Cottage vacation rentals in Wind Point

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Popular amenities for Wind Point cottage rentals

Cottage rentals with a hot tub

Superhost
Cottage in Antioch
4.74 out of 5 average rating, 23 reviews

The Coral Cottage

SuheidiRating, 5 stars2 months ago
I loved the home , our stay was very nice and peaceful experience being. The host was very kind and flexible with our needs ! Very happy with our stay !
Superhost
Cottage in Antioch
4.87 out of 5 average rating, 46 reviews

The Yellow Cottage @ Cottages on Petite Lake

PeterRating, 5 stars5 months ago
great place and I loved being able to bring our dogs. they loved the gated yard to run around in while we chilled in the hot tub. we'd love to visit sometime in the summer to check out more of the lake activities.
Guest favorite
Cottage in Antioch
4.93 out of 5 average rating, 149 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars10 months ago
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.
Superhost
Cottage in Pewaukee
5 out of 5 average rating, 11 reviews

Lakeside Pewaukee Cottage

LaurelRating, 5 stars8 months ago
We were impressed by the cleanliness and open feeling of the place. It was a little smaller than we expected and had very limited seating but fit our group of 3 ok. I can’t imagine it being comfortable for a larger group though unless you’re only using the place to sleep! Overall it was a pleasant experience, beds were comfortable, kitchen well-appointed and the hot tub was nice, but we did feel that the price, once the cleaning fee was added on, was a little steep.
Superhost
Cottage in Antioch
4.89 out of 5 average rating, 83 reviews

#8 Hillside Cottage at Cypress Resort & Marine

DaveRating, 5 stars2 weeks ago
This was my second time staying at this lakehouse, and it was just as great as I remembered. I absolutely love the peaceful surrounding area—it's a perfect spot to relax and enjoy nature. The hosts were very responsive and helpful, answering any questions I had right away. Everything in the listing was exactly as described, and the check-in instructions were clear and easy to follow. The house was clean, comfortable, and had everything I needed. I’m already looking forward to coming back again!
Superhost
Cottage in Antioch
4.47 out of 5 average rating, 15 reviews

The Blue Roof Cottage @ Cottages on Petite Lake

AprilRating, 5 stars2 weeks ago
David was great, cabin lovely, peaceful surroundings. We will definitely be back!
Superhost
Cottage in Antioch
4.75 out of 5 average rating, 118 reviews

#4 The Cozy Cottage

AngelicaRating, 5 stars2 months ago
The place was beautiful. The house is a bit old but we didn’t mind it, it made it feel homey in a way. My friends and I loved the hot tub, would love to come back again.
Superhost
Cottage in Antioch
4.81 out of 5 average rating, 78 reviews

#3 The Little Blue Cottage @ The Cottages on Petit

DorianRating, 5 stars2 months ago
Love the rustic feel of the place, easily accessible amenities. Small and intimate, but also enough room for a couple.

Pet-friendly cottage rentals

Top guest favorite
Cottage in Burlington
4.99 out of 5 average rating, 68 reviews

The Butterfly Cottage

DanaRating, 5 stars6 days ago
We took our family on a long weekend vacation to explore Lake Geneva and this was such a perfect lake side cottage that was only 20 mins from Lake Geneva. It was so nice to come home to a quiet spot to fish and relax. The cabin is so clean, cozy, cute and had more then everything we needed.
Superhost
Cottage in Random Lake
4.84 out of 5 average rating, 67 reviews

Private 3 bedroom lake house

HoaRating, 5 stars2 months ago
Awesome place. We will be back!
Guest favorite
Cottage in Twin Lakes
4.95 out of 5 average rating, 37 reviews

Twin Lakes Bungalow

LauraRating, 5 stars3 weeks ago
Stayed 3 nights to visit family in area. Cute, cozy, and, quiet area that fit our needs perfectly. Everything you need in house for a longer stay and, everything was really clean upon entering house! Beds were comfortable too! The backyard was great for our german shep to play ball, which it's so hard to do when staying in a hotel. Jess was very responsive, super friendly and a pleasure to deal with! Convenient location and walkable to downtown and the shops! Would definitely stay again! :)
Top guest favorite
Cottage in Hustisford
5 out of 5 average rating, 66 reviews

Charming Lakeside Cottage

BenjaminRating, 5 stars2 weeks ago
We had a wonderful stay at Jenna’s place. A perfect location on the lake, fantastic backyard and plenty of amenities. Would definitely love to return!
Guest favorite
Cottage in Williams Bay
4.94 out of 5 average rating, 49 reviews

A vintage charming 2-bedroom cottage!

AnnetteRating, 5 stars1 month ago
I had a wonderful stay at this beautiful, historic cottage and would highly recommend it. The host has thought of everything to make your experience one full of beauty, comfort, fun, relaxation and ease. As a writer and artist looking for a small town, private retreat, it was a perfect location and living experience, very inspiring and productive. Williams Bay is charming, with great local services including a convenient yoga studio, grocery and salon--all within walking distance of the gorgeous lakefront. This is a gem.
Guest favorite
Cottage in Burlington
4.91 out of 5 average rating, 55 reviews

Cottage Escape near Private Browns Lake Beach

SuzanneRating, 5 stars1 week ago
The cottage was fabulous. From the moment we opened the front door, it had such a positive vibe! It was clean and bright. Very inviting. Also two awesome workspaces. — as I found myself having to set up my work laptop while I was there. The outdoor space was very inviting with fabulous places to swing and listen to the birds. The private beach was quite the added surprise! Spectacular view of sunsets over the water. So peaceful!
Guest favorite
Cottage in Elkhorn
5 out of 5 average rating, 20 reviews

Hilltop Cottage

남헌Rating, 5 stars6 months ago
Quite neighborhood and a beautiful place. Very nice place.
Top guest favorite
Cottage in Delavan
4.96 out of 5 average rating, 89 reviews

Cozy 2 bedroom cottage on lake Delavan with kayaks

MadelineRating, 5 stars1 week ago
Had a great stay! Place was beautiful and the location was great! Tiffany was very responsive :) The second bedroom was smaller than anticipated but it made sense due to the size of the house. The private beach you have access to is less than a minute walk and we caught some good fish over there. Overall had a great stay and would highly recommend staying here!

Private cottage rentals

Guest favorite
Cottage in Fox River Grove
4.86 out of 5 average rating, 22 reviews

Riverfront Cottage/sauna/kayaks/firepit/dock

KarenRating, 5 stars1 day ago
My daughter and son had to stay for a couple days while we got our floors done and they absolutely loved it. The vibes were amazing, the people were friendly, everything went wonderfully. Thank you for being such amazing hosts and I will of course recommend this place to anyone who needs a peaceful getaway.
Top guest favorite
Cottage in Lake Geneva
5 out of 5 average rating, 29 reviews

Cozy Como Getaway

ShannonRating, 5 stars3 weeks ago
Super cute place!
Top guest favorite
Cottage in Mukwonago
5 out of 5 average rating, 36 reviews

Charming Phantom Lake Cottage

ThomasRating, 5 stars3 weeks ago
We were a group of 4 adults and an 18 month old. Sleeping accommodations were great, plenty of flexibility and comfort. Awesome accommodations for our 18 mos old from high chair to pack and play and even the toys: she had a blast. The home was simply ideal: beautiful, quiet and comfortable. Our host was super responsive and helpful. This was easily one of our best ABNB stays. We visit Wisconsin every year and this will be the first place I will check availability on next year!
Top guest favorite
Cottage in Highland Park
4.98 out of 5 average rating, 80 reviews

Re-imagined 1880s cottage by Highwood, Metra, Lake

DominicRating, 5 stars1 month ago
Daniel and Jordan’s cottage in Highland Park is wonderful. It is very comfortable for our family of 3 to stay for 10 days. We really like the design and coziness, and it has all the amenities that we need. The neighborhood is very quiet, and it is also within walking distance to a number of restaurants and cafes. Daniel and Jordan are very nice hosts and they are super helpful when we need help and are always responsive. Highly recommend staying at Daniel and Jordan’s place if you are visiting the north shore.
Top guest favorite
Cottage in Fox River Grove
4.96 out of 5 average rating, 75 reviews

Little Fox Cottage - A Cozy Riverview Getaway

ErickRating, 5 stars2 weeks ago
Perfect little Getaway from Me and My Gf’s Work Stressed Life. Responsive host, Clean Kitchen, beautiful view! 10/10⭐️Looking to book this place in the future!
Guest favorite
Cottage in Horicon
4.94 out of 5 average rating, 17 reviews

The Green Heron Cottage full kitchen - King bed

ColinRating, 5 stars1 week ago
The cutest old house ever. So sweet and had all the character you’d want in a house. I have nothing bad to say about the property and I would definitely recommend.
Top guest favorite
Cottage in Delafield
5 out of 5 average rating, 62 reviews

Lake Country Guest Cottage

MaggieRating, 5 stars1 month ago
Fantastic experience in a beautiful area! The place was great for my family and the host even shipped an item we forgot back to us without any issue at all - would highly recommend!
Top guest favorite
Cottage in Williams Bay
5 out of 5 average rating, 40 reviews

Blue Cottage in the Bay - Walk to beach and shops

MorganRating, 5 stars6 days ago
Very nice stay! The house was walking distance to a lot of nearby shops/restaurants and accommodated our family nicely. We enjoyed our stay.

Destinations to explore

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  4. Racine County
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