Pet-friendly vacation rentals in Winnebago County

4.96 out of 5 average rating, 110 reviews

A serene riverside view showcases a grassy area leading to a wooden deck with turquoise chairs. The calm water reflects fluffy clouds above, with buildings in the distance. This peaceful spot offers a perfect setting for relaxation by the river.

Home in Menasha

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.

A wooden deck overlooks Sawyer Creek, featuring two metal chairs with floral cushions positioned around a small fire table. Lush greenery surrounds the area, and a dock extends into the water, providing a serene view of the natural setting.

5 out of 5 average rating, 52 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

Take it easy at this unique and tranquil getaway. Located on Sawyer Creek; enjoy peaceful views in a quiet neighborhood. Privacy is yours with a fenced in yard & attached 2 car garage. Comfortable 2 bedrooms with Queen beds & a fully stocked kitchen, outdoor grill, 55 in Smart TV and dedicated desk area. Propane firepit, patio table & 2 kayaks, washer & dryer. Close to Wiowash Trail, resturants, UW-Oshkosh and Oshkosh Corp headquarters. EAA grounds is a short 12 minute drive. Dog friendly.

A log home with a wooden exterior is surrounded by lush greenery. The front porch is adorned with a small blue umbrella and features a set of steps leading to the entrance. Gravel driveway and flower beds enhance the welcoming ambiance of the property.

4.86 out of 5 average rating, 196 reviews

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!

4.87 out of 5 average rating, 212 reviews

A serene bedroom features a spacious bed adorned with a soft, floral-patterned coverlet. Light filters through a window adorned with sheer curtains, while a small nightstand and a chair complete the cozy space. A hanging plant adds a touch of greenery.

Apartment in Oshkosh

Quaint 2 bedroom upper apartment in duplex.

This home is located in a safe neighborhood, close to the main highway . Close to UWO, shopping, dining, and a few short blocks from a park, fishing and boating. You have a 2 bedroom, 1 bathroom upper apartment for your use. Queen size beds in bedrooms, futon in the living room. Queen size air bed also available . Full kitchen use and parking for 2 cars, free internet, great backyard, use of grill and fire pit. Owner lives downstairs. Pets may be allowed. Children are always welcome.

4.94 out of 5 average rating, 230 reviews

Home in Menasha

Newly Updated: LakeViews-Firepit-Kayaks-Boat 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.

4.86 out of 5 average rating, 256 reviews

Fall Retreat • Firepit • Gazebo • Near Lake & Zoo

🍂 Cozy 3BR across from Menominee Park & Lake Winnebago! Enjoy fall walks to the beach, zoo, and lakeside trail—all just steps from the house. A few minutes’ drive brings you to downtown Oshkosh with restaurants, shops, and nightlife. Sleeps 8 with a new upstairs king suite & Roku TV, plus an upstairs lounge & basement bar. 🔥 Unwind under the gazebo with a gas firepit—perfect for cooler evenings. Includes driveway parking and self check-in for a smooth stay.

A spacious dining area is illuminated by natural light from large windows. A wooden table with six chairs is centered in the room. Decorative items, including wall art and a wreath, are displayed on the walls, contributing to the charming ambiance.

4.91 out of 5 average rating, 230 reviews

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.

4.88 out of 5 average rating, 85 reviews

A charming white cabin is shown with a front porch and stairs leading to the entrance. Lush green grass surrounds the property, along with colorful flower beds. In the background, a red barn is visible, providing a contrast to the cabin's exterior.

Farm stay in Omro

Comfy Cabin on 170 Beautiful Acres - Come Explore!

The cabin rests on 180 acres of scenic farm wildlife habitat. The property includes an 1800s-era barn & blacksmith shop, a host of wild & domestic animals, miles of private canal with access to the Wolf & Fox Rivers, a hiking trail, garden, orchard, and much more! The farm has been the pride of our family for 6 generations. A converted grainary, the cabin features a queen bed, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

5 out of 5 average rating, 11 reviews

A blue cabin is nestled among greenery in a spacious yard, with manicured shrubs lining the gravel driveway. Tall trees surround the property, providing a tranquil atmosphere. A neighboring building is visible, contributing to the serene setting of the retreat.

Home in Winneconne

The little blue jay

Welcome to The Little Blue Jay, a cozy blue cabin nestled in a semi-secluded spot by the lake. This peaceful retreat offers two comfy bedrooms, an open living area and kitchen, and large windows with beautiful lake views. Enjoy a spacious bathroom and a generous yard perfect for relaxing, playing, or evening bonfires. Whether you’re seeking a quiet escape or outdoor adventure, The Little Blue Jay is the perfect place to unwind and recharge.

4.98 out of 5 average rating, 276 reviews

The exterior of a charming barn surrounded by trees features chickens and other birds foraging on the grass. A wooden porch with an American flag is visible, adding to the welcoming ambiance of the property.

Cabin in Winneconne

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!

The dining area features a long wooden table surrounded by metal stools. Natural light enters through multiple windows with classic blinds, highlighting the rich wood accents and flooring. A modern light fixture hangs above the table, enhancing the room's inviting character.

4.84 out of 5 average rating, 109 reviews

Jackson Farmhouse

Perfect for a big group! Our beautifully restored 100 YEARD OLD farm house is located on Jackson St in Oshkosh giving you quick and easy access to highway 41! ** this home is old and has sloping floors ** The easy in and out driveway can hold at lease 6 cars if needed during your stay at our comfortable property. After a long day of whatever you may be in town for you'll be able to relax in your own piece of country!

The home exterior is characterized by a gray siding, complemented by a steep roof and multiple windows. A welcoming front porch is accessed by a set of stairs. Colorful flower beds and planters are positioned around the entrance, adding natural beauty to the landscape.