
Holiday rentals with a kayak in Oshkosh
Find and book unique kayak rentals on Airbnb
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

Nature Getaway - Escape Room, Speakeasy & Hot Tub
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?

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!

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)!

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

Lakefront Home on quiet sandy lake! All seasons
Beautiful lakeside home with wall of windows facing the lake. Giant 2-acre lot feels like you're entering the wilderness, with huge lake frontage. 40-foot deck overlooking Lake Alpine, a sand-bottom lake full of fish. Swim next to the dock (shallow). Gentle sloping path to lake- no steps. Gas fireplace to stay cozy on cool nights. Your own dock, pedalboat, canoe, kayaks, toys and forest to explore. Summer fun and 5 min. to skiing, tubing, snowshoeing, snowmobiling.

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.

River Home Getaway with River Access - Sleeps 8
Enjoy your getaway in the comfort of the River Home. With the Sheboygan River flowing through your backyard and living spaces stylishly decorated, the scene is set for a truly remarkable vacation. The eat in kitchen is equipped with all the necessities to whip up a delightful meal. The family room has a variety of board games as well as a smart TV for entertainment. The space is complete with four well-appointed bedrooms.
Popular amenities for kayak rentals in Oshkosh
House rentals with a kayak

New! Lake Front|PrivateDock|Kayaks&Paddleboards!

Perfect Lake Front Home in a quiet bay!

Primrose Lake House (4BR/3B)

Lambeau Landing on the Fox

Alpine Waters Lodge | Ski, Hot tub & Relax

Shilo Woods - Holiday Time & Ski Hill is close by!

Perfect Waterfront Getaway

Lake house on Cloverleaf Lakes
Cottage rentals with a kayak

Pine Grove Hideaway

Morris Lake Summer Cottage

Fox River Runaway

Lakefront Cottage with Sandy Shore & Sunset Views

Lakefront Couples Retreat | Hot Tub & Fireplace

Waterfront Cottage near Lambeau and Door County!

Charming cottage located on a peninsula! Peaceful!

Peaceful Bayside Cottage
Cabin rentals with a kayak

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

Charming Cabin on a private lake

Log Cabin at Cliff Lake: Family Friendly Getaway

Hatch Lake Cabin

Private Retro Immersive River Retreat Near Skiing

The Random Cabin (On Random Lake)

Rustic Cabin | LakeAccess, Kayaks, Bikes, Arcades

RIVER RUN—Secluded, Waterfront, Kayaking, Fishing
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $231 SGD | $229 SGD | $229 SGD | $309 SGD | $309 SGD | $326 SGD | $530 SGD | $326 SGD | $278 SGD | $278 SGD | $222 SGD | $222 SGD |
| 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 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 $88 SGD per night before taxes and fees

Verified guest reviews
Over 700 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!
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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- Sunburst
- Blackwolf Run Golf Course
- Little Switzerland Ski Area
- Paine Art Center And Gardens
- Bay Beach Wildlife Sanctuary
- Eaa Aviation Museum
- Green Bay Packer Hall of Fame
- National Railroad Museum
- Green Bay Botanical Garden
- Kettle Moraine State Forest - Northern Unit
- Resch Center
- Green Bay Packers
- New Zoo & Adventure Park
- Fox Cities Performing Arts Center
- Road America




