perfect escape from the city. The hot tub was a dream, especially at night under the stars, and the smoker was top-notch for preparing delicious BBQ. The cabin was spotless and everything was easy to find. The kitchen was fully stocked with everything you could need, including thoughtful extras for BBQ supplies. You can tell the hosts really put care into every detail. Highly recommend this place for anyone looking to unwind and enjoy the beauty of nature with all the comforts of home — and then some!
Cottage in Campbellsport
4.88 out of 5 average rating, 17 reviews

Colorful Cottage w/ Hot Tub - Steps to Long Lake!

LauraRating, 5 stars11 months ago
This was a charming and unique place. The grounds are really lovely. It's right on the main road that runs alongside the lake, but we never heard any traffic. Plenty of parking in the driveway, nice size, fully equipped kitchen, and the owner proactively texted me to invite any questions I might have. Easy, manageable checkout tasks. The restaurants right down the street were really good! There isn't a grocery store nearby, but we brought everything we would need so not an issue.
Guest favourite
Cottage in Neshkoro
4.96 out of 5 average rating, 190 reviews

Nostalgic Lakehouse with Ferry Pontoon & Hot Tub

KayleighRating, 5 stars2 weeks ago
This cabin felt super cozy right off the bat. The interior was warm and welcoming. It felt super comfortable/nostalgic. We brought our pups along on this trip and went on the boat to fish all day. It was wonderful & relaxing, with lots of great fish! It was exactly what we were looking for. The cabin was really clean! I had brought our own throw blankets to cover the furniture to make our pups feel more at home. But didn’t need to, they had a bunch of their own to share as well. There wasn’t any pups next door if that is something you’re concerned about. Everyone was super friendly on the lake which was pretty great. Definitely will be coming back again.
Top Guest favourite
Cottage in Wild Rose
5 out of 5 average rating, 60 reviews

Lake Life, Fire Nights, Hot Tub Vibes

MollyRating, 5 stars3 days ago
Blue Pearl was bliss. The moment we arrived we were able to relax, get our suits on, and paddle away. The lake is peaceful and the amenities support the use of it and the overall property. The hot tub was a treat in the evenings and on the rainy day. Becky was friendly and responsive. We will be back!!

Pet-friendly cottage rentals

Guest favourite
Cottage in Waupaca
5 out of 5 average rating, 6 reviews

Lakefront Cottage with Sandy Shore & Sunset Views

AprilRating, 5 stars1 week ago
We loved the cottage. Started our Vacay out at a waterpark in the Dells. So this was a nice treat to come to the cottage and just relax. Alicia was very helpful with information and always got back to me quickly with any questions I had. The lake is Just big enough and crystal clear. The cottage had everything we needed to enjoy the lake from kayaks to paddle boards to a paddle boat. The cottage was cute and quaint, clean, and had everything we needed for our stay. Next time we come, we will bring our pups.
Cottage in Waupaca
4.57 out of 5 average rating, 7 reviews

Cheerful waterfront cottage right on Taylor Lake

CarolRating, 5 stars11 months ago
My family had a wonderful stay at Will's cottage. The house was spotlessly clean. The yard was fun for my grandkids and we had plenty of room to eat most of our meals outside. Furniture and beds were comfy. The kitchen was well stocked with everything we needed for meals. We liked the location and enjoyed the live music across the lake. It was nice to be on a no wake lake where we didn't need to worry about speed boats when the kids were swimming. We would love to come back next year.
Cottage in Wautoma
4.83 out of 5 average rating, 12 reviews

Cozy 3 bedroom lakefront cottage, close to skiing

DanaRating, 5 stars10 months ago
What a treasure this quaint family cottage on the hill was! The views and vibe were exactly what we needed to take a deep breath and reset. It was apparent that the family has enjoyed this spot for the over 50 years Lindsay said it had been in their family. We are thankful to have had the opportunity to rent it and make some memories. Our son and pooch LOVED using the paddleboard and cool swim raft from nearly the time we got there to the time we left The water and sand were gorgeous! My husband also caught a really great fish right off the pier. I loved that I could watch all the action from the elevated porch right off the bedroom in a comfy chair with coffee (or wine) in hand. The 44 steps back up from the lake were a good workout too lol. Would definitely stay here again! Thanks Lindsay and family!
Superhost
Cottage in Markesan
4.82 out of 5 average rating, 103 reviews

Cottage on the Pond - Big Green Lake

SarahRating, 5 stars2 months ago
It’s just such a peaceful relaxing place to be. I just makes you feel at home.
Superhost
Cottage in Wautoma
4.81 out of 5 average rating, 64 reviews

Up North Lake Escape

BradRating, 5 stars7 months ago
Was a short stay and really wasn’t at the cabin for any amount of time did what we needed it to do would stay again
Superhost
Cottage in Waupaca
4.77 out of 5 average rating, 73 reviews

The "Chain" Reaction Retreat

TinaRating, 5 stars1 month ago
it was everything we expected and more!!! We had an amazing time and felt right at home.. if we had any questions or problems all we had to do was ask ... Thank you!!!!
Superhost
Cottage in Fremont
4.75 out of 5 average rating, 32 reviews

Lana's Lodge

TracieRating, 5 stars1 week ago
Very comfortable place in a great location on the Wolf River.
Guest favourite
Cottage in Fremont
5 out of 5 average rating, 21 reviews

Kickback~Boat~Fish~Relax | Lake Poygan Fremont WI

CurtRating, 5 stars10 months ago
The Farmhouse was great for our purposes. We gathered for a 50th wedding anniversary & had local family & friends visiting us in the evenings & relaxing on the deck. The yard to the channel water edge is HUGE and great for kids & yard games. (provided) Kayaks are available but we didn't get to use them. While on a County road it is a quiet neighborhood and quite peaceful. A large dining table and seating for 8 next to a comfy large living room and adjoining smaller living room were great for relaxing while others watched the Olympics. The kitchen looked out on the deck & the lawn & was fully equipped. We enjoyed our 5 days here.

Private cottage rentals

Superhost
Cottage in Oshkosh
4.68 out of 5 average rating, 77 reviews

Kalbus Cottage Lake Winnebago

LynnRating, 5 stars1 week ago
Beautiful surroundings! Loved being on the lake! Sweet little cottage was just right for my brother and I. Had everything we needed! Serenity!
Superhost
Cottage in Neenah
4.67 out of 5 average rating, 3 reviews

Cute cottage in town!

HiltonRating, 5 stars23 months ago
We really enjoyed our stay! The place we were supposed to stay was canceled last minute and we had to find somewhere to stay quickly. Tamara was very responsive and helped us as soon as I contacted her. She was very kind and helpful during our trip! 5/5 recommend!
Guest favourite
Cottage in Neenah
4.94 out of 5 average rating, 479 reviews

Lake Life, year round hot tub!

HeatherRating, 5 stars2 weeks ago
We stayed for three nights and enjoyed our selves very much! Pros about staying: Full Kitchen - I had everything I needed to cook and serve. Seasoning and sauces available too Coffee Bar - Had a cute coffee area with flavors, teas, coffee, big comfy cups and more Hot Tub - Clean, comfy, private.. loved it! Lake View - Beautiful Views, easy access to the lake. gorgeous sunrises and sunsets that you can look at through the large windows or the patio. Clean - Very Clean home! Bedrooms - Large bedrooms with closet space to put your clothing in. Ceiling fans in each room. Cot and a pack and play available. Comfy soft beds with plenty of pillows and blankets Dining - table for 8 and a kitchen island that seats 6 Entertainment - Plenty of board games Communication - he sent us "how to" videos on how to use the fire pit and hot tub - genius if you ask me! Appliances - Great, clean washer and dryer and Dish washer. Air Conditioner was easy to use and access. Shower - water pressure was great!
Guest favourite
Cottage in Winneconne
5 out of 5 average rating, 19 reviews

Quaint Channel Cottage

ErnestRating, 5 stars8 months ago
Rachael Cottage was everything we wanted and more. Cozy, comfortable, and had some of the most beautiful views of the Wolf River. Very safe and friendly neighborhood.
Cottage in Omro
3.75 out of 5 average rating, 4 reviews

Studio cottage on the water

DebbieRating, 5 stars34 months ago
Nice, quiet, peaceful cabin on the water. The view was great. The place was rustic and basic but we had everything we needed. We were able to ride our bikes around the country roads, and out into the breakwater there was a whole island of pelicans. It was cloudy all weekend so we didn't catch a sunset, but being able to sleep and wake up with the sliding door open above the water was nice.
Top Guest favourite
Cottage in Omro
5 out of 5 average rating, 28 reviews

Fox River Runaway

PamelaRating, 5 stars3 weeks ago
Great weekend family stay at Sandra’s place. Kids did not want to leave. We used the kayaks on both sides of the house. Saw lots of birds, fish (the carp were laying eggs, caught catfish in the river), turtles and a little otter. The boardgames and super Mario were fun at the end of the day. Sandra made us comfortable. Little extras around to make us at home. Easy checkout process.
Guest favourite
Cottage in Winneconne
4.94 out of 5 average rating, 66 reviews

Lake Poygan Cottage where you can Fish Hunt Ride

PennyRating, 5 stars2 days ago
Deanna’s house met our expectations and was perfect for our group. Deanna didn’t bother us, but we knew she was available if we had questions! We would definitely stay here again!
Guest favourite
Cottage in Oshkosh
4.84 out of 5 average rating, 51 reviews

Hickory Hideaway- 2 Bedroom with Lake views

MaryRating, 5 stars3 weeks ago
Our stay was short, but so enjoyable. Would absolutely book again.

Destinations to explore