
Holiday rentals in Oshkosh
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Top-rated holiday rentals in Oshkosh
Guests agree: these stays are highly rated for location, cleanliness and more.

Elkhart A-Frame, Wooded Retreat near Road America
The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

Riverfront log cabin in the heart of the valley
◖30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ◖10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: ◖Outstanding views from the amazing sunsets to the relaxing water & wildlife ◖Newly renovated with many amenities ◖Enjoy the Northwoods setting in the heart of the valley ◖Relax at end of the day sitting around a campfire or by indoor fireplace ◖Tie your boat to dock in front of property ◖Full kitchen/outdoor grill

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality
Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, full mason fireplace, vaulted ceilings, large deck and hot tub. Enjoy the backyard with a spacious deck, 7 person hot tub and outdoor fire pit. Five min. from Airport, Downtown, 25 min. to Lambeau and 20 min. to EAA. Includes coffee and breakfast.

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.

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!

Shorehaven Lakehouse
Welcome to the Shorehaven Lake House! Perfect for a couples retreat, an outing for the entire family, or those in town for any of Oshkosh and the surrounding cities many events! Have the ultimate Wisconsin getaway by escaping to this beautifully renovated Lake Butte des Morts home that comfortably sleeps 6. This home provides beautiful sunsets and sunrises over the lake and a quiet neighborhood for your escape! Please let us know if you have any questions!

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.

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.

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!

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
🌸 Cozy 3BR retreat across from Menominee Park & Lake Winnebago! Enjoy spring walks to the beach, zoo, and trails—just steps away. Minutes from downtown Oshkosh for dining and shops. Features a new upstairs lounge with TV and fireplace, king suite, and basement bar—perfect for relaxing or family time. Fully stocked kitchen with upgraded cookware. Driveway parking and easy self check-in.

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.

Waterfront Retreat @ Oshkosh’s Sawyer Creek
Relax with the whole family at this peaceful 3 bedroom waterfront home. This home is adjacent to “West Algoma Park” one of Oshkosh’s many parks. Within walking distance to UWO campus, Paine Art Center, Fox River Brewery and Oshkosh Corp Headquarters. For business or pleasure this home will fulfill all your needs.
Popular amenities for Oshkosh holiday rentals
Other great holiday rentals in Oshkosh

Menominee House Lake View

Sunset Cove

Centrally Located Private Upper Unit

The Cheddar House Condo

Rickers Bay Lake house

Peaceful Home in Heart of Oshkosh!

The Dreamliner-0.6 mi to airport

Charming Oshkosh - 2 Bedroom, Walk to Downtown
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 SGD | $236 SGD | $218 SGD | $346 SGD | $258 SGD | $263 SGD | $623 SGD | $321 SGD | $257 SGD | $243 SGD | $236 SGD | $230 SGD |
| 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Oshkosh?
Four-legged friends are welcome in Oshkosh. Choose from more than 220 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Oshkosh?
Yes! Work meets play with ease at over 330 vacation rentals in Oshkosh featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Oshkosh vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Oshkosh, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly apartment rentals in Oshkosh?
Oshkosh has more than 40 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Oshkosh?
Experience the best of Oshkosh with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do townhouse rentals in Oshkosh have air conditioning?
Absolutely! We offer over 10 townhouse rentals with air conditioning in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Oshkosh have wifi?
Absolutely! We offer over 10 townhouse rentals with wifi in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oshkosh have a bbq area?
Absolutely! We offer over 200 house rentals with a bbq area in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oshkosh have a gym?
Absolutely! We offer over 110 house rentals with a gym in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Oshkosh?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Oshkosh

Total holiday rentals
Explore 830 holiday rentals in Oshkosh

Nightly prices starting at
Oshkosh holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 8,680 verified reviews to help you choose

Family-friendly holiday rentals
660 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 220 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
330 properties have a dedicated workspace

Wifi availability
810 of Oshkosh holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Oshkosh rentals

4.9 Average rating
Oshkosh stays are highly rated by guests – averaging 4.9 out of 5!
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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- Sunburst
- Blackwolf Run Golf Course
- Little Switzerland Ski Area
- Eaa Aviation Museum
- Paine Art Center And Gardens
- Kettle Moraine State Forest - Northern Unit
- Green Bay Botanical Garden
- Resch Center
- Bay Beach Wildlife Sanctuary
- Green Bay Packers
- National Railroad Museum
- New Zoo & Adventure Park
- Green Bay Packer Hall of Fame
- Road America
- Fox Cities Performing Arts Center




