Holiday Rentals in Cottage Grove

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Our top choices for Cottage Grove holiday rentals

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (7)
"Very nice duplex with everything you could need. Super quiet neighborhood. Would stay here again if in the area."
United States
Matt W.
The price is €396
includes taxes & fees
14 Dec - 15 Dec
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

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

Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
Cottage Grove
9.8 out of 10, Exceptional, (23)
"Great find and great host! No complaints and would book again"
United States
kevin e.
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area

The Dylin by Mint House

The Dylin by Mint House
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (121)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
The price is €110
includes taxes & fees
22 Dec - 23 Dec
The Dylin by Mint House

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (260)
"A great stay! A wonderful location and excellent property, along with kind and warm hosts. Thank you. "
United States
Rachel Z.
The price is €307
includes taxes & fees
1 Jan - 2 Jan 2026
A Pleasant Retreat- No Cleaning Fee & New Discounts

Capital PrimeTime - 6 Miles from Madison w/ fireplace

Capital PrimeTime - 6 Miles from Madison w/ fireplace
Sun Prairie
9.8 out of 10, Exceptional, (31)
"Everything about our experience staying here was excellent! Communication, very clean, nicely decorated, and in a great neighborhood with amenities close by."
United States
Nancy R.
The price is €549
includes taxes & fees
10 Jan - 11 Jan 2026
Capital PrimeTime - 6 Miles from Madison w/ fireplace

220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED

220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED
Edgerton
9.8 out of 10, Exceptional, (168)
"The owners were great and super responsive. Wonderful property and location. "
United States
Michael R.
220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED

Conveniently Located just off University Avenue on Madison's West Side

Conveniently Located just off University Avenue on Madison's West Side
Spring Harbor
10.0 out of 10, Exceptional, (131)
"It was great!"
United States
Guitar string S.
Conveniently Located just off University Avenue on Madison's West Side

ONE OF A KIND vacation rental with a view

ONE OF A KIND vacation rental with a view
Madison
10.0 out of 10, Exceptional, (147)
"This is a unique home that is super clean and had everything needed to cook, entertain (we played games & watched football) and accommodate any family. The location was close to downtown, the interstate, and airport. Plenty of restaurants were nearby as well. We thoroughly enjoyed our stay and would absolutely stay again. "
United States
Connie C.
ONE OF A KIND vacation rental with a view

Private Pool - HOT TUB - Sauna - Game Room - Pets

Private Pool - HOT TUB - Sauna - Game Room - Pets
Sun Prairie
10.0 out of 10, Exceptional, (6)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
United States
Patti M.
Private Pool - HOT TUB - Sauna - Game Room - Pets

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

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Faircrest
10.0 out of 10, Exceptional, (120)
"Scenic property, super zen, lovely hosts!"
United States
Christina C.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is €144
includes taxes & fees
14 Dec - 15 Dec
Pool with Slide. Great for Business Travelers!

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Fort Atkinson
9.8 out of 10, Exceptional, (170)
"Great place!!"
United States
Tamara M.
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (36)
"Beautiful apartment with all we needed for a comfortable family July 4th weekend away!! "
United States
Mindi Z.
The price is €256
includes taxes & fees
15 Dec - 16 Dec
Doty ★ Walk to Everything -Hotel Quality- Downtown

Free Breakfast Pool & Hot Tub. Near UW-Madison

Free Breakfast Pool & Hot Tub. Near UW-Madison
Madison
10.0 out of 10, Exceptional, (1)
"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.
The price is €262
includes taxes & fees
14 Dec - 15 Dec
Free Breakfast Pool & Hot Tub. Near UW-Madison

Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.

Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
McFarland
10.0 out of 10, Exceptional, (12)
"Nice stay"
United States
Rebecca S.
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.

Lakefront Access Cottage on Lake Koshkonong

Lakefront Access Cottage on Lake Koshkonong
Fort Atkinson
10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at this cozy two-bedroom cottage on the lake. The home was clean, comfortable, and perfect for our getaway. The patio offered a beautiful, view of the water, and while we didn’t use the firepit, we loved spending time sitting by the lake enjoying the peace and quiet. The property is in a great location with two dining options within walking distance. The nearby supper club was especially amazing and definitely worth trying if you stay here. Overall, a relaxing and serene...
United States
Marion l.
Lakefront Access Cottage on Lake Koshkonong

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is €148
includes taxes & fees
17 Dec - 18 Dec
Log Cabin at Lake Koshkonong - “The Overlook”

Madison & ~UW~-Madison Area Lakefront Home

Madison & ~UW~-Madison Area Lakefront Home
McFarland
10.0 out of 10, Exceptional, (202)
"What a lovely place to spend a few days with family! There was so much to do within a short distance but we loved being able to just chill on the water. We had a wonderful stay and can’t wait to visit again. Would highly recommend! "
United States
Jody G.
Madison & ~UW~-Madison Area Lakefront Home

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

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
2.0 star property
Middleton
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at this property, and it truly exceeded our expectations. The location is excellent—perfectly situated with convenient access to both the east and west sides of Madison, making it easy to get wherever we needed to go. The owners were incredibly helpful and responsive, answering the few questions we had quickly and kindly, which made the entire experience even smoother.One of the biggest highlights for us was the private fenced-in area, which was absolutely perfect for our...
United States
Jessi P.
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison
Deerfield
10.0 out of 10, Exceptional, (133)
"Wonderful property. Very well stocked with everything we needed and close to Cambridge Winery for our son's wedding. Kids loved the air hockey table."
United States
Wendy D.
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison
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

Find out more about Cottage Grove

Everything you need to know about Cottage Grove holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cottage Grove holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cottage Grove holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cottage Grove holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cottage Grove holiday rentals we have selected for you start as low as €110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cottage Grove rentals

At Expedia, we put the best Cottage Grove holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Cottage Grove?

Yes, there are holiday rentals close to the most popular sights in Cottage Grove, or you can select a more 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 holiday rentals that Cottage Grove has to offer?

A Pleasant Retreat- No Cleaning Fee & New Discounts: This holiday home rental outside of Cottage Grove offers a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Cottage Grove?

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

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

While exploring the area, visit family-friendly sights like Sun Prairie Ice Arena, or get outside and enjoy nature at Olbrich Botanical Gardens. The Farm Golf Course and Ho-Chunk Gaming Madison are a couple of places you'll find in the wider area.

What’s a holiday rental in Cottage Grove like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cottage Grove. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family gatherings.