Holiday rentals in Oshkosh

4.82 out of 5 average rating, 118 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.

Top guest favourite

4.96 out of 5 average rating, 25 reviews

3 min Downtown Oshkosh Kitchen Washer Dryer Park

Nestled in a quiet, family-friendly neighborhood, this home boasts alot of amenities to make your stay comfortable & memorable. Filled with historic charm it's your ideal hub for exploring Oshkosh's delights! ●Full Stocked Kitchen New Appliances ●Coffee Bar ●Desk ●New Shower w/jets ●Smart Tvs ●Dim Lights ●Washer Dryer ●Firepit ●Grill ●Double Hammock Min drive to ~EAA 10 ~Airport 8 ~Downtown 3 ~Menominee Park/Zoo 3 ~UW Osh 5 ~Close to Park & Lake ☆"Cozy place that works in a lot of functionality"

5 out of 5 average rating, 7 reviews

Downtown Loft Third Floor

Situated in a prime location, this stunning 2-bedroom industrial loft condo has an expansive rooftop deck that overlooks the beautiful Fox River. With it's specatacular views, luxury amenities and spacious living area it is perfect for a romantic getaway or special celebration. Within blocks of the Leach Amplitheater, farmers market and bike trail, it is the perfect destination. The private rooftop deck is the perfect setting to capture all the excitement of Oshkosh, including the EAA flyovers.

4.86 out of 5 average rating, 56 reviews

Cozy fully furnished home

Are you a traveling professional looking for a cozy and fully furnished home in Oshkosh, Wisconsin? Look no further than this lovely 2-bedroom property! With newer updates, fresh paint throughout, and central air conditioning. Located just a short distance from the lake, trails, and parks, this home is perfect for outdoor enthusiasts who love to explore the great outdoors. And with its convenient location you'll find shopping, dining, entertainment, and medical facilities near by.

Top guest favourite

4.99 out of 5 average rating, 122 reviews

Cozy Relaxing Lake Home with spectacular sunsets!

Located on the shore of Lake Butte Des Morts Yard,pier, (sorry guests are not allowed to tie anything up to 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

4.81 out of 5 average rating, 37 reviews

The Manor on Church

Welcome to The Manor on Church! This newly renovated first floor apartment has all amenities needed for a perfect escape in Oshkosh, WI. Located in central Oshkosh, you’ll be just minutes away from downtown Oshkosh, and steps away from University of Oshkosh - Wisconsin! The Manor is just 10 minutes away from highway 41 and multiple stores for easy access to everything you need. For some reason I can't add towels as an amenity but we do provide all of those as well!

4.95 out of 5 average rating, 188 reviews

Guest house 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.

4.9 out of 5 average rating, 79 reviews

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 full bed, pullout couch, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

Top guest favourite

4.92 out of 5 average rating, 216 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.

4.87 out of 5 average rating, 237 reviews

3BR Near Lake • Walk to Park • Firepit Retreat

Relax in this cozy, modern getaway just steps from the Park and Lake Winnebago. Perfect for families, groups, or peaceful retreats. This home features a stylish interior, firepit table, and gazebo. Enjoy walking trails, the zoo, and quick access to downtown Oshkosh. Prime Fourth of July Location! Watch the Menominee Park fireworks burst directly overhead from the comfort of the front yard or porch — one of the best views in the city!

4.86 out of 5 average rating, 212 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.

4.92 out of 5 average rating, 275 reviews

Rosie's Place A

Hello and Welcome! Rosie's place A features a cozy newly renovated clean furnished upper apartment. Very close to everything in Oshkosh. Great for business travelers, vacationers and visiting University of Oshkosh and Hospital families. Breakfast items, fruit, coffee, tea, soda, water & snacks included. Private parking behind the house. Door code will be provided to enter. No minimum stay!

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Oshkosh holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Oshkosh

4.9 out of 5 average rating, 20 reviews

Flat in Appleton

Clean, Safe, and Convenient 1 bd (R1)

AndrewRating, 5 stars1 month ago

Excellent place to stay while in Appleton! Clean, quiet and safe. The rental was exactly like advertised. Highly recommend!

4.94 out of 5 average rating, 53 reviews

Peaceful Home in Heart of Oshkosh!

CaitlinRating, 5 stars1 week ago

Our family enjoyed staying at Laura’s BnB. We appreciated the cleanliness, comfortable furnishings, and modern decorating style that maximized the space for our own belongings especially since we were traveling with a large family. The attention to detail in small things made our stay delightful (variety of teas, free & clear detergent, a fresh pack n’ play sheet). We liked going on walks in the neighborhood, especially to Menominee Park and Zoo. Our children liked playing the variety of board games, playing in the sun room, and using the giant bean bag. We would be happy to stay again!

4.87 out of 5 average rating, 30 reviews

Furnished Oshkosh Haven! 2 Bed

JaidaRating, 5 stars4 weeks ago

The home was squeaky clean and smelled great when we first got there. It looked just like the pictures. So many restaurants and stores were not further than a 3 minute drive. So many friendly people and a great side of town. Had no issues with the home it was a perfect getaway:)

4.86 out of 5 average rating, 206 reviews

Quaint 2 bedroom upper apartment in duplex.

Er-JinRating, 5 stars3 weeks ago

A friend and I stayed here for about a week to attend an event in town. Steve, our host, was super flexible with our arrival time and very accommodating. He even went out of his way to supply us with an iron and board last minute, and we really appreciated that! Thank you Steve for having us!

5 out of 5 average rating, 9 reviews

Historic Downtown Apt, Algoma Suites #4 - Sleeps 2

KatyRating, 5 stars1 month ago

Ben’s place was so nice! It was so cute, clean and well stocked with essentials. The location was great, within walking distance of many shops and restaurants. The only thing that was a little confusing was the parking, although it worked out since we were there on a weekend. Not sure how that would have looked during the week. Overall great!

4.92 out of 5 average rating, 119 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

AngeliaRating, 5 stars3 weeks ago

Great, charming home for our stay in OshKosh. Love the old pictures and great response from Shawn!

5 out of 5 average rating, 4 reviews

Walk to EAA Grounds - 2 BD Oshkosh Home

JosephRating, 5 stars3 months ago

Great place to stay for two of us. Stayed for sturgeon spearing on Lake Winnebago. Great location that was close to the lake and close to places to eat. House was clean and very comfortable to stay in. Very responsive host.