Holiday houses in Dundee

4.99 out of 5 average rating, 273 reviews

Cabin in Elkhart Lake

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.

4.98 out of 5 average rating, 130 reviews

Home in Glenbeulah

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 area, recreation trail head is 3 miles east of us as is the Wade House, 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. We do not have WIFI Phone reception for Internet is good. No Cable or Satellite TV, Over 32 antenna channels. Smoking is allowed outside of the home. No pets allowed.

4.97 out of 5 average rating, 118 reviews

Guesthouse in Plymouth

Woodside Cottage Guest House-Close to Road America

Woodside Cottage in the Kettle Moraine forest of East Central Wisconsin offers a quiet private getaway for Road American race fans, golfers or those wanting just to have a break from the city and explore the area. This 2 bedroom guesthouse can host 8, with laundry, full kitchen, living room and outdoor fire pit. Due to family guest allergies, we are pet free. Located 4 miles from gate 4 at Road America and 20 miles from Whistling Straits golf course. WIFI available, but unreliable. 3 cars MAX

Superhost

Apartment in Plymouth

4.64 out of 5 average rating, 311 reviews

Pineyard Plymouth Apartment

Enjoy this older upper floor apt. with two single bedrooms with a twin bed in one and a full bed in the other, full bath, kitchen, living room, and off street parking. VCR/DVD player and internet is available. Kitchen is equipped with dishes, pots, pans, stove, and refrigerator. We are five minutes from Road America, fifteen minutes from Sheboygan, and thirty minutes from Fond du Lac. Only three blocks from downtown Plymouth enjoy many shops and eating establishments. Pets are NOT allowed.

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Barn in Sheboygan Falls

4.71 out of 5 average rating, 105 reviews

Quiet Country Charm

Cozy barn loft with rustic charm. This newly renovated private loft sleeps 4 with the possibility of 1 or 2 more if you don’t mind sleeping on an air mattress. This room includes a bathroom with shower and small efficiency kitchen with microwave, coffee maker, and small refrigerator. The futon pulls out to a double bed. This relaxing local comes complete with barnyard animals for an authentic Wisconsin experience! You won’t forget the peaceful surroundings of this rustic destination.

5 out of 5 average rating, 145 reviews

Cabin in Cascade

hot tub and sauna on 5 private acres

Need a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your inspired getaway awaits!

4.99 out of 5 average rating, 177 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!

4.97 out of 5 average rating, 101 reviews

Chalet in Campbellsport

Long Lake Chalet

This recently remodeled and tastefully furnished, PET FRIENDLY, cabin boasts a unique charm. Nestled along the shores of Long Lake in the heart of the Kettle Moraine Forest, this lakefront property offers 45’ of serene, peaceful beauty. This stunning home features a large yard, pier access and year round recreational activities. Disconnect, unwind and take in all that Kettle Moraine has to offer. Whether vacationing with family or friends this retreat is waiting for you.

4.98 out of 5 average rating, 145 reviews

Cabin in Campbellsport

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!

4.98 out of 5 average rating, 217 reviews

Farm stay in US

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.

4.99 out of 5 average rating, 287 reviews

Cottage in Fond du Lac

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . 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 beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Superhost

4.97 out of 5 average rating, 136 reviews

The Lakehouse on Long Lake (plus Heated Boathouse)

Our family always dreamt of owning a Lakehouse. When we had the opportunity to finally make that dream come true, we crafted the ideal getaway and wanted to share it with others. The Lakehouse on Long Lake is the perfect getaway to relax on the water. The boathouse/game room is an ideal venue for family or friends to entertain, all while overlooking the beautiful lake. We are excited to share our vision of a family getaway with you.

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Other great holiday rentals in Dundee

Home in Manitowoc

5 out of 5 average rating, 3 reviews

FLW Student Mid-Century Modern Riverfront Home

KellyRating, 5 stars1 week ago

Wow! The house was beautiful and perfect for us! Any questions we had were answered within a very timely manner. We will definitely be back. Anyone that gets a chance to book this house is very lucky!

5 out of 5 average rating, 10 reviews

Home in Cascade

Family friendly- rustic country living -king bed

KellyRating, 5 stars1 week ago

Fantastic place to stay! Truly enjoyed our time in this home. Plenty of space inside and out. Beautiful, updated kitchen with necessities to prepare meals. Super friendly and responsive to deal with! On our last night, we were discussing a return trip to the area and definitely would like to book here for the stay!!

Apartment in Campbellsport

4.97 out of 5 average rating, 34 reviews

'McJugger’s Loft:' Walk to Lake, Park, Restaurants

LoriRating, 5 stars10 months ago

Our second stay here -- Perfect place for our adult kids and us to gather for the weekend. Everything was great! We had everything we needed in such a beautiful, spacious living area. The food in the restaurant below (quesadillas are the best!); the Hamburger Haus next door and the little cafe just down the street make it easy to dine w/o cooking! We visited the winery not far away, which is a great venue for music and drinks in an outdoor setting. The best was Consuelo -- the perfect hostess! So glad we got to connect again to tell her how much we enjoy McJugger's Loft!

Cabin in Cascade

4.8 out of 5 average rating, 5 reviews

Sunset Views by Long Lake

DeniseRating, 5 stars8 months ago

The first words out of our 19 year old’s mouth was, “Mom, this is the best one we have ever stayed in!” Everyone loved how cozy the place felt and how you could set the temp for each room, just the way you liked it, including in the bathroom if the morning was a bit chilly. The rustic charm is just beyond beautiful. I loved the swing set and sitting area around back. Our dog loved it. Overall, just an absolutely gorgeous place to be for an entire week. The beds were clean and comfortable. I would highly recommend to anyone looking for a nice get away.

4.71 out of 5 average rating, 14 reviews

Private Family Friendly Lakehouse Retreat Sleeps 8

RyanRating, 5 stars8 months ago

This was a great spot for a Fall weekend. The lake is gorgeous, the kayaks were perfect, and the sunsets were fantastic. Caught a few fish, but the weather wasn't that cooperative. The area has great restaurants, coffee shops, and lovely pumpkin patches and orchards. Great spot to relax!

Place to stay in Plymouth

4.98 out of 5 average rating, 86 reviews

The Loft at Hickory Haven-A Modern Rural Studio

CarrieRating, 5 stars2 weeks ago

Hickory Haven lived up to its name! The surroundings are beautiful and the loft was pristine! This is the cleanest airbnb I have stayed in - everything was perfect. Our host, Mary, left several special touches like fresh fruit and local cream to make us feel right at home. This place is truly an oasis.

4.92 out of 5 average rating, 25 reviews

Dins Long Lake House in heart of the Kettles

GwenRating, 5 stars10 months ago

We loved the cleanliness of the hime. Location was great thank you for making it so easy to check in and for the coffee and filters and water.