Cottage Grove Vacation Rentals

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Check prices for these dates

Tonight
Dec 19 - Dec 20
Tomorrow
Dec 20 - Dec 21
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Cottage Grove vacation rentals

Fridge, microwave, oven, stovetop
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Vacation Home in Village of Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
10.0 out of 10, Exceptional, (7)
"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.
$401 nightly
The price is $455
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Fridge, microwave, oven, stovetop
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area

Vacation Home in Cottage Grove

Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
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
Interior entrance
The Dylin by Mint House

Aparthotel in Tenney-Lapham

The Dylin by Mint House
4.0 star property
9.4 out of 10, Exceptional, (121)
"Great stay at the Dylin"
United States
Lauri
$116 nightly
The price is $134
Dec 29 - Dec 30
Total with taxes and fees
The Dylin by Mint House
Property grounds
A Pleasant Retreat- No Cleaning Fee & New Discounts

Vacation Home in Sun Prairie

A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (261)
"Great place and the hosts were great!"
United States
Drew M.
$315 nightly
The price is $354
Jan 1 - Jan 2, 2026
Total with taxes and fees
A Pleasant Retreat- No Cleaning Fee & New Discounts
Interior
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Condo in Sun Prairie

Capital PrimeTime - 6 Miles from Madison w/ fireplace
9.8 out of 10, Exceptional, (32)
"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.
$544 nightly
The price is $612
Dec 28 - Dec 29
Total with taxes and fees
Capital PrimeTime - 6 Miles from Madison w/ fireplace
Exterior
ONE OF A KIND vacation rental with a view

Vacation Home in Madison

ONE OF A KIND vacation rental with a view
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
Property grounds
220’ WATERFRONT BEACH HOME ROCK RIVER WI PETS PIER POOLS FP FISHNG BOAT KAYAKS

Vacation Home in Edgerton

220’ WATERFRONT BEACH HOME ROCK RIVER WI PETS PIER POOLS FP FISHNG BOAT KAYAKS
9.8 out of 10, Exceptional, (168)
"Charming old property great for large families with children. "
United States
Jason H.
220’ WATERFRONT BEACH HOME ROCK RIVER WI PETS PIER POOLS FP FISHNG BOAT KAYAKS
Lobby
Pool with Slide. Great for Business Travelers!

Apartment in Fitchburg

Pool with Slide. Great for Business Travelers!
$144 nightly
The price is $163
Dec 21 - Dec 22
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Terrace/patio
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Vacation Home in Fort Atkinson

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
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!
Terrace/patio
Private Pool - HOT TUB - Sauna - Game Room - Pets

Vacation Home in Sun Prairie

Private Pool - HOT TUB - Sauna - Game Room - Pets
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.
$840 nightly
The price is $900
Dec 22 - Dec 23
Total with taxes and fees
Private Pool - HOT TUB - Sauna - Game Room - Pets
Terrace/patio
Free Breakfast Pool & Hot Tub. Near UW-Madison

Condo in Madison

Free Breakfast Pool & Hot Tub. Near UW-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.
$257 nightly
The price is $297
Dec 20 - Dec 21
Total with taxes and fees
Free Breakfast Pool & Hot Tub. Near UW-Madison
Property grounds
Lakefront Access Cottage on Lake Koshkonong

Cottage in Fort Atkinson

Lakefront Access Cottage on Lake Koshkonong
10.0 out of 10, Exceptional, (15)
"Nice,clean, cottage. Close to many things to do. "
United States
Joe S.
Lakefront Access Cottage on Lake Koshkonong
Exterior
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.

Vacation Home in McFarland

Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
10.0 out of 10, Exceptional, (13)
"Nice stay"
United States
Rebecca S.
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
Terrace/patio
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Vacation Home in Faircrest

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
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
Property grounds
Log Cabin at Lake Koshkonong - “The Overlook”

Cabin in Edgerton

Log Cabin at Lake Koshkonong - “The Overlook”
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
$171 nightly
The price is $180
Dec 20 - Dec 21
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”
Fridge, microwave, oven, stovetop
Madison & ~UW~-Madison Area Lakefront Home

Cottage in McFarland

Madison & ~UW~-Madison Area Lakefront Home
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
Fridge, microwave, oven, stovetop
Doty ★ Walk to Everything -Hotel Quality- Downtown

Vacation Home in Downtown Madison

Doty ★ Walk to Everything -Hotel Quality- Downtown
9.8 out of 10, Exceptional, (37)
"The property itself was fantastic-clean and comfortable. The location was also very convenient in terms of access to downtown, the lake and so on. The neighborhood seemed to be a lot of college housing so there was some evening noise that quieted down by 10 or so. "
United States
Lily H.
$250 nightly
The price is $289
Dec 22 - Dec 23
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
Terrace/patio
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

Condo in Deerfield

Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison
10.0 out of 10, Exceptional, (134)
"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
Smart TV
Charming 4-bedroom Lake house on Lake Ripley in Cambridge

Vacation Home in Cambridge

Charming 4-bedroom Lake house on Lake Ripley in Cambridge
9.6 out of 10, Exceptional, (17)
"They had a great stay!"
United States
Victoria S.
Charming 4-bedroom Lake house on Lake Ripley in Cambridge
Cottage, 1 Bedroom, Non Smoking, Kitchen | Private kitchen | Fridge, microwave, oven, stovetop
Blackhawk RV Campground

Camping in Milton

Blackhawk RV Campground
2.0 star property
6.8 out of 10, (5)
"Events on the campground were a lot of fun and very well organized. The cabin we rented was dirty, had several broken things, and had dead bugs everywhere. I can't even imagine when it had been cleaned last. Extremely over priced!"
United States
Deborah
Blackhawk RV Campground
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

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

10/10 Excellent
"Very clean, great perks, great location!"
Bonnie 1-night trip
Posted 11 hours ago
Hampton Inn & Suites Madison / Downtown

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 $134 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?

A Pleasant Retreat- No Cleaning Fee & New Discounts: Visitors like this Cottage Grove vacation home rental. It 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 Olbrich Botanical Gardens. 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.