Vacation rentals in Dundee

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Dundee

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Oostburg

4.97 out of 5 average rating, 231 reviews

Sandalwood Cottage - 300 Feet From Lake Michigan

A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

Dec 23 – 30

G$37,473 GYD per night

Guest favorite

Cabin in Elkhart Lake

4.99 out of 5 average rating, 191 reviews

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

Oct 15 – 22

G$49,876 GYD per night

Guest favorite

Cabin in Cascade

5.0 out of 5 average rating, 37 reviews

Rustic Chic Cabin in Kettle Moraine

***Now booking Summer 2024!!!*** Welcome to our rustic cabin in the woods, we affectionately call The Ravenswood! If Ron Swanson, Nate Berkus, and Wes Anderson took a trip together, we think they’d want to stay here. Enjoy complete privacy surrounded by nature, with three private wooded acres, bordered by state forest and hiking trails. IG: @the_ravenswood_wisco Just 22 miles from Kohler and less than an hour from Milwaukee, located in the heart of the beautiful Kettle Moraine region!

Oct 5 – 12

G$84,307 GYD per night

Guest favorite

Home in Plymouth

4.97 out of 5 average rating, 103 reviews

OakHaven - Insane Game Room, Theater, Large Groups

The search is over, you have found the PERFECT retreat at Oaks Haven! Experience the tranquility of nature surrounded by oak trees and birds. The luxury of a custom-built home (4,300 sq ft) thoughtfully designed for large groups to spread out or gather close. Or connect with friends over the expansive list of amenities including a 12-seat movie theater! The moment you pull in, you will become instant hero for planning the ultimate retreat. At Oaks Haven, we truly have thought of everything!

Dec 4 – 11

G$140,945 GYD per night

Guest favorite

Cottage in Fond du Lac

4.97 out of 5 average rating, 234 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Sep 14 – 21

G$13,971 GYD per night

Guest favorite

Cabin in Fox Lake

4.95 out of 5 average rating, 122 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

Feb 4 – 11

G$22,402 GYD per night

Guest favorite

Home in Plymouth

4.97 out of 5 average rating, 164 reviews

Wyatt's Country Home - King Bed!

Soak up the modern vintage charm of our fully remodeled and updated home! Thank you for choosing our sparkling clean space. Our home is nestled on two quiet acres just north of Plymouth in the peaceful country. Enjoy coffee as the sun rises from one of the two decks, or perhaps a cocktail by the fire as the sun sets. We ourselves lived in this home for our first 5 years and turned it into a beautiful and peaceful space for ourselves that we would now like to share with everyone.

Nov 8 – 15

G$23,267 GYD per night

Guest favorite

Home in Campbellsport

4.99 out of 5 average rating, 134 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Nov 9 – 16

G$26,708 GYD per night

Guest favorite

Apartment in Sheboygan

4.92 out of 5 average rating, 393 reviews

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

Feb 16 – 23

G$17,170 GYD per night

Guest favorite

Home in Glenbeulah

4.98 out of 5 average rating, 110 reviews

Stay at Sunrise LLC, Like being at Grandma's

Welcome to Stay at Sunrise LLC. We offer a clean and comfortable home for your vacation enjoyment. We are in a rural farm area, the recreation trail head is 3 miles east of us as well as the Wade House, we are near the Kettle Moraine State Forest and the Ice Age Trail and 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. Smoking is allowed outside of the home. No pets allowed.

Oct 9 – 16

G$18,033 GYD per night

Guest favorite

Cabin in Campbellsport

4.99 out of 5 average rating, 135 reviews

Log Cabin Luxury on a Lake

Enjoy a 1,400 sq.ft. home in the Northern Unit of the Kettle Moraine Forest on 50' of shore. Enjoy the lake for swimming, kayaking, fishing, and floating! Lots of trails for hiking nearby and other fun summer activities! Updated home with a log cabin feel. Modern kitchen and great room—perfect for game night or sitting by the fireplace. Lake views from the master bedroom and sun room. Beautiful bathroom with big walk in shower. Come see for yourself!

Mar 29 – Apr 5

G$59,526 GYD per night

Guest favorite

Farm stay in US

4.98 out of 5 average rating, 181 reviews

Family friendly farmstay just outside Milwaukee

The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.

Oct 26 – Nov 2

G$23,292 GYD per night