
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 $126 AUD per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Oshkosh holiday 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 Accommodation with a Kayak in Oshkosh
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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
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!

Lake Winnebago Cape Cod beautifully remodeled home
Large completely renovated 1500 sf. cape cod with hardwood floors, spacious bedrooms, a den/office with work area. New 16 x 16 deck this year. Completely remodeled kitchen, stainless and quartz counters. Open floor plan makes cooking and dining a pleasure. 3 seasons room with comfy wicker. Living room with 58" smart TV and bookcase full of games and books. Enjoy the lake with the available Kayaks and Canoe. Laugh the night away with a lakeside fire. Some of the best walleye fishing.

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)!

Long Lake Chalet
This recently remodeled and tastefully furnished, PET FRIENDLY, cabin boasts a unique charm. Nestled along the shores of Long Lake in the heart of the Kettle Moraine Forest, this lakefront property offers 45’ of serene, peaceful beauty. This stunning home features a large yard, pier access and year round recreational activities. Disconnect, unwind and take in all that Kettle Moraine has to offer. Whether vacationing with family or friends this retreat is waiting for you.

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.

Cozy A-Frame w/a View: Fishing, Boating, Hot Tub!
Relax in peace and experience “Up North” vibes without the long drive. Perfect for families, a girls’ getaway, or a romantic retreat. 🌊 Panoramic views of Little Hills Lake 🛁 Hot tub 🐾 Pet-friendly 🛶 Private dock and raft on crystal clear lake 🚤 Motorboat rentals available (with dropoff) 🍽️ Great dining and shopping minutes away in Wautoma ⛷️ 15 minutes to skiing & tubing at Nordic Mountain 🚗 1.5 hrs from Madison | 2 hrs from Milwaukee | 3.5 hrs from Chicago

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
Holiday House Rentals with a Kayak

Turtle Time Hideaway

Silver Lake Home with Up North Panoramic Views

The Bluegill on Little Green Lake

Tranquil Lakeside Retreat

Lakefront Escape w/Hot Tub+ Fire pit & Kayaks

Peaceful Lake Escape • Boats, Game Room & Wildlife

Ameresa on Stratton Lake

Spacious Waterfront Home With Riverside Bar Area
Cottages with a kayak

Private safe clean waterfront cottage on Green Bay

Morris Lake Summer Cottage

Private 3 bedroom lake house

Fox River Runaway

Lakefront Cottage with Sandy Shore & Sunset Views

Cheerful waterfront cottage right on Taylor Lake

Up North Lake Escape

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

Charming Cabin on a private lake

Cottage on the Trail

Log Cabin at Cliff Lake: Family Friendly Getaway

Evergreen Lodge, Waterfront Log Cabin, Wolf River

Hatch Lake Cabin

Lakefront retreat on 7 Acres! Kayak! Canoe! Spa!

The Random Cabin (On Random Lake)

RIVER RUN—Secluded, Waterfront, Kayaking, Fishing
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $212 AUD | $258 AUD | $252 AUD | $343 AUD | $343 AUD | $362 AUD | $589 AUD | $362 AUD | $308 AUD | $308 AUD | $247 AUD | $247 AUD |
| 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
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Madison Holiday rentals
- Wisconsin Dells Holiday rentals
- Twin Cities Holiday rentals
- Rentals with a fire pit Oshkosh
- Condo rentals Oshkosh
- Rentals with outdoor seating Oshkosh
- Rentals with pools Oshkosh
- Rentals with a hot tub Oshkosh
- Rentals with breakfast Oshkosh
- Cottage rentals Oshkosh
- Fitness-friendly rentals Oshkosh
- Rentals with a patio Oshkosh
- Rentals with a fireplace Oshkosh
- Family-friendly rentals Oshkosh
- Pet-friendly rentals Oshkosh
- Cabin rentals Oshkosh
- Rentals with a washing machine and dryer Oshkosh
- Rentals with lake access Oshkosh
- House rentals Oshkosh
- Bed and breakfasts Oshkosh
- Apartment rentals Oshkosh
- Waterfront rentals Oshkosh
- Rentals with beach access 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
- Blackwolf Run Golf Course
- Paine Art Center And Gardens
- The Golf Courses of Lawsonia
- Green Bay Packers
- Bay Beach Wildlife Sanctuary
- Fox Cities Performing Arts Center
- Eaa Aviation Museum
- Green Bay Botanical Garden
- National Railroad Museum
- Resch Center
- New Zoo & Adventure Park
- Green Bay Packer Hall of Fame
- Road America
- Hartman Creek State Park
- Wisconsin Maritime Museum
- Deland Park
- Vines & Rushes Winery
- Neshotah Park





