
Vacation rentals with a kayak in Oshkosh
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Top-rated kayak rentals in Oshkosh
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

The Random Cabin (On Random Lake)
Suprising Waterfront Cozy Unique Rustic Modern. These all describe the Random Cabin. In the small inviting village of Random Lake sits a small but mighty house. 2 bedrooms, beautiful kitchen, tree fort style loft, 2nd living/kid room w/ arcade & pinball. Everything you could want. Fish off the pier or use our kayaks to explore the lake. Ride our bikes around town & then cuddle up in front of the fireplace. The village beach is only a few blocks away, so is the bustling downtown. Memories await

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

Cabin in the woods with pond and pet friendly!
Escape reality and surround yourself with nature at this quiet peaceful cabin sitting on 20 acres in the woods. Private stocked pond with paddle boat and kayak available. Bonfires, grilling, fishing, wandering around in the woods and hanging by the pond. 3 bedrooms with queen beds, a large loft with 1 queen size bed, 2 full baths. Half hour from Wisconsin Dells, 10 minutes to downtown Montello for groceries & restaurants, 30 minutes from Cascade Mountain, and 40 minutes from Devils head resort.

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!

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)!

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.

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.

Lake Cottage-Hike, Mt Bike, frisby golf 1 mi. away
Leave city living for a countryside escape to this remodeled 3-bedroom, 1-bathroom Stevens Point duplex! Featuring a dock on Adams Lake, with beautiful serene surroundings and just 1-mile to Standing Rocks County Park for downhill & XC skiing, mountain biking, hiking and more. The neighboring towns of Amherst, Stevens Point and Waupaca offer charming parks, great eats, and activities sure to please; don't forget to dine or take a boat ride at Clearwater Harbor!

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 Oshkosh kayak rentals
House rentals with a kayak

Cottage Retreat on Quiet Lake

Paradise on Poygan

Perfect Lake Front Home in a quiet bay!

Fernwood Elkhart Lakefront Retreat w/ Pier, kayaks

Buffalo Lake Retreat

Shilo Woods - Fall Color Time is here!

Shamba on the Lake, Oostburg, WI

Private Tranquil Escape on Miner. Chain O’Lakes
Cottage rentals with a kayak

Morris Lake Summer Cottage

Lakefront Cottage with Sandy Shore & Sunset Views

Pet-Friendly Retreat: Cozy Fireplace & Game Shed

Waterfront Cottage near Lambeau and Door County!

Peaceful Bayside Cottage

Lake Home

Kickback~Boat~Fish~Relax | Lake Poygan Fremont WI

Charming and Cozy Cottage on Lake Sinissippi!
Cabin rentals with a kayak

Updated Woodsy 1800s Cabin w/Lake Access- Sleeps 6

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!

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 | R3,146 ZAR | R3,112 ZAR | R3,112 ZAR | R4,212 ZAR | R4,212 ZAR | R4,436 ZAR | R7,221 ZAR | R4,436 ZAR | R3,782 ZAR | R3,335 ZAR | R3,404 ZAR | R3,387 ZAR |
| 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 R1,719 ZAR 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!
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- Rentals with a kayak Winnebago County
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- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- West Bend Country Club
- Trout Springs Winery
- The Bull at Pinehurst Farms Golf Course
- Pine Hills Country Club
- Oneida Golf Club
- Sunburst
- Pollock Community Water Park
- Vines & Rushes Winery
- Kerrigan Brothers Winery
- Green Bay Country Club Sports Center
- Little Switzerland Ski Area
- Blackwolf Run Golf Course




