A snow-covered field with leafless trees and a red barn in the background.

Cottage Grove Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cottage Grove vacation rentals

A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

1. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is ￥22,384
￥71,518 total
includes taxes & fees
Nov 1 - Nov 2
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

2. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (196 reviews)
"Good location"
United States
ANCA
The price is ￥18,159
￥20,974 total
includes taxes & fees
Nov 2 - Nov 3
The Dylin
A modern kitchen with a dishwasher, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

3. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is ￥20,076
￥55,843 total
includes taxes & fees
Oct 29 - Oct 30
2 Bed, 2 Bath Apartment at Cannery Square
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

4. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is ￥12,804
￥42,193 total
includes taxes & fees
Oct 18 - Oct 19
Studio Apartment at Cannery Square
A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

5. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (56 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is ￥20,076
￥56,199 total
includes taxes & fees
Oct 19 - Oct 20
2 Bed, 2 Bath Apartment at Cannery Square
A gym with treadmills, elliptical machines, and free weights.

6. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Great little town to stay the night. Woke early 5:30 am to tow truck towing cars in front lot. We luckily parked in back lot as instructed. Other than the noise of this unfortunate event, we enjoyed our stay. Loved the town and many places to walk to. Pizza place was amazing!"
United States
Cheryl B.
The price is ￥18,337
￥43,393 total
includes taxes & fees
Oct 29 - Oct 30
Studio Apartment at Cannery Square
Bright, open lobby seating area — a comfortable space to relax or catch up on work

7. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
The price is ￥33,644
￥45,032 total
includes taxes & fees
Nov 15 - Nov 16
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A modern kitchen with a refrigerator, microwave, and bar stools.

8. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (41 reviews)
"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."
United States
Sha'Vonne G.
The price is ￥30,509
￥64,558 total
includes taxes & fees
Oct 18 - Oct 19
2 Bedroom Apartment Downtown Sun Prairie!
A small cabin with a wooden deck and a glass door.

9. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (53 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
Log Cabin at Lake Koshkonong - “The Overlook”
A chalkboard sign with a welcome message and room instructions.

10. Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (24 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is ￥55,328
￥94,611 total
includes taxes & fees
Nov 3 - Nov 4
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

11. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
The price is ￥77,743
￥104,783 total
includes taxes & fees
Oct 28 - Oct 29
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
A bedroom with a dark grey wall, a bed with a striped bedspread, multiple pillows, a small side table with a vase and a lamp, and two framed botanical prints on the wall.

12. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (57 reviews)
"Great, comfortable stay. And close to shopping, which is just what I like to do! "
United States
Joyana A.
The price is ￥57,193
￥97,244 total
includes taxes & fees
Nov 2 - Nov 3
Capital City- 6 Miles from Madison with fireplace
An outdoor patio with a brick grill and seating area.

13. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is ￥21,119
￥27,837 total
includes taxes & fees
Nov 1 - Nov 2
King Suite | Free Breakfast. Pool and Hot Tub
Master Bedroom /King bed

14. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (24 reviews)
"This was the perfect size home for a holiday family get together. Nice common spaces with enough areas to go when a little alone time was needed "
United States
Steve S.
The price is ￥59,280
￥99,769 total
includes taxes & fees
Nov 1 - Nov 2
Entire 3 Bedroom with Fireplace - sleeps 12
A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

15. Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
Dane
10.0 out of 10, Exceptional, (3 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
The price is ￥23,396
￥39,304 total
includes taxes & fees
Oct 17 - Oct 18
Escape to tranquility – your countryside haven, and at times with a horse or two
A spacious living area with a wooden floor, a round mirror on the wall, and a dark-colored sofa.

16. Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place, great stay."
United States
Thomas D.
The price is ￥24,329
￥45,401 total
includes taxes & fees
Oct 25 - Oct 26
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

17. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is ￥21,341
￥42,362 total
includes taxes & fees
Oct 27 - Oct 28
Blue Lakeview Home
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

18. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is ￥25,174
￥32,700 total
includes taxes & fees
Oct 18 - Oct 19
Pool with Slide. Great for Business Travelers!
A library with wooden bookshelves, a staircase, and a chandelier.

19. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is ￥19,649
￥43,702 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

20. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is ￥28,554
￥37,075 total
includes taxes & fees
Oct 18 - Oct 19
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
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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Top Cottage Grove Hotel Reviews

Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"Nice clean hotel within walking distance to many restaurants and bars. Great, quick valet service."
Nicole 1-night trip
Posted 8 hours ago
Best Western Premier Park Hotel

Find out more about Cottage Grove

Search for holiday rentals in Cottage Grove on Expedia! You can easily find your home rentals, villas, holiday apartments in Cottage Grove using one of the methods below:

  • View our selection of featured holiday rentals in Cottage Grove
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Look no further and take a look at our great range of rental properties in Cottage Grove!

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?

Brand New Country Rustic Barn-R&R At It's Finest! Madison Area: This highly rated vacation home rental in Cottage Grove offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Cottage Grove?

Choose from 4 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 Hinchley's Dairy Farm, or get outside and enjoy nature at Olbrich Botanical Gardens. Ho-Chunk Gaming Madison and East Towne Mall 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.