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Compare 112 Vacation Homes in Cottage Grove with updated reviews, rates, and availability.

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (220)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is AED 826
AED 1,058 total
includes taxes & fees
4 Jan - 5 January 2025
A Pleasant Retreat- No Cleaning Fee & New Discounts

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (99)
"Exquisitely laid out and decorated to blend perfectly with nature’s beauty. Attention to detail and wonderful amenities. You will not be disappointed with this cozy private retreat!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is AED 937
AED 1,905 total
includes taxes & fees
1 Jan - 2 January 2025
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (25)
"We were celebrating our son's graduation. This was a perfect spot and couldn't be happier with our selection. We will definitely stay here again if the need arises. "
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

Two bedroom suite with city views in the heart of downtown Madison

10.0 out of 10, Exceptional, (14)
"Supper clean, comfortable beds and great location. Will definitely stay here again. "
The price is AED 1,025
AED 1,327 total
includes taxes & fees
1 Jan - 2 January 2025
Two bedroom suite with city views in the heart of downtown Madison

Studio queen with views of Lake Monona in the heart of downtown Madison

9.0 out of 10, Wonderful, (4)
"Was in town for UWM parents weekend and wanted something more than a simple hotel room as I was going to be there for nearly a week. The Saddlery for the bill. Location was amazing. Having a kitchenette meant I could fully enjoy the great farmers market that weekend. And the view out my window of the lake was a perfect way to wake up. Manager was very responsive. Everything was as stated. TV/media set up would benefit from updating, but it actually didn’t matter as it allowed me to tuck into a...
The price is AED 657
AED 851 total
includes taxes & fees
25 Dec - 26 Dec
Studio queen with views of Lake Monona in the heart of downtown Madison

Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful location and wonderful spacious house. Owner was very great at communicating with us and even sent me information about potential auroras that may occur. They were always very responsive to any questions I had. I also had the opportunity to learn about the history of the house, which to me is always very interesting! Decor is very warm and cute!"
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona

8.0 out of 10, Very Good, (2)
"Great property, great location. Very enjoyable stay."
The price is AED 715
AED 1,649 total
includes taxes & fees
9 Jan - 10 January 2025
Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona

Eagle's Landing on the Rock River, Pontoon available for additional fee

10.0 out of 10, Exceptional, (10)
"Great property! Want to return next summer for a family vacation."
Eagle's Landing on the Rock River, Pontoon available for additional fee

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (16)
"The house was exactly as listed. We all loved it. Had a fabulous time kayaking. Absolutely stunning. Beds comfortable. Very well stocked. Best stocked kitchen of any rental I’ve gone to. Warning, many stairs to get to the lake, but we didn’t have any problems with that. Was even a deck with sitting area at the lake. Excellent "
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

9.4 out of 10, Exceptional, (41)
"Communication with Tammy was great from before we booked the lake house until we checked out - very timely, friendly and professional. The house was clean, plenty of room, included everything we needed and had beautiful view. Best of all, we were able to bring our pets! We would love to come back in the summer and take advantage of warmer weather and all the goodies she has for the lake. Thanks for helping us find a great place to stay!"
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

Home away from home!!!

8.6 out of 10, Excellent, (11)
"This is a basement apartment in a gorgeous neighborhood. Took us about 25 minutes to get into the campus area, which we came to see. Great WiFi, we worked during tne day, house was quiet. Comfortable bed, sofa couch, and large bathroom. It was cool but there are portable heaters that were perfect. Close to a grocery store. Also, Gus’s Diner was minutes away and had very nice food. Great pizza close by too. House is next to an open space, saw cranes and goldfinches. Great place to stay. Hosts...
Home away from home!!!

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (144)
"We have stayed multiple times, and always enjoy the country setting; cleanliness; well equipped, large kitchen; nearby dog park; and wonderful hosts. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (27)
"Excellent location with beautiful view of the canal. Kids enjoyed watching the ducks and squirrels. Had everything we needed to enjoy our family quality time"
Lake Monona Waterfront + HOT TUB + Game Room

HOT TUB - 20 min to Capitol - KING Bed - Fireplace

9.8 out of 10, Exceptional, (6)
"My adult children (including SIL) and my partner and I wanted to visit Madison for the first time. While the house is a little further from downtown (20 mins.) than we might have liked, it was worth it for the size, comfort and cleanliness of the house. We had plenty of room and all of the necessities. We pretty much just slept and had breakfast at the house, but it would've been great if we'd needed to spend more time there. (I was looking forward to using the hot tub and Pacman machine,...
HOT TUB - 20 min to Capitol - KING Bed - Fireplace

Executive Lakefront Home 30 Minutes From Madison!

10.0 out of 10, Exceptional, (85)
"Beautiful property. Very well equipment. "
Executive Lakefront Home 30 Minutes From Madison!

Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

10.0 out of 10, Exceptional, (13)
"Everything is organized perfectly. Much thought has been put into making sure that guests are fully accommodated and comfortable. Beautiful extra touches left that show great consideration from the hosts! "
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

10.0 out of 10, Exceptional, (18)
"Plenty of room for everyone and nice location for our weekend getaway. Far enough from the hustle and bustle but close enough to have things to do! Enjoyed an afternoon of antiquing and exploring Madison which is a short drive. Grocery store and gas station located within minutes of the property. Relaxing lake side location and views. Would definitely recommend!"
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

Family-Friendly Lake Waubesa Home: Boat + Swim!

9.8 out of 10, Exceptional, (9)
"Grandparents, parents, teen, college and young adult family members enjoyed the retro summer camp vibe in this historic house. The glassed in porch with fireplace was perfect for watching the lake and birds. Kitchen fully stocked for cooking our Thanksgiving meal. All bedrooms are on 2nd floor, with just one bathroom one each floor of the house...felt a little less private than we're used to, but the space overall felt so cozy and as if it was our own treasured family getaway...made up for any...
Family-Friendly Lake Waubesa Home: Boat + Swim!

Beach House

10.0 out of 10, Exceptional, (24)
"We celebrated my mom's 70th Birthday. I would absolutely rent this property again!!"
Beach House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Cottage Grove

Brand New Country Rustic Barn-R&R At It's Finest! Madison Area

9.8 out of 10, Exceptional, (19)
"The accommodations were spotless, and communication with the owner was spectacular. We couldn’t have been more impressed with the professional nature of the rental, as well as the focus on helping us relax, unwind, and enjoy time with family and friends. Highly recommend and would love to visit again!"
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (220)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is AED 826
AED 1,058 total
includes taxes & fees
4 Jan - 5 January 2025
A Pleasant Retreat- No Cleaning Fee & New Discounts

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is AED 937
AED 1,905 total
includes taxes & fees
1 Jan - 2 January 2025
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.