
Vacation rentals with outdoor seating in Oshkosh
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Oshkosh
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

Centrally Located, Updated Home
Step in to your cozy, sun-drenched haven, reminiscent of your favorite corner café. Thoughtfully crafted to blend functionality, comfort, and style, this space is sure to become your cherished home away from home. Situated just minutes from Downtown Green Bay, major highways, and family-friendly attractions, this modern retreat caters to both casual and business travelers. Experience a genuine sense of belonging with a stay designed to foster connection, creativity, consciousness, and community!

Cabin on the Trail
Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing and boating and in the winter have fun ice fishing on beautiful Fox Lake! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum *All dogs/pets must be pre-approved by the host. There is a $50 pet fee/stay. *Check out our “cottage on the trail”, closer to the lake.

Private Riverfront, Converted Barn *EV Charger*
Fox River Barn is located in a picturesque setting with stunning views of the Fox River in Princeton, WI. This 1940s barn has been lovingly converted into a comfortable living space with modern features and amenities, making it the perfect retreat for a romantic getaway or a peaceful escape from the city. Inside, the bones of the barn are present. From beams and rafters on the main level to the tall, gable barn ceiling. Just imagine all the different ways the barn had been used over time.

Homey lower level apartment with private entrance
This living space is in the lower level of our ranch home, which is located in a lovely and safe neighborhood. The furnishings in this area are mostly antique pieces that came from special family members. You may also use the screen porch and patio for relaxing in the spring/summer. You will have a private entrance through the garage so you can come and go as you like. The kitchen is furnished so you may cook. There are also many restaurants close by. Ask us if you need anything!

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.

King Bed, Quiet Area, Central Location
Welcome to The Blue Bungalow! Located in the heart of downtown Appleton and close to Lawrence University, our home welcomes you with 3 bedrooms (king + queen + twin beds), modern furnishings, a fully stocked kitchen, huge bathroom, gas grill and outdoor patio area. The cozy living room has a comfortable couch, decorative fireplace, and large TV. Our neighborhood is quiet, walkable and just minutes from everything in Appleton and only 30 minutes to Green Bay and 20 minutes to Oshkosh.

Leonard Point Birdhouse
Welcome to the Leonards Point Bird House! This newly renovated lake home has all amenities needed for a perfect escape in Oshkosh, WI. You will experience lake views from the south side of Lake Butte Des Morts. For a quieter experience (or louder for the kids) there is a detached bunk house with its own bathroom! The Birdhouse is 10 minutes away from highway 41 and multiple stores for easy access to everything you need. Please feel free to reach out with any questions!

Lakeshore Bungalow Boutique
Newly remodeled upstairs 2 bedroom, very spacious apartment. Shaby sheek style downtown very cute home away from home. Just minutes from beautiful biking and walking trails and beaches along the beautiful shores of Lake Michigan. Walking distance to restaurants, pubs, wine bar, museums, beaches, shopping, grocery store, bakerie, zoo, car ferry, gym's, coffee shops, library. Beautiful lake Michigan Marina and Light House, Manitowoc is a very cute and quaint small town.

Cozy Relaxing Lake Home with spectacular sunsets!
On the shore of Lake Butte Des Morts Approximately 40 miles from Lambeau Field Yard,pier in summer(we do not allow anything to be tied up to pier)solo fire pit, grill,seating SUNSETS Lake view Bedroom,Living Room,Dining area Close to Wiouwash trail for snow mobiling, hiking, biking Near EAA Restaurants Shopping Gas fireplace Living / dining area Kitchen space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

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.

Freshly Renovated, Modern House - Great Location
-Historic residential district near downtown, Lawrence University, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area. -30 minutes to Green Bay and Oshkosh -3 season porch -New deck overlooking wooded backyard -Safe, well established neighborhood with tree-lined streets and beautiful parks -Need more space or traveling with friends? Click Visit our profile to see our additional 5★ Appleton properties

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.
Popular amenities for Oshkosh outdoor seating rentals
House rentals with outdoor seating

Pamperin Park cottage - house completely updated

Little Lake House

Lake Cottage-Hike, Mt Bike, frisby golf 1 mi. away

Cozy family home walkable minutes from Lambeau!

Broad St Riverview Retreat, River Views, Hot tub

Single Family Home steps to Downtown.

Cozy fully furnished home

Ranch Duplex on Golf Course - Location! 2BR 1BA
Apartment rentals with outdoor seating

Silvers Four-Six-Four *A home away from home*

Modern Upstairs Apt - Steps from Lake Michigan

GGG Spacious Log Cabin apartment on the IAT

Lovely modern two bedroom home with fire pit

Inn on Billy Goat Hill

Historical Haven Downtown Appleton

Lighthouse View -a real gem on Sweet Cake Hill

Columbia Lake Sunset View
Condo rentals with outdoor seating

2BR Condo on a resort on the lake w/beach access

A Glorious Getaway Sheboygan - LUX Lake Condo

Beachside Condo w/ Stunning Lake Views

Beach condo for 12: 4 bdrms, 2+ baths, treadmill

Janelle's Dockside Condo

Cream City Flat - Boutique Condo

Charming Duplex Retreat in Heart of Appleton

Beachside Lake View - 2br - First Floor - Garage
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 CAD | $334 CAD | $268 CAD | $388 CAD | $330 CAD | $353 CAD | $740 CAD | $368 CAD | $310 CAD | $292 CAD | $295 CAD | $290 CAD |
| Avg. temp | -8 °C | -6 °C | 0 °C | 7 °C | 14 °C | 19 °C | 21 °C | 20 °C | 16 °C | 9 °C | 2 °C | -4 °C |
Quick stats about vacation rentals with outdoor seating in Oshkosh

Total vacation rentals
Explore 270 vacation rentals in Oshkosh

Nightly prices starting at
Oshkosh vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 4,400 verified reviews to help you choose

Family-friendly vacation rentals
240 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
270 of Oshkosh vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oshkosh rentals

4.9 Average rating
Oshkosh stays are highly rated by guests—averaging 4.9 out of 5!
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- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- West Bend Country Club
- Trout Springs Winery
- The Bull at Pinehurst Farms Golf Course
- Pine Hills Country Club
- Oneida Golf Club
- Sunburst
- Pollock Community Water Park
- Kerrigan Brothers Winery
- Vines & Rushes Winery
- Green Bay Country Club Sports Center
- Little Switzerland Ski Area
- Blackwolf Run Golf Course




