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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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.
$399 nightly
The price is $452
Nov 1 - Nov 2
Total with taxes and fees
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, (193 reviews)
"Good location"
United States
ANCA
$113 nightly
The price is $130
Nov 11 - Nov 12
Total with taxes and fees
The Dylin
An outdoor seating area with wicker furniture and a central fire feature.

3. 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.
$236 nightly
The price is $272
Nov 1 - Nov 2
Total with taxes and fees
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
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.

4. 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.
$316 nightly
The price is $356
Oct 12 - Oct 13
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
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.

5. Accessible 1BR Suite | Free Daily Breakfast & Pool

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
$226 nightly
The price is $261
Nov 1 - Nov 2
Total with taxes and fees
Accessible 1BR Suite | Free Daily Breakfast & Pool
A modern kitchen with a refrigerator, microwave, and bar stools.

6. 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.
$363 nightly
The price is $408
Oct 12 - Oct 13
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

7. 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.
$315 nightly
The price is $354
Oct 19 - Oct 20
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A chalkboard sign with a welcome message and room instructions.

8. 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.
$518 nightly
The price is $583
Oct 12 - Oct 13
Total with taxes and fees
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
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.

9. 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.
$549 nightly
The price is $617
Oct 12 - Oct 13
Total with taxes and fees
Capital City- 6 Miles from Madison with fireplace
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.

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
$397 nightly
The price is $461
Nov 1 - Nov 2
Total with taxes and fees
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

11. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
$251 nightly
The price is $267
Oct 13 - Oct 14
Total with taxes and fees
Studio Apartment at Cannery Square
Master Bedroom /King bed

12. 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.
$564 nightly
The price is $635
Oct 12 - Oct 13
Total with taxes and fees
Entire 3 Bedroom with Fireplace - sleeps 12
A gym with treadmills, elliptical machines, and free weights.

13. 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.
$244 nightly
The price is $275
Oct 28 - Oct 29
Total with taxes and fees
Studio Apartment at Cannery Square
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.

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

Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Madison
10.0 out of 10, Exceptional, (1 review)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
$397 nightly
The price is $461
Nov 1 - Nov 2
Total with taxes and fees
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

15. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$182 nightly
The price is $207
Oct 25 - Oct 26
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

16. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (46 reviews)
"Great place!"
United States
Robert F.
$472 nightly
The price is $545
Oct 12 - Oct 13
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

17. 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
$207 nightly
The price is $235
Oct 25 - Oct 26
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A two-story building with a brown roof, a wooden front door, and a window with the number 318.

18. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
$350 nightly
The price is $397
Oct 13 - Oct 14
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
An outdoor patio with a brick grill and seating area.

19. 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.
$155 nightly
The price is $176
Nov 1 - Nov 2
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
A spacious living area with a wooden floor, a round mirror on the wall, and a dark-colored sofa.

20. 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.
$260 nightly
The price is $287
Oct 25 - Oct 26
Total with taxes and fees
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"."
Christine 1-night trip
Posted 1 hour ago
The Madison Concourse Hotel and Governor's Club

Find out more about Cottage Grove

Everything you need to know about Cottage Grove vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cottage Grove vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cottage Grove vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cottage Grove vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cottage Grove. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cottage Grove in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $130 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cottage Grove rentals

At Expedia, we put the best Cottage Grove vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cottage Grove rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cottage Grove vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cottage Grove. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.