Cottage Grove Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Cottage Grove

Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
10.0 out of 10, Exceptional, (14)
"Very nice and clean place!! Not too far from town but far enough away to feel like you're secluded. Travis was very responsive and helpful with recommendations on things to do and places to eat. If we go out that way in the future, we would definitely like to stay here again!!"
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
Madison Area Modern Retreat
10.0 out of 10, Exceptional, (4)
"We had family in the Cottage Grove area and the location could not have been better. The property manager was great to work with as we had to change our dates of travel. There was no issues with our communication. Check in and out was simple. Staying here again would be a no brainer."
The price is CA $293
CA $685 total
includes taxes & fees
Jul 2 - Jul 3
Madison Area Modern Retreat
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (81)
"This property is nicely situated in the Madison area providing easy access to most attractions. The neighborhood is quiet and the owners gardens are awesome. Highly recommended."
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Save an average of 15% on thousands of hotels when you're signed in
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (20)
"The place perfectly suited our needs. We especially appreciated the packet with helpful tips on the surrounding area. The property manager was very easy to communicate with and you could tell how much they cared about providing a good experience,"
The price is CA $375
CA $754 total
includes taxes & fees
Jun 24 - Jun 25
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Waterfront w/ HOT TUB + King Suite + Game Room
9.2 out of 10, Wonderful, (15)
"St pattys fun with friends and family"
The price is CA $535
CA $1,291 total
includes taxes & fees
Jun 24 - Jun 25
Waterfront w/ HOT TUB + King Suite + Game Room
Cozy cottage retreat that’s perfect for recharging.
10.0 out of 10, Exceptional, (39)
"Very quaint and well decorated space."
Cozy cottage retreat that’s perfect for recharging.
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (166)
"We loved our three evenings at this lake house, watching wildlife and enjoying the sunsets over water. Very comfortable home and great location with proximity to park and boardwalk."
Madison & ~UW~-Madison Area Lakefront Home
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (137)
"We really enjoyed our stay and wished we could’ve stayed longer! It was very clean and had everything we needed. The views were spectacular! The location was excellent! We’ll definitely be staying here again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, (19)
"This is our second visit to the property and are pleased to say high standards have been maintained. The property is comfortable and very clean. We also like the location. Would certainly return."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Two bedroom suite with city views in the heart of downtown Madison
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay at the Saddlery! The 2 bedroom suite was beautiful with plenty of room to relax. The building has a lovely exterior deck to sit and enjoy the view of Lake Monona. The location is great- a short walk to the capitol and its surrounding attractions. We would definitely stay there again!"
The price is CA $587
CA $759 total
includes taxes & fees
Jul 3 - Jul 4
Two bedroom suite with city views in the heart of downtown Madison
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
9.8 out of 10, Exceptional, (8)
"We had a wonderful time at this beautiful lakefront property while we attended a family wedding in the area."
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
Cozy Cabin at Lake Koshkonong
10.0 out of 10, Exceptional, (29)
"Our recent stay at the cabin on Lake Koshkonong was an absolute delight for my family, including my dog This cozy retreat provided the perfect blend of comfort, cleanliness, and convenience, making our getaway truly memorable. Cleanliness: From the moment we stepped inside, we were impressed by the pristine condition of the cabin. Every room was spotless, and it was evident that the hosts take great pride in maintaining a high standard of cleanliness. The fresh linens, clean kitchen, and...
Cozy Cabin at Lake Koshkonong
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (190)
"We had a great stay in sun prairie! Randy and Connie were so kind and helpful! The house is in walking distance to local restaurants and we loved the suggestions that Randy gave!"
A Pleasant Retreat- No Cleaning Fee & New Discounts
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, (14)
"The home was spacious and well stocked. The owners even left us a tasty loaf of locally made bread which we enjoyed with one of our meals."
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (138)
"Really great all around! Had everything our family of four needed. Good location - kids enjoyed biking around and going to nearby parks. Close to everywhere by car. Thank you!!!"
Amazing townhouse, amazing attractions, amazing city!
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
10.0 out of 10, Exceptional, (14)
"Kelly has created a real treasure with her attention to every mid-century detail. Absolutely spectacular home with its original components and eclectic decorating. In amazing condition, very clean, and a great shower! Located on a fun bike route next to the lake and walking distance to the ice cream shop. Beautiful neighborhood with friendly people. Loved it! Thank you!"
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Log home Lake Koshkonong and Rock River !
10.0 out of 10, Exceptional, (15)
"We stayed here for a family wedding in Janesville, and it could not have been better. Everyone had fun out by the river or just relaxing in the house. The pictures are accurate, it’s a big beautiful Wisconsin cabin. Brian and Daniel were extremely responsive to any questions we had, and even shipped some shoes that I left there back to me! We could not have been happier with our stay, and would rent this house again without question."
Log home Lake Koshkonong and Rock River !
2 Bedroom - Main Street Sun Prairie WI
9.6 out of 10, Exceptional, (18)
"Overall awesome place. Chris stayed in contact the entire time but wasn’t overbearing. We enjoyed our stay."
The price is CA $149
CA $385 total
includes taxes & fees
Jun 24 - Jun 25
2 Bedroom - Main Street Sun Prairie WI
HOT TUB - 20 min to Capitol - KING Bed - Fireplace
10.0 out of 10, Exceptional, (1)
"Pleasantly surprised. The house was very nice (recently redone) and very comfortable. Although we didn’t use it, the hot tub is a nice added amenity. The host was very responsive and friendly. Overall we’d definitely stay here again."
The price is CA $348
CA $868 total
includes taxes & fees
Jun 26 - Jun 27
HOT TUB - 20 min to Capitol - KING Bed - Fireplace
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit
9.8 out of 10, Exceptional, (73)
"The check in and check out process was very easy! Lots of room for our trip with extended family. We loved the location and the open space with the swings right across the road was perfect for little children."
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit
Don't see what you're looking for?
See all available properties in Cottage Grove
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.

Cottage Grove Vacation Rental Travel Info

Other types of properties in Cottage Grove you may be interested in

Comfort Suites Cottage Grove – Madison
2.5 star property
9.4 out of 10, Exceptional, (293)
"Great room"
The price is CA $171
CA $194 total
includes taxes & fees
Jun 23 - Jun 24
Comfort Suites Cottage Grove – Madison
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (1663)
"The service was excellent! "
The price is CA $190
CA $220 total
includes taxes & fees
Jun 30 - Jul 1
The Madison Concourse Hotel and Governor's Club
AmericInn by Wyndham Madison West
3.0 star property
8.6 out of 10, Excellent, (1068)
"I liked easy access to anything I needed, restaurants, stores etc. I didn't like that there was smoking near the back entrance. I had to walk through people who were out there smoking. I'm sure it was as uncomfortable for them as it was for me."
The price is CA $104
CA $120 total
includes taxes & fees
Jun 23 - Jun 24
AmericInn by Wyndham Madison West
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cottage Grove. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Cottage Grove?

Yes, you can find vacation rentals near top sights in Cottage Grove, or you can select a secluded option if you're looking for a relaxing stay. Cottage Grove is known for its restaurants and shopping. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation rentals that Cottage Grove has to offer?

A Pleasant Retreat- No Cleaning Fee & New Discounts: You might want to consider this vacation home rental near Cottage Grove, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Cottage Grove?

Choose from 3 Expedia vacation rentals in Cottage Grove for a memorable vacation.

What’s there to see and do in Cottage Grove?

While exploring the area, visit family-friendly sights like Madison Children's Museum, or get outside and enjoy nature at Lake Kegonsa State Park. The Farm Golf Course and Ho-Chunk Gaming Madison are a couple of places you'll find in the larger area.

What’s a vacation rental in Cottage Grove like?

A vacation rental is a private property you can book for a few weeks or just a few days in Cottage Grove. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Recent reviews of Cottage Grove properties
Expedia verified reviews