Vacation rentals in Oshkosh

A bright sunroom features large windows offering views of the lake. Two chairs and a small table are arranged on a patterned rug, inviting relaxation. Natural light fills the space, highlighting the serene atmosphere and the vibrant colors of the surrounding nature.

4.84 out of 5 average rating, 129 reviews

Linger Longer On The Water

Cozy lake cottage on the west shore of Lake Winnebago featuring 3 bedrooms and 1 bath. Beautiful sunrises over the lake and just minutes from everything in Oshkosh Wisconsin. Large kitchen for preparing meals or just hanging out. 5 minute walk to Menominee Park. 6.5 miles to EAA Grounds. Less than 10 minutes to downtown and the University of Wisconsin, Oshkosh campus, shopping, restaurants and Main Street. Great location for walking, bike riding and just seeing the local sites. Park on site.

A lush green lawn extends towards the lake, flanked by two large trees. Two wooden Adirondack chairs provide a comfortable seating area, facing the water. The serene lake view stretches into the distance, with a small boathouse visible nearby.

4.99 out of 5 average rating, 128 reviews

Cozy Relaxing Lake Home with spectacular sunsets!

Located on the shore of Lake Butte Des Morts Yard,pier(summer months), (sorry we do not allow anything to be tied up to our pier)solo fire pit, grill,seating SUNSETS Lake view Bedroom,Living Room,Dining area Close to Wiouwash trail for hiking, biking,snowmobiling Approx. 40 miles to Lambeau Field Close to EAA Restaurants Shopping Gas fireplace in Living / dining room with a desk Kitchen with space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

A neatly arranged bedroom features a black metal bed frame with a patterned comforter and decorative pillows. A glass side table sits beside the bed, while natural light filters through large windows adorned with light curtains. A cozy carpet enhances the warm atmosphere of the space.

4.88 out of 5 average rating, 26 reviews

Studio Apt near Downtown, River + Lake Winnebago

Enjoy your stay in the heart of the city in an attached Mother in law suite (like a mini apt) w Queen bed, pvt bath, TV/WIFI, pvt entrance w patio & mini kitchen appliances. Jun-Sept: Waterfest is every Thursday Farmers Markets on Wed & Sat (top 10 in US!) Oshkosh is Event City! You will never be bored! EAA, Lifest, XRoads41 & Mile of Music bring ppl worldwide. Best part- located by Downtown Bars, the water - UWO- Everything is walkable 30min drive to ATW and anywhere else in Fox Cities!

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, 48 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 two-story upper unit residence features a green exterior with white trim. Stairs lead up to a welcoming front door, while a small porch offers outdoor seating. The landscaped yard includes rocks and low-maintenance plants, providing a neat and tidy appearance.

5 out of 5 average rating, 16 reviews

Newly Renovated Upper Unit

This newly renovated upper unit features 2 bedrooms/1 full bathroom. The unit is across the street from the Paine Art Center, making it an ideal stay for weddings/events held there. It is centrally located with easy access to attractions, restaurants, and parks. Bottom unit is currently being rented as a long term rental. Units are completely separate. Paine Art Center - .1 mi ~ Nature of Lights (8/1-10/26) Oshkosh Public Museum - .4 mi Fox River Brewing - .4 mi UWO - .5 mi EAA - 6 mi

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.

4.87 out of 5 average rating, 211 reviews

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.

4.95 out of 5 average rating, 194 reviews

The cottage features a long, metal-roofed exterior with gray siding and contrasting purple shutters. Lush greenery surrounds the home, including decorative flower beds. A paved pathway leads to the entrance, highlighting the spacious yard. Sunlight enhances the bright and welcoming appearance.

Guesthouse in Oshkosh

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

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, 227 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.

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, 107 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! **Please note this home is old and has sloping floors and a few drafts** The easy in and out driveway can hold at lease 8 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!

4.99 out of 5 average rating, 287 reviews

A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.

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.

A charming two-story white house is presented, set against a clear blue sky. Five windows are visible on the front, surrounded by green shrubs. Steps lead up to a porch area, indicating a welcoming entrance.

4.85 out of 5 average rating, 81 reviews

Comfortable 2 bedroom upper unit #1

Relax in this 2 bedroom upper unit. The whole group will enjoy easy access to everything from this centrally located place. Reconnect with loved ones in this family-friendly place. 4 miles from Wittman Regional Airport 4 blocks from the Oshkosh Arena 5 blocks from the Oshkosh Convention Center. Walking distance to restaurants and local bars. Live music Thursdays in summer at Fox on the river, you can hear the music outside the unit.

The exterior of a two-story house is shown, featuring a porch and a well-maintained lawn. Large windows are visible, offering natural light to the interior. Surrounding trees provide shade, and a pathway leads to the entrance, enhancing accessibility.

4.86 out of 5 average rating, 223 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

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Popular amenities for Oshkosh vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Oshkosh

An aerial view of the home reveals a contemporary design with a combination of gray siding and a light wood accent. Lush greenery surrounds the property, complementing the landscaped yard. A spacious upper deck can be seen, along with outdoor seating on the patio.

4.94 out of 5 average rating, 36 reviews

Menominee House Lake View

A single-story house with a white exterior is set against a clear blue sky. A large tree provides shade in the yard, with a shaded patio area visible. The property features a dock along the river, making it accessible for boat parking.

5 out of 5 average rating, 19 reviews

3+ bd 3 bath in Oshkosh on River near EAA

A dock extends over calm waters, lined with lush greenery and trees along the shore. The peaceful reflection of the surroundings can be seen on the water's surface. Additional boats and docks are visible in the distance, suggesting a tranquil waterfront atmosphere.

4.97 out of 5 average rating, 32 reviews

Waterfront Retreat*Kayaks*Firepit*Dog Friendly

The exterior of the lakeside home is showcased with a well-maintained lawn and flower beds. Large windows offer expansive views of the surroundings, while a white staircase leads to the inviting entrance. Nearby, comfortable outdoor chairs are positioned for relaxation.

5 out of 5 average rating, 27 reviews

Relaxing Lake Winnebago Waterfront Retreat

4.98 out of 5 average rating, 61 reviews

A modern living room features a comfortable gray sofa adorned with patterned cushions. A large area rug with a chevron design anchors the space. A wall clock and artwork complement the decor, with a glimpse of the kitchen area visible in the background.

Apartment in Winneconne

Boathouse Bungalow

Superhost

A cozy living area features two light-colored sofas adorned with patterned cushions. A black coffee table holds a tray with a small vase and a candle, while a soft area rug complements the space. Sheer curtains frame a window, allowing natural light to brighten the room.

Townhouse in Oshkosh

4.81 out of 5 average rating, 59 reviews

Fall Retreat • Firepit • Near Downtown & Lake

A cozy living area is depicted with a soft grey sofa positioned near a small wooden table. A wall-mounted television is visible, and art adorns the walls. A greenery accent adds a touch of nature, creating a relaxed ambiance within the space.

4.92 out of 5 average rating, 71 reviews

Charming Oshkosh - 2 Bedroom, Walk to Downtown

A modern living room showcases a large television mounted above an electric fireplace. Built-in shelves are illuminated, displaying decorative items. A cozy atmosphere is created with neutral walls and warm lighting from the fireplace, enhancing the inviting space.