Vacation rentals with a kayak in Waupaca County

Cheerful waterfront cottage right on Taylor Lake

A delightful waterfront property perfect for all of your family and friends! Directly on Taylor Lake, we are close to all the activities that the chain is famous for. Plenty of indoor and out door living areas with kayaks and paddle boards, a pier to moor your boat along with all the other amenities to make your stay enjoyable, we have it all! During the winter months, curl up next to the wood burning fireplace and relax while taking in the views, after a successful day hunting or snowmobiling

Private Tranquil Escape on Miner. Chain O’Lakes

PRIVATE Yr Rd lake home on Miner Lake, perfect for family gatherings. Sleeps 10-12, fully equipped kitchen, dock and 100' recreation frontage on the beautiful Chain O' Lakes. Woods and huge yards surround all sides of this gem. ***PEAK ANNUAL SUMMER SEASONS-June through August : 7-nt min. Must be a Sat.- to Saturday check-in. Pontoon avail for additional fee. $699tx Fall, winter & spring are also great to visit the area for hunting, (ice) fishing trips, skiing, snowmobile. 2-night off-ssn min.

Make Good Choices!

Make Good Choices is a family-friendly location in beautiful Waupaca County, Wisconsin. This log cabin is on peaceful Stratton Lake, which has excellent fishing and is a full recreation lake. The home provides multiple options to gather or seek quiet time. The screened porch is perfect for a game night or a morning cup of coffee as the lake wakes up. This property has dedicated lake-front water access,private dock, 2 kayaks, 2 bikes, and a paddleboat. Make a great vacation your next good choice!

Cozy Cabin on Old Taylor Lake

Relish your time at the Cozy Cabin nestled on Old Taylor Lake in Waupaca, WI. Just 5 minutes from the Chain O' Lakes and 30 minutes from Nordic Mountain, this serene cabin offers a tranquil retreat in the woods, right by the lake. It's a family and pet-friendly haven. The game room features ping pong, basketball, among other activities. Take pleasure in lounging on the deck, unwinding by the fire pit, or relaxing in the hot tub. It's an ideal getaway for families seeking a slice of tranquility.

Guest Suite @ The River House

Take it easy at this unique and tranquil getaway. Located on 2 acres in the lower level of a beautiful log home on the world famous Wolf River. This cozy suite offers a private entrance and walkout to the river. Birdsong greets the morning, the river shines a bright blue at noon and deer roam in the evening. Lunch and dinner are a short drive away as well as hiking, biking and recreational opportunities. Over 400 miles of Snowmobile trails in Waupaca Co. Public boat landing is 2 blocks away.

Lakefront Cottage with Sandy Shore & Sunset Views

Steps from the sandy shore-line, spring fed crystal clear water, on Stratton Lake. Enjoy fishing, swimming, and boating during the day with sunset views and campfires at night. Kayaks, paddleboards, paddle boat, and swim raft are available for use or bring your own boat and tie off on the dock. Minutes from shops, entertainment, attractions, restaurants and the Chain O' Lakes. The perfect location for your lakeside get-away! Note: Host may ask for ID verification related to compliance.

Columbia Lake Sunset View

Beautiful apartment on Columbia Lake on the Chain 'O Lakes. Private deck and fishing dock. Perfect location for kayaking, fishing, or any other water recreational activity. Walking distance to two restaurants, two marinas and ice cream shop. Close to Hartman Creek State Park to access trails. Please be aware that a close venue has bands/music that can easily be heard when outside and the music may be heard when indoors. Three night minimum Memorial Day weekend - Labor Day weekend.

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!

Tranquil Lakefront Cabin Getaway

Escape to a serene lakeside retreat on a quiet, small 8-acre motorless lake — perfect for fishing, kayaking, swimming, or simply unwinding in nature. This cozy cabin sits on a spacious double lot, offering privacy and tranquility just steps from the water. Whether you're paddling on the lake, fishing off the private dock, or swimming at the nearby public beach, this is the ideal spot for a peaceful and adventurous getaway.

Winter Lake Escape | Peace, Privacy & Cozy Comfort

Private lakefront retreat on a peaceful no-wake lake, known for spectacular wildlife viewing. Watch deer, eagles, loons, and other wildlife right from the property. The home is warm, comfortable, and fully stocked—ideal for families or a quiet couples escape. Enjoy a detached, air-conditioned game room and easy access to charming Iola and nearby small towns offering great dining, shopping, and local hospitality.

-Lake House Vacation Sleeps 12, Private Dock

✔ Located on Beautiful Dake Lake, part of Waupaca's Chain of Lakes ✔ 10 minutes to downtown Waupaca, 5 minutes to Clearwater Harbar Bar, 5 minutes to Tom Thumb Mini Golf, 3 minutes to Wheelhouse Pizza and Scoopers Ice Cream Shop ✔ Fully remodeled amenities while still retaining lakehouse charm ✔ Boat launch super close by ✔ Easily sleeps 12 ✔ 3 full bathrooms with showers ✔ Flexible self check-in/out with keypad

Little Wolf Lodge, Spacious & Private, Sleeps 16

Welcome to Little Wolf Lodge on the scenic Little Wolf River! Set on 5 private acres, this spacious 5+ BR, 4-bath lodge sleeps 16 and is perfect for family reunions, group getaways, or Packer fans—just 60 mins from Lambeau. Enjoy the outdoor hot tub, crackling campfires, and riverfront views. Fish, kayak, canoe, or hike right from the property and make unforgettable memories in nature’s serenity.