
Holiday rentals with a kayak in Oshkosh
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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

Cabin in the woods, 25 minutes from Ski resort!
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.

Lakefront Log Cabin – Cozy Wood Burning Fireplace
Welcome to Huntsville! 🌲🏡 Escape to this rustic lakefront log cabin, where adventure meets relaxation! Paddle the day away in our kayaks, fish from the private pier, or just soak in the serene waterfront views. Whether you're sipping coffee at sunrise or stargazing by the fire, this cozy retreat is the perfect getaway! 🌊 Just a short stroll to Geano's Boat Launch and only 22 minutes from Lambeau Field—perfect for outdoor lovers and football fans alike! 🏈🚤 Follow @stayathuntsville on IG

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?

Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar
Take time to slow down in this timeless cabin 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.

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!

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)!

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.

Winter Romance • Hot Tub + Cozy Fireplace
Nestled by the lake, our cozy summer retreat sleeps 7 and offers sunny views, a hot tub, and an outdoor firepit with firewood. The pier is in for the season, and a pontoon boat is included May–September (weather permitting). Enjoy 2 kayaks, 2 paddleboards, & a pedal boat for fun on the water. With modern interiors and relaxing outdoor spaces, it’s the perfect place to unwind and enjoy lake life.
Popular amenities for kayak rentals in Oshkosh
House rentals with a kayak

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

Luxury Lakefront! Hot Tub & Arcades! Sleep 24!

Lakefront Home on quiet sandy lake! All seasons

Wolf River Retreat - Sleeps 14

Shamba on the Lake, Oostburg, WI

Private Tranquil Escape on Miner. Chain O’Lakes

Stunning Lakefront Retreat

Take a Break at Lakeside Acres
Cottage rentals with a kayak

Dogs Stay Free! Waterfront Door County Cottage

Private 3 bedroom lake house

Lakefront Cottage with Sandy Shore & Sunset Views

Christmas on the lake!

Waterfront Cottage near Lambeau and Door County!

Peaceful Bayside Cottage

Cozy Chalet on Full Rec Lake!

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

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

The Random Cabin (On Random Lake)

RIVER RUN—Secluded, Waterfront, Kayaking, Fishing

Wisconsin Waterfront Getaway
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹16,454 | ₹16,274 | ₹16,274 | ₹22,028 | ₹22,028 | ₹23,197 | ₹37,762 | ₹23,197 | ₹19,780 | ₹17,443 | ₹17,802 | ₹17,712 |
| 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 ₹8,991 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 & 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
- West Bend Country Club
- Trout Springs Winery
- The Bull at Pinehurst Farms Golf Course
- Pine Hills Country Club
- Sunburst
- Oneida Golf Club
- Pollock Community Water Park
- Little Switzerland Ski Area
- Vines & Rushes Winery
- Kerrigan Brothers Winery
- Blackwolf Run Golf Course
- Green Bay Country Club Sports Center




