
Cottage vacation rentals in Cottage Grove
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Top-rated cottage rentals in Cottage Grove
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Cottage Grove cottage rentals
Cottage rentals with a hot tub

Christmas Mountain Village - 2BR Cottage 2
The stay was great we really had a good time. This was great for our toddler and he loved the pools and free activities.

Enjoy Fun & Relaxation This Winter in Wis. Dells!
Christmas Mountain Resort is a nice place to stay. Been there several times before.

Clover Cottage in Williams Bay - with Hot Tub!
Leading up to the weekend of the stay, the host were very nice and answered any questions I had about the property. Our stay was amazing and my family enjoyed each second of it. The hosts definitely made it feel like home for us and it was just everything we were looking for. Would definitely stay there again in the future ! 15/10 for sure.

Relaxing Cottage near Devils Lake - Whirlpool tub
Lisa & Dave are amazing hosts and I would definetly recommend staying with them for anyone looking to explore the area!

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs
Great location! Hosts were very attentive!
Pet-friendly cottage rentals

Rock River Hideaway - Waterfront w/ Dock
Ashley was super helpful and flexible and the house was exactly as advertised.

Charming Lakeside Cottage
Clean, comfortable, beautiful home in wonderfully relaxing setting. Great for a getaway from it all and very fun to have kayaks, pedal boat and paddle boards. Jenna is so responsive and caring that she beat the amount of time I’ve ever waited when calling for something from a front desk at a hotel! Fantastic host!

A vintage charming 2-bedroom cottage!
My husband and I really enjoyed our stay at Tara’s cottage! The cottage is so cute and clean and we felt right at home. Tara checked on us and gave us some great recommendations on where to eat and where we could pick up some groceries. We were able to bring our fur babies which was a huge plus. The neighborhood is very nice and I felt very safe walking the dogs by myself. I hope we are able to come back sometime! I would definitely stay here again!

Cute & Cozy Cottage
Quick stay in the Madison area. Great location to check out house in the rock, cave of the mounds and the city. Worked great for a family of 4.

Cottage with Pond at Hidden Creek Estates
Clean, inviting house with great amenities and plenty of space. Conveniently close to Ledges Horse Show. There was a small problem before check in but they communicated such issue and had a great alternative and worked out perfectly. We ordered food from nearby Hidden Creek restaurant and I highly recommend - SO GOOD!

North Cliff Cabin on Lake Wisconsin
We loved our stay at Michael & Anna’s place—it was very accessible to local attractions but still felt super peaceful and private. The cabin was very clean, comfortable and cozy—we enjoyed relaxing indoors with the beautiful lake view and also outdoors on the spacious patio which offered an inflatable hot tub and fire pit. Michael also left great recommendations for local spots and hiking which we took advantage of. Such a relaxing getaway and would highly recommend! Thanks for the great stay!

Cheerful 3-bedroom cottage 2 blocks from the lake
Everything was exceptional for our stay! We were in town for a basketball tournament and we were close to every place we needed to be! The neighborhood was very cute, quiet and friendly. The house was perfect for my family to stay. Keith was even kind enough to allow our dog to come with since boarding was all booked up! We had zero issues during our stay and would 100% book again! I highly recommend!

NEW! Renovated Home in Downtown Lake Geneva
Gabrielle's place is such cozy nice place to stay. We went as a family to celebrate graduation and birthdays. We fell right at home since we stepped in . The house is in a great location, very near to downtown and supermarkets. Gabrielle is a great host and communication went really well. we'll definitely stay there again.
Private cottage rentals

Stonefire Cottage at Lake Wandawega
It was great. Plenty of room for a large group. Very comfortable and very clean. Well be back

Close to Town + Beach • Historic Pemberley Cottage
Madeline was a great host and very responsive with communication. The home is older but clean, cozy and comfortable. Only downfall is a single bathroom for 8 people but we made it work. Would like to visit again in the summer time to take advantage of everything within walking distance. Definitely recommend and would like to stay here again.

Peaceful, cozy cottage overlooking Prentice creek
Had a peaceful and relaxing weekend staying in this cozy cottage. Walked around the beautiful grounds. This place doesn't disappoint for a quiet weekend in nature. :)

Hummingbird Haven Cottage on Lake Koshkonong
Linda's Airbnb was fantastic!! The house is right next to the water and it is a beautiful sight from the inside window. There is a fire pit and chairs outside to enjoy the lake. Overall, the house was extremely clean. We really enjoyed everything the house had to offer and definitely want to come back soon! Loved this spot!!

The Green Heron Cottage full kitchen - King bed
We were looking for a little home away from home for the weekend to celebrate our anniversary. This little house worked great. The location was convenient, and everything was very clean. We drove to Beaver Dam for one of our dinners, which was about 15 minutes away.

Quaint and cozy cottage
This was a great weekend gateway spot. The location is only a few minutes driver away from the downtown area. The host was very friendly and helpful.

Hilltop haven. relax…relax…relax
great place to hide for a couple of days yet drive 2 miles and do anything you want

The 1920 Cottage at the Bay
I had a wonderful stay! The host was very responsive, which made the check-in process smooth and easy. The space was clean and well-maintained, and it provided all the essentials I needed for a comfortable experience. A few additional touches could further enhance the atmosphere, but overall, it was a great experience.
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- Wilderness Territory
- Wild Rock Golf Club
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