
Vacation rentals with a kayak in Oshkosh
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Oshkosh

Total vacation rentals
Explore 20 vacation rentals in Oshkosh

Nightly prices starting at
Oshkosh vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Oshkosh vacation rentals include wi-fi 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 kayak rentals in Oshkosh
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Dogs Stay Free! Waterfront Door County Cottage
Jiffy's Journey is a beautiful lake side cottage features stunning sunset views over Green Bay. Outside, enjoy easy, private water access, beautiful deck, and the stunning sunset views of Green Bay. Inside, enjoy the bright, updated open floorplan, with views of the bay from every room in the house, even the bathrooms! Upstairs the entire floor is a giant master suite that will wow you! During the day, you're just a short drive from all that Door County has to offer! Pet friendly and no pet fees

Fernwood Elkhart Lakefront: hot tub, pier, kayaks
Beautiful, serene lakehome on pristine Elkhart Lake. The hot tub, deck, screen porch & stone patio all have gorgeous lake views. The private pier is perfect for a dip, paddling or lounging by the water before basking in a luxurious sunset soak in the hot tub. Enjoy a stroll into the adorable town of Elkhart via the rustic lakefront path. With a chef’s kitchen and extensive amenities, it's perfect for a weekend or extended stay year round! We strive to be inclusive and welcoming 🏳️⚧️BLM🏳️🌈

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

Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar
Slow down at Fraser Fir log cabin, built in 1958 on Kettle Moraine Lake. In the summer, enjoy quiet moments watching the sun set from the front porch, then relax by the fire pit under a sky full of stars. Fish from the dock, kayak around the lake, or bring your boat to soak up the sun. In the winter, grab your ice-skates or ice-fishing gear and head out on the lake. With countless trails nearby, the hiking options are limitless and beautiful in every season. Your next adventure awaits.

Quiet Lake Retreat: Speakeasy, HotTub, Escape Room
This fully remodeled a-frame style cabin sits in the old forest of Lake Alpine: perfect for a family or couple getaway. Lake Escape has all the things you’d expect from a lake house getaway: lake/beach access, kayaks, canoe, swimming, fishing, hot tub, board games, yard games, dock. But, Lake Escape has so many bonus secrets hidden within! You'll discover a built in escape room, bookshelf doors, tricky puzzles, underground speakeasy, put-put golf, 90s video games, private forest, and more!

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.

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.
Popular amenities for Oshkosh kayak rentals
House rentals with a kayak

Walleye Wharf

Waterfront Retreat*Kayaks*Firepit*Dog Friendly

Perfect Lake Front Home in a quiet bay!

Relaxing Lake Winnebago Waterfront Retreat

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

The Bluegill on Little Green Lake

Ranch lake house on a quiet road

WolfDen Getaway - Winnebago Channel
Cottage rentals with a kayak

Private safe clean waterfront cottage on Green Bay

Morris Lake Summer Cottage

Lakefront Escape, Exclusive Pool, near WI Dells

Fox River Runaway

Lakefront Cottage with Sandy Shore & Sunset Views

Waterfront Cottage near Lambeau and Door County!

Up North Lake Escape

Charming cottage located on a peninsula! Peaceful!
Cabin rentals with a kayak

Lakefront Log Cabin –Kayaks & Outdoor Fire Place!

Charming Cabin on a private lake

Log Cabin at Cliff Lake: Family Friendly Getaway

Evergreen Lodge, Waterfront Log Cabin, Wolf River

Hatch Lake Cabin

The Random Cabin (On Random Lake)

RIVER RUN—Secluded, Waterfront, Kayaking, Fishing

Walking distance to Road America, Lakefront
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 555 | ﺩ.ﺇ 676 | ﺩ.ﺇ 661 | ﺩ.ﺇ 900 | ﺩ.ﺇ 900 | ﺩ.ﺇ 948 | ﺩ.ﺇ 1,542 | ﺩ.ﺇ 948 | ﺩ.ﺇ 808 | ﺩ.ﺇ 808 | ﺩ.ﺇ 646 | ﺩ.ﺇ 646 |
| 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 |
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- Rentals with a kayak Winnebago County
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- Rentals with a kayak United States
- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- Blackwolf Run Golf Course
- Bay Beach Wildlife Sanctuary
- Eaa Aviation Museum
- New Zoo & Adventure Park
- Paine Art Center And Gardens
- Green Bay Packers
- Fox Cities Performing Arts Center
- Green Bay Botanical Garden
- National Railroad Museum
- The Golf Courses of Lawsonia
- Little Switzerland Ski Area
- Road America
- Resch Center
- Green Bay Packer Hall of Fame
- The Bull at Pinehurst Farms Golf Course
- Deland Park
- Vines & Rushes Winery
- Oneida Casino
- Hartman Creek State Park
- Wisconsin Maritime Museum





