
Vacation rentals with a kayak in Oshkosh
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Oshkosh
Guests agree: these kayak rentals 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)!

Charming cabin on a lake with 2 bedrooms, one bath
Escape to central Wisconsin in your own private cabin! One bedroom with a full bed and single bed. Second bedroom with a queen bed. Full kitchen. Full use of water toys and kayaks. Toddler toys to entertain the kids. You can also fit 3 to 4 campers on site with plenty of parking. Air conditioning. Central heat and electric fireplace. Refrigerator, microwave, electric stove, coffee pot. Private dock with public boat landing. There is not a beach. Wifi. Now open year round!

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
House rentals with a kayak

Turtle Time Hideaway

New! Lake Front|PrivateDock|Kayaks&Paddleboards!

The Bluegill on Little Green Lake

Peaceful Lake Escape • Boats, Game Room & Wildlife

Beautifully Updated Lake House

Spacious Waterfront Home With Riverside Bar Area

Private Tranquil Escape on Miner. Chain O’Lakes

LakeLife is Dam Good! 4 Bedroom Waterfront Home
Cottage rentals with a kayak

Private safe clean waterfront cottage on Green Bay

Pine Grove Hideaway

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

Waterfront Cottage near Lambeau and Door County!
Cabin rentals with a kayak

Charming Cabin on a private lake

Cottage on the Trail

Log Cabin at Cliff Lake: Family Friendly Getaway

Hatch Lake Cabin

The Random Cabin (On Random Lake)

RIVER RUN—Secluded, Waterfront, Kayaking, Fishing

Wisconsin Waterfront Getaway

Hinterland Hideaway | Charming Lakefront Log Cabin
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ555 | ﺩ.ﺇ676 | ﺩ.ﺇ661 | ﺩ.ﺇ900 | ﺩ.ﺇ900 | ﺩ.ﺇ948 | ﺩ.ﺇ1,542 | ﺩ.ﺇ948 | ﺩ.ﺇ808 | ﺩ.ﺇ808 | ﺩ.ﺇ646 | ﺩ.ﺇ646 |
| 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 a kayak in Oshkosh

Total vacation rentals
Explore 20 vacation rentals in Oshkosh

Nightly prices starting at
Oshkosh vacation rentals start at ﺩ.ﺇ331 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!
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Ann Arbor Vacation rentals
- Twin Cities Vacation rentals
- Madison Vacation rentals
- Wisconsin Dells Vacation rentals
- Rentals with a hot tub Oshkosh
- Rentals with pools Oshkosh
- Cabin rentals Oshkosh
- Waterfront rentals Oshkosh
- House rentals Oshkosh
- Rentals with a fire pit Oshkosh
- Rentals with breakfast Oshkosh
- Rentals with a washer and dryer Oshkosh
- Family-friendly rentals Oshkosh
- Bed and breakfasts Oshkosh
- Condo rentals Oshkosh
- Pet-friendly rentals Oshkosh
- Rentals with a patio Oshkosh
- Cottage rentals Oshkosh
- Apartment rentals Oshkosh
- Rentals with lake access Oshkosh
- Fitness-friendly rentals Oshkosh
- Rentals with outdoor seating Oshkosh
- Rentals with beach access Oshkosh
- Rentals with a fireplace 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
- Sunburst
- Blackwolf Run Golf Course
- Paine Art Center And Gardens
- Little Switzerland Ski Area
- Green Bay Packers
- Eaa Aviation Museum
- Green Bay Botanical Garden
- Kettle Moraine State Forest - Northern Unit
- Fox Cities Performing Arts Center
- New Zoo & Adventure Park
- Bay Beach Wildlife Sanctuary
- National Railroad Museum
- Green Bay Packer Hall of Fame
- Road America





