Pet-friendly holiday rentals in Oshkosh

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.

Woltring Waters Waterfront Home

Wake up to a beautiful view of Lake Winnebago, and enjoy you cup of coffee with the sound of crashing waves off the back porch. You will have breathtaking sunsets with the historical light house backdrop that is in viewing distance from the property. From dining to convenient stores everything you need is in walking distance. Take a peaceful stroll around the marina or take the kids to Lakeside Park, offering a petting zoo, carousel, train, jungle gym & splash pad. Everyone will enjoy!

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 Fox Valley home away from home for Lawrence U, Mile of Music, EAA, business travel, PAC shows, sporting events at USA Fields and more. All the 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)!

Entire Suite-Short drive to Lambeau, Zoo, Downtown

Private side entrance at ground level featuring large windows with natural light, private bathroom with toiletries, laundry room with washer/dryer, private family room with couch, TV with Hulu, wireless, microwave, coffee maker, bottled water, and a mini fridge. You have the entire floor to yourself, as we live upstairs. House is located in a quiet country subdivision. Deer, birds and other wildlife are daily visitors. Easy drive to Lambeau Field, the airport, and downtown Green Bay!

Secluded Cabin with Sauna

Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

Modern, Freshly Renovated House Near Downtown

Escape to our stylish, art-themed home in a quiet Appleton neighborhood just minutes a few minutes walk to downtown! This newly remodeled house is perfect for families or remote workers. Enjoy a dedicated workspace, a fun playroom, and a private patio. You're just a 10-minute walk from downtown College Avenue, Lawrence University, Mile of Music and the Performing Arts Center. Fully remodeled Only 35 minutes to Lambeau Field. A serene and central retreat awaits!

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

Barndominium with Goats, Hot Tub, Forest & River

The Cloverland Barndominium is a thoughtfully renovated 100-year-old barn sitting on 5+ private acres of forest to explore next to a river. You'll share the land with friendly goats and chickens that you can watch from right outside your window! Outside you'll enjoy walking the trails, feeding the animals, taking the canoe down the river, making a fire in the fire pit, and exploring the forest. Escape the busy world and reset!

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.

Cozy getaway 1 mile from downtown and UWO campus!

2 bedroom home with a living room and dining room, kitchen with appliances, laundry room and Big backyard. (Kid friendly) Grocery store, gas station, and restaurants are less than a mile away. (Within walking distance) Great, clean neighborhood. Only a mile from Menominee park, arena, and other destinations you may want to explore.