
Holiday rentals with a kayak in Oshkosh
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Oshkosh

Total holiday rentals
Explore 20 holiday rentals in Oshkosh

Nightly prices starting at
Oshkosh holiday rentals start at €113 per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oshkosh holiday 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!
Top-rated rentals with kayak in Oshkosh
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

WolfDen Getaway - Winnebago Channel
5/5 (10/10) Rating on another travel site (76 Reviews) - "The Wolf Den is by far the best home our family has rented..." - 6/29/2023 You’re only a 1/4 mile from the boat launch. The channel allows you to dock your boat at the property during your stay. It’s a large home with plenty of space with a newly renovated lower level, including a pool table, ping pong, darts and foosball. Smart TVs in all the right places. 4 bedrooms/3 bathrooms. Plenty of parking. Brand new queen size murphy bed.

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

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.

RiverFront Cottage>Private Pier>Firepit & Wildlife
Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

Woltring Waters Waterfront Home + Hot Tub
Wake up to a beautiful view of Lake Winnebago, and enjoy you cup of coffee with the sound of crashing waves off the back porch. You will have breathtaking sunsets with the historical light house backdrop that is in viewing distance from the property. From dining to convenient stores everything you need is in walking distance. Take a peaceful stroll around the marina or take the kids to Lakeside Park, offering a petting zoo, carousel, train, jungle gym & splash pad. Everyone will enjoy!

Oshkosh Escape with Lake Access and Private Dock
We are a year round retreat on beautiful Lake Winnebago. Bring your boat, kayaks, water toys, snow mobile, UTVs and fishing/hunting gear to your own private 18' dock on a channel with complete access to Asylum Bay. We are located in Oshkosh and close to the Fox Valley and GB. Just minutes away are: Outlet Mall, EAA, Lifefest, Sunnyview Expo, fishing tournaments, Sturgeon Spearing, microbreweries, Saturday Farmers Markets, The Herd basketball, Titans/UW-O events, and GB Packers(48min)!

Cottage on the Trail
Welcome to your relaxing retreat on the lake! In the summer months enjoy fishing, swimming and boating right out your back door and in the winter experience ice fishing on beautiful Fox Lake! *Please read the full description and look at all pictures of the property before booking *Not suitable for parties or gatherings. *Due to parking restrictions and the nature of the property, there is a 4 person maximum with room for 2 vehicles or 1 vehicle and 1 boat/trailer. *Sorry, no pets

Private 3 bedroom lake house
A beautiful spacious 3 bedroom with sofa bed (sleeps 9 guests) with lake access just steps away from the backyard. Includes washer and dryer, all cooking amenities and a grill, 3 TVs with cable (including Netflix and Disney+ capabilities), a two person canoe n 3 kayaks, hammock, board games, and books for leisure reading. Fish off the private peer. Light the bonfire in the fire pit (firewood included) by the patio onlooking the lake. Pets are allowed with a $200 pet fee.

Designer Lakefront Home with Views, Firepit, 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.

Relaxing Lake Winnebago Waterfront Retreat
Experience the simple pleasures of lakeside living in this Oshkosh vacation rental! Featuring 3 bedrooms, 2 full baths, and 2 half baths, this beautifully designed home is the ideal spot to enjoy endless activities on Lake Winnebago. Take the pedal boat out for a spin or cast a line off the private dock! After, relax in the serene living room while admiring panoramic views of the lake through floor-to-ceiling windows, or end the night with stargazing on the patio!

Peaceful Bayside Cottage
Soak up the modern and vintage charm of our recently updated cottage. Cozy yet open floor plan with large windows and patio doors allow you to enjoy the peaceful view of the water and wildlife right outside your door .Our upstairs loft has 2 beds and serves as our third bedroom. Downstairs fully stocked kitchen spacious dining living area two bedrooms with plenty of closet space a laundry room with washer and dryer so you can enjoy all the comforts of home.

LakeLife is Dam Good! 4 Bedroom Waterfront Home
Fun for the whole family at this stylish lakeside home in the heart of Beaver Dam. The house as everything a group needs and wants for the perfect weekend, week, or overnight adventure. From the open floor plan living room to the exposed game room basement that leads right out to the lakeside yard. We've filled this home with all the touches needed to guarantee lake life living. The backyard overlooks thousands of acres of lake with endless lake views.
Popular amenities for kayak rentals in Oshkosh
House rentals with a kayak

Kettle Trails Cottage on Long Lake

Waterfront Retreat*Kayaks*Firepit*Dog Friendly

Perfect Lake Front Home in a quiet bay!

Rare! River House in the City, Near Everything GB

The Bluegill on Little Green Lake

Reel in the Fun: @ Lakeside Getaways Lake Poygan

Lank's Lookout on Lake Winnebago

Private Tranquil Escape on Miner. Chain O’Lakes
Cottage rentals with a kayak

4-Bedroom Cozy & Spacious Lake Cottage | Sleeps 8

Private safe clean waterfront cottage on Green Bay

Pine Grove Hideaway

Lakefront Cottage with Sandy Shore & Sunset Views

Swim, Waterski, kayak, bonfires, fish

Waterfront Cottage near Lambeau and Door County!

Up North Lake Escape

Boat~Fish~Relax | Lake Poygan Channel | Fremont WI
Cabin rentals with a kayak

Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar

Fox River Cottage

Charming Cabin on a private lake

Log Cabin at Cliff Lake: Family Friendly Getaway

House on Butte Des Morts Channel !

Hatch Lake Cabin

Fernwood Elkhart Lakefront: hot tub, pier, kayaks

The Random Cabin (On Random Lake)
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €131 | €160 | €156 | €152 | €212 | €217 | €364 | €224 | €191 | €191 | €153 | €153 |
| 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 |
Destinations to explore
- Chicago Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Duluth Holiday rentals
- Grand Rapids Holiday rentals
- Wisconsin Dells Holiday rentals
- Madison Holiday rentals
- Saugatuck Holiday rentals
- Family-friendly rentals Oshkosh
- Waterfront rentals Oshkosh
- Rentals with breakfast Oshkosh
- House rentals Oshkosh
- Apartment rentals Oshkosh
- Flat rentals Oshkosh
- Rentals with beach access Oshkosh
- Rentals with lake access Oshkosh
- Cottage rentals Oshkosh
- Cabin rentals Oshkosh
- Pet-friendly rentals Oshkosh
- Rentals with a hot tub Oshkosh
- Bed and breakfasts Oshkosh
- Rentals with a patio Oshkosh
- Rentals with pools Oshkosh
- Rentals with a firepit Oshkosh
- Rentals with a kayak Winnebago County
- Rentals with a kayak Wisconsin
- Rentals with a kayak United States
- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- Eaa Aviation Museum
- Blackwolf Run Golf Course
- Bay Beach Wildlife Sanctuary
- Paine Art Center And Gardens
- New Zoo & Adventure Park
- Green Bay Packers
- Fox Cities Performing Arts Center
- Green Bay Botanical Garden
- National Railroad Museum
- Road America
- Little Switzerland Ski Area
- Resch Center
- Green Bay Packer Hall of Fame
- The Bull at Pinehurst Farms Golf Course
- Deland Park
- Hartman Creek State Park
- Neshotah Park
- Vines & Rushes Winery
- Wisconsin Maritime Museum
- Oneida Casino





