Pet-friendly vacation rentals in Oshkosh

Historical Haven Downtown Appleton

History meets style in this perfectly located downtown spacious 2 bdrm 2 story (2nd n 3rd story) apartment with a full kitchen. The 2nd floor bdrm has a queen bed and an air conditioner, the 3rd floor bdrm is its own private oasis boasting a queen bed, a desk, closet, air conditioner and futon. Note: A third air conditioner has been added on the 2nd floor. A few blocks to downtown, Mile of Music venues, Performing Arts Center, The Expo Center, Lawrence, parks, river trails, and shopping.

Woltring Waters Waterfront Home + Hot Tub

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!

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.

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.

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.

Barndominium: 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 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 • Gazebo • Walk to Park & Lake

☀️ Cozy 3BR retreat across from Menominee Park & Lake Winnebago! Walk to the beach, zoo, trails, and lakefront. 🎆 Prime spot for Oshkosh fireworks—enjoy the festivities, then unwind at home. Relax in the private backyard gazebo with seating, lighting, and fire pit. Features a king suite, upstairs loft lounge with TV & fireplace, basement bar, fully stocked kitchen, driveway parking, and easy self check-in.

The Raven | Modern Escape To The Woods

Welcome to The Raven, a modern escape to the woods tucked among towering pines near Hartman Creek State Park. Soak in the private hot tub beneath the stars, gather around the fire pit, hike nearby trails, or unwind with records, movies, and woodland views. Just minutes from the Chain O' Lakes, restaurants, and shops, The Raven combines contemporary comfort with the peace and privacy of the Wisconsin woods.

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.

•DRIFTWooD HAVEN• | hot tub |

This newly constructed contemporary cottage is both steps from Lake Michigan & Point Beach State Park! Featuring a beautiful open concept living space with wood burning fireplace! This modern minimalistic style cottage is tastefully decorated with local artists work throughout along with many amenities. ***pet fee applies***