Pet-friendly holiday rentals in Calumet County

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-

Rustic modern home w/ hot tub, arcade & fireplace right on the edge of Elkhart Lake. Road America, great golf, The Ice Age Trail, & the Kettle Moraine are all at your doorstep. This cozy home is 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore & enjoy nature. Only 4 miles from Road America. 2 bedroom w/ 2 extra sofa sleepers & 2 baths. Perfect for racers or romantic getaways. The arcade/Pinball room has over 10 games. Perfect base camp. We got your bases covered

Broad St Riverview Retreat, River Views, Hot tub

Getaway on the river, ultimate comfort, spacious, near Lambeau Field. Five 55” flat screens with Roku! Hot tub, grill, fenced yard. Fully stocked kitchen! Ex-lg island doubles as a game table. Closet full of games for your enjoyment. Walk to breweries, restaurants, coffee shops, supper clubs, trails, Walgreens... 2 fireplaces & the fastest internet available. Sleeps 10. 3 full baths. Plenty of driveway parking. Primary bedroom suite. Large office with double desks, 4 seasons rm with pub table.

Camp Skywood - Elkhart Lake - Road America

Nestled just minutes from Downtown Elkhart Lake, this custom-built cordwood home offers a secluded sanctuary experience. Perched atop a hill, the unique 16-sided house provides breathtaking views of the state forest and surrounding farmland. Despite its remote feel, you’re only a 5-minute drive from the charming Elkhart Lake business district. Day hikes on the ice age trail are just steps away from the property. Escape to tranquility while staying conveniently close to local attractions.

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

Convenient 2br location with 3-plus beds

Sure to please with $0 cleaning fees! This quaint charmer is your home away from home for Packer games, Lawrence U, EAA, business travel, shows at the PAC, sporting events at USA Fields and more. All the home amenities for your stay and situated near coffee shops, grocery, local fare, fast food, convenience/Rx and many other venues. Convenient access to highways 41 and 441. Dogs only at this time. Pet rules and one-time pet fee apply. Attached garage access available (full details below)!

State Park Getaway with Hot Tub & Arcade

This fully remodeled A-Frame is walking distance to hiking trails and has views of Lake Winnebago. The outdoor enthusiast will find endless opportunities for adventure (canoeing, hiking, fishing, snowshoeing, biking) at High Cliff State Park. Take in the forest views from your private backyard with a large hot tub, fire pit, or relax on the private deck with stunning views of Lake Winnebago. Create memories with the private hot tub, giant chess board, arcade, and huge selection of games.

Designer Lakefront Home with Views, Firepit, Dock

Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

Charming Spacious 2BDR by Downtown/Menominee/Lake

This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

Cozy family home walkable minutes from Lambeau!

-Family-friendly, retreat centrally located in title town district -10-minute walk from Lambeau Field and Resch Center -Access to the whole property and we provide many toiletries to make travel smoother -Plenty of board/ card games and toys for kids, and popcorn machine. Close to lots of family activities -All beds have new memory foam mattresses, and the kitchen has new stainless cook wear -Relax outside in the new Adirondack chairs by the fire pit

Modern, Freshly Renovated House - Great Location

-Historic residential district near downtown, Lawrence University, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area. -30 minutes to Green Bay and Oshkosh -3 season porch -New deck overlooking wooded backyard -Safe, well established neighborhood with tree-lined streets and beautiful parks -Need more space or traveling with friends? Click Visit our profile to see our additional 5★ Appleton properties

Red Willow Guest House

Renovated farmhouse located just 48 miles south of Lambeau Field and 50 miles north of Milwaukee. This guesthouse is the perfect vacation home for large family/group gatherings. The property is a retired dairy farm with acres of trees and grasslands to explore. The farmhouse is three miles east of Kiel, nine miles from Elkhart Lake, home of Road America race track and 18 miles to Blackwolf Run golf course in Kohler.

Cozy Retreat • Fireplace Loft •Walk to Park & Lake

🍁 Cozy 3BR family retreat across from Menominee Park & Lake Winnebago! Enjoy fall walks to the beach, zoo, and trails—all just steps away. Minutes from downtown Oshkosh, including dining and shops. Features a new upstairs lounge with large TV and fireplace, king suite, and basement bar—perfect for family time and Thanksgiving gatherings. Includes driveway parking and easy self check-in for a smooth stay.