
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 €114 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.

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
4.96 out of 5 average rating, 130 reviews
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🏳️🌈
4.97 out of 5 average rating, 114 reviews
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.
4.98 out of 5 average rating, 65 reviews
Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar
Slow down at Fraser Fir log cabin, built in 1858 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.
4.94 out of 5 average rating, 124 reviews
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.
5.0 out of 5 average rating, 86 reviews
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?
4.94 out of 5 average rating, 259 reviews
Waterfront Cottage with Tower and Hot Tub!
This charming cottage is an ideal respite for your family holiday to the one-of-a-kind Green Bay, Wisconsin! Look forward to exploring this historic city, visiting iconic museums, and experiencing the vibrant Packers culture. The vacation rental home sits right on the water - offering fantastic views of the bay - and is just 10 miles from downtown. After the day's adventures, return to this cozy 3-bed, 1.5-bath house and unwind as your furry friends or children play in the waterfront yard!
4.91 out of 5 average rating, 165 reviews
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!
4.9 out of 5 average rating, 136 reviews
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)!
4.99 out of 5 average rating, 112 reviews
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.
4.85 out of 5 average rating, 121 reviews
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.
4.97 out of 5 average rating, 127 reviews
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.
4.95 out of 5 average rating, 263 reviewsPopular amenities for kayak rentals in Oshkosh
House rentals with a kayak

Rare! River House in the City, Near Everything GB
4.99 out of 5 average rating, 181 reviews
Private Tranquil Escape on Miner. Chain O’Lakes
4.85 out of 5 average rating, 179 reviews
The Bluegill on Little Green Lake
4.98 out of 5 average rating, 163 reviews
Quiet Lake Retreat: Speakeasy, HotTub, Escape Room
4.88 out of 5 average rating, 187 reviews
Lank's Lookout on Lake Winnebago
4.97 out of 5 average rating, 34 reviews
Harsch's Beach Escape | Lake · Hot Tub · Theater
4.94 out of 5 average rating, 69 reviews
Sunset Solitude on Lake Winnebago.
4.89 out of 5 average rating, 98 reviews
Rickers Bay Lake house
5.0 out of 5 average rating, 59 reviewsCottage rentals with a kayak

Cozy Lakefront • Hot Tub • Fireplace • Sleeps 6
5.0 out of 5 average rating, 101 reviews
Waterfront Cottage near Lambeau and Door County!
4.86 out of 5 average rating, 119 reviews
Waterfront House, Fishing, Kayaks
4.95 out of 5 average rating, 99 reviews
Cozy Cottage at Lake Winnebago
4.96 out of 5 average rating, 26 reviews
Boat~Fish~Relax | Lake Poygan Channel | Fremont WI
5.0 out of 5 average rating, 34 reviews
Lakefront Cottage with Sandy Shore & Sunset Views
5.0 out of 5 average rating, 22 reviews
Private safe clean waterfront cottage on Green Bay
5.0 out of 5 average rating, 85 reviews
TOWERING PINES! Charming 2 bedroom cottage WAUTOMA
4.79 out of 5 average rating, 63 reviewsCabin rentals with a kayak

Cottage on the Trail
4.98 out of 5 average rating, 130 reviews
Charming cabin on a lake with 2 bedrooms, one bath
4.88 out of 5 average rating, 153 reviews
Cozy Cabin on a Lake
4.98 out of 5 average rating, 100 reviews
Cozy Lakefront A-Frame with Hot Tub & Views!
4.97 out of 5 average rating, 125 reviews
The Random Cabin (On Random Lake)
4.94 out of 5 average rating, 118 reviews
Hatch Lake Cabin
4.96 out of 5 average rating, 150 reviews
Wisconsin Waterfront Getaway
4.96 out of 5 average rating, 94 reviews
Log Cabin at Cliff Lake: Family Friendly Getaway
4.98 out of 5 average rating, 94 reviewsWhen is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €132 | €161 | €157 | €153 | €214 | €218 | €367 | €225 | €192 | €192 | €154 | €154 |
| 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
- Saugatuck Holiday rentals
- Wisconsin Dells Holiday rentals
- Madison Holiday rentals
- Rentals with breakfast Oshkosh
- Waterfront rentals 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
- Bed and breakfasts Oshkosh
- Rentals with a hot tub Oshkosh
- Rentals with pools Oshkosh
- Family-friendly rentals 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
- Green Bay Packers
- Paine Art Center And Gardens
- New Zoo & Adventure Park
- National Railroad Museum
- Fox Cities Performing Arts Center
- Resch Center
- Little Switzerland Ski Area
- Neshotah Park
- Deland Park
- Hartman Creek State Park
- Oneida Casino
- The Bull at Pinehurst Farms Golf Course
- Green Bay Botanical Garden
- Wisconsin Maritime Museum
- Road America
- Vines & Rushes Winery
- Green Bay Packer Hall of Fame





