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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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)
"Everything was very nice"
United States
Anonymous traveler
$387 nightly
The price is $439
Nov 8 - Nov 9
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, (208 reviews)
"The property was modern, clean, and had a comfortable atmosphere."
United States
Amanda
$111 nightly
The price is $128
Dec 3 - Dec 4
Total with taxes and fees
The Dylin
Private kitchen

3. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Charming 3-bedroom house on Madison's Eastside! Close to everything!
Madison
$497 nightly
The price is $574
Nov 5 - Nov 6
Total with taxes and fees
Charming 3-bedroom house on Madison's Eastside! Close to everything!
A modern kitchen with a refrigerator, microwave, and bar stools.

4. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (43 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.
$343 nightly
The price is $386
Nov 8 - Nov 9
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
An outdoor seating area with wicker furniture and a central fire feature.

5. 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.
$220 nightly
The price is $254
Nov 29 - Nov 30
Total with taxes and fees
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
An outdoor seating area with wicker furniture and a central fire feature.

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

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
$214 nightly
The price is $247
Nov 29 - Nov 30
Total with taxes and fees
Accessible 1BR Suite | Free Daily Breakfast & Pool
A modern living room with a flat-screen TV, leather seating, a ceiling fan, and large windows.

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)
"Great and easy stay! The place was comfortable and inviting. Would stay again!"
United States
Taylor S.
$299 nightly
The price is $336
Nov 29 - Nov 30
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
An outdoor seating area with wicker furniture and a central fire feature.

8. 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.
$388 nightly
The price is $450
Nov 29 - Nov 30
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.

9. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
$237 nightly
The price is $251
Nov 5 - Nov 6
Total with taxes and fees
Studio Apartment at Cannery Square
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, (26 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
$507 nightly
The price is $570
Nov 5 - Nov 6
Total with taxes and fees
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
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.

11. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (31 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
$299 nightly
The price is $336
Nov 11 - Nov 12
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A modern room with a kitchenette, a bed, a sofa, and a TV.

12. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Great location - able to walk to many stores and restaurants. Spacious for a studio and very quiet."
United States
Martha T.
$233 nightly
The price is $262
Nov 8 - Nov 9
Total with taxes and fees
Studio Apartment at Cannery Square
An outdoor seating area with wicker furniture and a central fire feature.

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
$388 nightly
The price is $450
Nov 29 - Nov 30
Total with taxes and fees
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
A spacious living area with a wooden floor, a round mirror on the wall, and a dark-colored sofa.

14. 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, (18 reviews)
"Beautiful place, great stay."
United States
Thomas D.
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
An outdoor patio with a brick grill and seating area.

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

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.4 out of 10, Very good, (7 reviews)
"Great place for a stay."
United States
Andy D.
$161 nightly
The price is $183
Nov 8 - Nov 9
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

16. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$197 nightly
The price is $224
Nov 8 - Nov 9
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
A wooden deck overlooking a calm river with trees and a building in the background.

17. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
10.0 out of 10, Exceptional, (1 review)
"The stay was very clean and comfortable. Location was super convenient—you’re right downtown surrounded by cute shops and restaurants. Grayson was so communicative and was such a responsive and accommodating host. Will absolutely return if we ever find ourselves needing to stay in Stoughton again. Highly recommend!"
United States
Laura M.
$334 nightly
The price is $379
Nov 30 - Dec 1
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

18. 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
$223 nightly
The price is $253
Nov 8 - Nov 9
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (48 reviews)
"Great stay! Very close to everything downtown."
United States
Garrett M.
$274 nightly
The price is $316
Nov 16 - Nov 17
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

20. 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.
$238 nightly
The price is $263
Nov 5 - Nov 6
Total with taxes and fees
Escape to tranquility – your countryside haven, and at times with a horse or two
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 Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Hotel was clean. Staff was friendly and helpful. Breakfast was very good. Shuttle to the college was fabulous!"
Brenda 1-night trip
Posted 16 hours ago
Best Western Plus InnTowner Madison
Cambria Hotel Madison East

Cambria Hotel Madison East

10/10 Excellent
"This was a wonderful choice for my recent trip. I had been in Tokyo for a couple of weeks, helping my son get packed up, and we needed a spot to stay for the last three nights, after he had vacated his apartment. The room was very clean, and the beds were comfortable. The dedk manager was very helpful, friendly, and spoke excellent English. My only suggestion is that it would be nice to have a privacy curtain between the bedroom and the bath area. It would not matter for a married couple, but my son and I needed to work around the shower room set up, because there was no private changing area outside of it."
Linda 1-night trip
Posted 2 days ago
Cambria Hotel Madison East

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 $128 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.