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Cottage Grove, WI vacation rentals
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Best Vacation rentals and Airbnb offers in Cottage Grove, WI

Discover Family-Friendly Vacation Rentals in Cottage Grove, WI

Booking a family-oriented vacation rental in Cottage Grove, WI keeps you close to top city attractions for a stress-free getaway.

3-bedroom House In Fabulous Sun Prairie With Ac And Charm - Cottage Grove, WI
Cottage Grove, WI
10/11 – 10/23
$462/nighttotal: $5544 (12 )

3-bedroom House In Fabulous Sun Prairie With Ac And Charm

3 2
apartment , Sun Prairie
This 3-bedroom house in Sun Prairie is located within the city, offering convenient access to landmarks such as the Sun Prairie Historical Library and Museum and the Barrymore Theatre.
This family-friendly residence accommodates up to 8 guests, featuring 2 bathrooms, air conditioning, a kitchen with a fridge, microwave, and dishwasher, and parking, with proximity to the Sun Prairie Family Aquatic Center and East Towne Mall.
Lakefront 4br Up North Outdoor Getaway - Best Sunset View On The Lake - Cottage Grove, WI
9.9 107 reviews
Cottage Grove, WI
10/11 – 10/23
$346/nighttotal: $4152 (12 )

Lakefront 4br Up North Outdoor Getaway - Best Sunset View On The Lake

4 2
apartment , McFarland
This McFarland rental is conveniently located on the shores of Lake Waubesa, a short walk from Babcock Park and close to the bike trail system. It has received excellent ratings for its cleanliness, location, and overall experience.
The 1800 square foot apartment comfortably accommodates up to 8 guests and includes 4 bedrooms, a large eat-in kitchen, and a terrace or balcony. Enjoy amenities like high-speed internet, air conditioning, a dishwasher, and access to a private pier during the warmer months, perfect for swimming, kayaking, and fishing.
Lake Waubesa 3 Bedroom Getaway+hottub+privatedock+gameroom+smarttv's+ev Charger - Cottage Grove, WI
10 1 review
Cottage Grove, WI
10/11 – 10/23
$777/nighttotal: $9324 (12 )

Lake Waubesa 3 Bedroom Getaway+hottub+privatedock+gameroom+smarttv's+ev Charger

3 2
apartment , McFarland
This 3-bedroom apartment offers direct lakefront access on Lake Waubesa with a private dock, kayaks, and paddleboards, located in McFarland and approximately 6 miles from the Barrymore Theatre and Madison's cultural sites.
This family-friendly accommodation features a newly remodeled kitchen and bathrooms, an 8-person hot tub, a basement game room with an air hockey table and Atari console, high-speed EV charging, and allows pets, with a check-out time of 10:00 AM.
Game Room - King Suite - Theatre Room - Fireplace - Cottage Grove, WI
10 12 reviews
Cottage Grove, WI
10/11 – 10/23
$456/nighttotal: $5472 (12 )

Game Room - King Suite - Theatre Room - Fireplace

3 2
apartment , Sun Prairie
This 3000 sq ft apartment in Sun Prairie is located near parks, dining, and shopping, with quick access to Madison attractions like the Kohl Center and UW-Madison, approximately 12 miles away.
This spacious residence offers 3 bedrooms, 3 bathrooms, and sleeps up to 12 guests, featuring a game room with ping pong, air hockey, and foosball, a theatre room, and a walk-out deck with a gas grill.

Best Cottage Grove, WI vacation rentals with parking

Exceptional Comfort Quiet Clean 4 Bed 3 Bath Next To Woods - 21 Min To Madison - Cottage Grove, WI
10 135 reviews
Cottage Grove, WI
10/11 – 10/23
$466/nighttotal: $5592 (12 )

Exceptional Comfort Quiet Clean 4 Bed 3 Bath Next To Woods - 21 Min To Madison

4 2
apartment , Deerfield
This Deerfield apartment is conveniently located just a short drive from downtown Madison, Lake Mills, and the Glacial Drumlin Trail, offering easy access to all that the area has to offer. It consistently receives excellent user ratings, making it a popular choice for travelers.
The spacious 2600 square foot home comfortably accommodates up to 15 guests with four bedrooms and three bathrooms. Enjoy a fully equipped kitchen, a screened-in porch with a gas grill, a landscaped backyard, high-speed internet, and multiple TVs for entertainment.
Cannery Square Short Term Rentals - Cottage Grove, WI
8.0 13 reviews
Cottage Grove, WI
10/11 – 10/23
$124/nighttotal: $1488 (12 )

Cannery Square Short Term Rentals

1 2
apartment , Sun Prairie
This Sun Prairie apartment rental is conveniently located a 5-minute walk from the Sun Prairie Historical Library and Museum and Angell Park Speedway, with Firemen's Park and the Sun Prairie Ice Arena within a 15-minute drive.
The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, in-unit laundry, a balcony, free Wi-Fi, and on-site parking.
Family-friendly Lake Waubesa Home: Boat + Swim! - Cottage Grove, WI
Cottage Grove, WI
10/11 – 10/23
$591/nighttotal: $7092 (12 )

Family-friendly Lake Waubesa Home: Boat + Swim!

3 2
house , McFarland
This family-friendly vacation home is situated on the shores of Lake Waubesa, offering breathtaking lake views and easy access to water activities. It is conveniently located near popular landmarks such as the University of Wisconsin-Madison, the Wisconsin State Capitol Building, the Kohl Center, and the Monona Terrace Community and Convention Center.
The house features three bedrooms, three bathrooms, and a floor area of 1800 square feet, comfortably accommodating up to 8 guests. It offers an on-site bar, an outdoor dining area, a fully equipped kitchen, air conditioning, and free Wi-Fi.
Cannery Square Apartment 104 - Cottage Grove, WI
9.7 3 reviews
Cottage Grove, WI
10/11 – 10/23
$205/nighttotal: $2460 (12 )

Cannery Square Apartment 104

2 2
apartment , Sun Prairie
Cannery Square Apartment 104 is conveniently located in Sun Prairie, just a short drive from both the University of Wisconsin-Madison and Madison Area Technical College. This makes it a great option for students, faculty, or visitors attending events at these institutions.
The two-bedroom apartment is spacious at 950 square feet and can comfortably accommodate up to 9 guests. It includes a fully equipped kitchen with a dishwasher, a private balcony, a flat-screen TV, air conditioning, a washing machine, and two bathrooms with a bath and shower, offering everything you need for a comfortable stay.

Frequently Asked Questions about vacation rentals in Cottage Grove, WI

  • Which walking or cycling routes are the best in Cottage Grove, WI?

    The paved bike path along the Yahara River is a great option for a leisurely bike ride. You can also enjoy a walk or run on the scenic trails at Indian Mound Park, which offers beautiful views of the surrounding area.
  • What are the best Airbnb and vacation rentals in Cottage Grove, WI?

    Peaceful Madison-dane County Area Retreat and The Cozy Grove are among the best Airbnb and vacation rentals in Cottage Grove, WI.

  • What other towns or cities can be easily accessed from Cottage Grove, WI?

    You can easily reach Madison, the state capital, in about 30 minutes. You can also drive about an hour to Milwaukee, a larger city with a bustling downtown area and a beautiful lakefront.
  • What are the most popular Airbnbs in Cottage Grove, WI?

    Among the Airbnbs in Cottage Grove, WI, The Cozy Grove is the most popular one.

  • What amenities are commonly available in vacation rentals in Cottage Grove, WI?

    Vacation rentals in Cottage Grove typically offer amenities like Wi-Fi, air conditioning, and laundry facilities. Some rentals also have private decks, hot tubs, or fireplaces.
  • What are the best rentals for families and kids in Cottage Grove, WI?

    The best rental for families and kids in Cottage Grove, WI is Peaceful Madison-dane County Area Retreat.

  • What time of year is best to rent a vacation rental Cottage Grove, WI?

    The best time to visit Cottage Grove is during the summer months, when the weather is warm and sunny. You can enjoy all the outdoor activities the area has to offer, like swimming, boating, and hiking.

Destinations nearby

Top Vacation Rentals with Balconies in Cottage Grove, WI

Enjoy stunning views from your private terrace when you book one of these vacation rentals in Cottage Grove, WI.

Lakemonona Waterfront + Privatedock + Fencedyard + Hottub + Gameroom + Evcharger - Cottage Grove, WI
9.6 35 reviews
Cottage Grove, WI
10/11 – 10/23
$1495/nighttotal: $17940 (12 )

Lakemonona Waterfront + Privatedock + Fencedyard + Hottub + Gameroom + Evcharger

4 2
apartment , Monona
This Madison waterfront home, near Winnequah Park, Esther Beach, and the Aldo Leopold Nature Center (all within 1.8 miles), offers stunning lake views and easy access to local attractions.
This four-bedroom, three-bathroom vacation rental sleeps up to 16 guests and features a full kitchen, jacuzzi, game room, and outdoor amenities including a terrace, garden, and barbecue grills.
1 Bedroom Apartment At Canterbury Court - Cottage Grove, WI
8.0 2 reviews
Cottage Grove, WI
10/11 – 10/23
$118/nighttotal: $1416 (12 )

1 Bedroom Apartment At Canterbury Court

1 2
apartment , Sun Prairie
This Sun Prairie apartment rental is conveniently located near Highway 151, providing easy access to restaurants like Full Mile Brewery and Nitty Gritty, shopping at Walmart and Pick 'n Save, and attractions such as the Sun Prairie Historical Library and Museum.
The one-bedroom, one-bathroom unit sleeps two guests and features a king-size bed, smart TV, fully equipped kitchen with dishwasher, private patio, and free parking.
Cannery Square Short Term Rentals - Cottage Grove, WI
9.8 209 reviews
Cottage Grove, WI
10/11 – 10/23
$177/nighttotal: $2124 (12 )

Cannery Square Short Term Rentals

2 2
apartment , Sun Prairie
This two-bedroom apartment is conveniently located in Sun Prairie, within a 5-minute walk of the Sun Prairie Historical Library and Museum and Angell Park Speedway, and within a 15-minute walk of Firemen's Park in the Prairie and the Sun Prairie Ice Arena. The apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
The 1190 square foot apartment comfortably accommodates up to 5 guests. The apartment features a fully equipped kitchen, two bathrooms, in-unit laundry facilities, a balcony, and a TV. Enjoy the fresh air and neighborhood views from the balcony, or take advantage of the nearby park and ice arena for outdoor recreation.
Brand New Country Rustic Barn-r&r At It's Finest! Madison Area - Cottage Grove, WI
9.8 26 reviews
Cottage Grove, WI
10/11 – 10/23
$276/nighttotal: $3312 (12 )

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

2 2
apartment , Cottage Grove
This Cottage Grove, Wisconsin barndominium is located over 7 miles from Madison's Beltline, offering easy access to restaurants, bars, shopping, and golf courses.
The 2-bedroom, 1-bathroom property sleeps 5, features a fully equipped kitchen with modern appliances including a Blackstone griddle/gas grill combo, in-floor heating and air conditioning, and a spacious 50+ acre lot perfect for outdoor recreation.

Find the Best Dog-Friendly Vacation Rentals in Cottage Grove, WI

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Cottage Grove, WI are steps away from dog parks and city walks.

Secluded Country Rustic Barndominum - Cottage Grove, WI
9.9 36 reviews
Cottage Grove, WI
10/11 – 10/23
$331/nighttotal: $3972 (12 )

Secluded Country Rustic Barndominum

1 2
farm , Cottage Grove
This Cottage Grove barndominium, newly built in June 2023, sits on over 50 acres less than 7 miles from Madison's Beltline, offering easy access to restaurants, bars, and shopping.
The two-bedroom, one-bathroom property sleeps five and includes modern amenities such as air conditioning, internet, and a full kitchen, perfect for families or groups enjoying nearby Madison attractions.
Nothing Else Like It! - Cottage Grove, WI
9.9 147 reviews
Cottage Grove, WI
10/11 – 10/23
$283/nighttotal: $3396 (12 )

Nothing Else Like It!

1 2
apartment , Sun Prairie
This beautifully remodeled Sun Prairie home is located just five minutes from Madison's East Side, providing easy access to restaurants, shopping, and entertainment.
The three-bedroom, two-bathroom house sleeps six guests and features a fully fenced backyard with a deck and grill (summer months), smart TVs, a well-equipped kitchen, and a dedicated workspace.
Family-friendly Lake Waubesa Home: Boat + Swim! - Cottage Grove, WI
Cottage Grove, WI
10/11 – 10/23
$609/nighttotal: $7308 (12 )

Family-friendly Lake Waubesa Home: Boat + Swim!

1 2
cottage , McFarland
This cottage in McFarland is a waterfront property just 0.1 miles from Lake Waubesa, offering stunning lake views and access to water activities. The spacious cottage features 3 bathrooms, a fully equipped kitchen, and a cozy fireplace, as well as a private patio for relaxation and a barbecue grill for outdoor dining.
The cottage also provides a TV for entertainment and a sauna for relaxation and rejuvenation. Complimentary parking and free Wi-Fi are available, and the cottage is within 6 miles of Aldo Leopold Nature Center and Yahara Hills Golf Course, providing access to hiking, biking, and golfing opportunities.
Cannery Square Short Term Rentals -102 - Cottage Grove, WI
9.0 1 review
Cottage Grove, WI
10/11 – 10/23
$142/nighttotal: $1704 (12 )

Cannery Square Short Term Rentals -102

1 2
apartment , Sun Prairie
This Sun Prairie apartment is conveniently located just 13 miles from the University of Wisconsin-Madison and 12 miles from Madison Area Technical College, making it a great option for travelers with business or educational purposes. The surrounding area is peaceful and quiet, offering a relaxing escape from the hustle and bustle of the city.
This 1-bedroom unit provides 690 square feet of comfortable living space, accommodating up to 2 guests. The apartment features a private balcony, free parking, a fully equipped kitchen with a dishwasher, a washing machine, free Wi-Fi, and a private entrance, ensuring a pleasant and convenient stay.
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