
Family-friendly holiday rentals in Chain O' Lakes
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Top-rated family-friendly rentals in Chain O' Lakes
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Entire House, hot tub, dogs, way cool bathrooms.
Wonderful open concept living featuring eat in kitchen/dining area, living space with a beautiful gas fireplace, fenced in yard, clamshell & sunken tub showers, and tasteful décor, relaxing. Waupaca is centrally located to many places you may wish to go. We have a beautiful park system, 22 connected lakes, wonderful culture, arts, library, main street, and best of all friendly people. Outdoors is fishing, silent sports, kayaking, tubing, hiking trails, and so much more. ATV/UTV friendly.

Irish Acres Farm Charm Glamping: FAIRY CABIN
Irish Acres Farm is host to guest friendly activities. Sit & relax or join in farm chores, hike, fish, meditate. Light a camp fire and enjoy Nature at her finest. Experience the coziness of a rustic "tiny house" off-grid log FAIRY CABIN set beside a 1 acre spring fed pond. My place is good for couples, solo adventurers, & families (with kids). No pets or therapy animals allowed. We strive to be a tech free zone (NO WIFI or TV's). A true authentic connection with Nature and each other.

Tiny Town Bakery Flatlet
Ever wanted to see what goes on in a commercial bakery? Imagine waking to the aroma of baking bread and cinnamon rolls? Get a bird's eye view into the kitchen of the Village Hive Bakery Kitchen while staying in the newly renovated "flatlet". Salvaged & repurposed building supplies used to create a unique studio apartment above the bakery retail. Guests can enjoy the retail farmhouse table and comfortable seating space by the Main Street picture window. Cooking/baking classes available.

Between two Lakes Beautiful 2-Bedroom Cottage!
Welcome to Two Lakes cottage in between the towns of Waupaca and King. This beautiful two-bedroom cottage sleeps seven and offers seclusion and quiet but is still only 5 minutes from the hustle and bustle of Downtown Waupaca and the nightlife of the Chain O’ Lakes. If it's a relaxing vacation you're looking to enjoy. Relax on our large deck and enjoy the view of the lake behind the house.If it's drinks and live music that toots your horn, this cottage is perfect for you! 900 sq ft total.

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.

Secluded Cabin with Sauna
Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

Adventure Outpost for 8 near Chain O Lakes
We’re located just outside of town with easy access to all that the beautiful Waupaca area has to offer. Only 10 minutes from the Chain! The property is surrounded by Maple and Oak mature forest yet has an open meadow perfect for picnics and star gazing. It is beautiful here; you can rest and recharge close to nature. Adventure Outpost is totally updated and designed for your comfort and convenience. The space is cozy, light and refreshing and big enough for the whole family!

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!

Peterson Mill Schoolhouse
The Peterson Mill Schoolhouse is a rural and historic one classroom school converted into a guest house. Located next to a trout stream and operating dairy farm, you can sit on the open-air porch, relax by the creek, or take a walk on the country roads. The Schoolhouse is open year-around, welcoming all who enjoy fishing, biking, hunting, and other outdoor activities. Enjoy your time in the peaceful surroundings or drive 15 minutes to the beautiful Waupaca Chain-O-Lakes.

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★
Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.

Beautiful Lake Home.
Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.
Popular amenities for Chain O' Lakes family-friendly rentals
Family-friendly home rentals with a hot tub

SevenTwenty: Cozy meets Cool | Hot Tub Hideaway

Lake Life, year round hot tub!

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

Sunset Cottage

Tranquil lake house. Near Castle Rock Lake/WIDells

Broad St Riverview Retreat, River Views, Hot tub

The Docksider for Couples & Young Families

Adorable Lakefront Cabin with HOT TUB!
Family- and pet-friendly home rentals

Rest Ur Cheesehead-9 min walk 2 Lambeau + Arcade

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Cozy Cabin on Old Taylor Lake

Lakefront Cottage with Sandy Shore & Sunset Views

Cozy getaway 1 mile from downtown and UWO campus!

Peaceful Bayside Cottage

Modern, Freshly Renovated House - Great Location

Rustic cabin retreat
Family-friendly home rentals with a pool

Next Level~100K Game Room~ Sleeps 20~ Pool~Spa

Hickory on the LakeWaterfront Luxury on Winnebago

COZY, Pickleball, Fireplace, Devils Lake

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

Be Blessed at Kinship Casa in Rome, WI

Spacious Pine Cabin at Island Pointe

Upper Dells River Walk [1BR]

Mel’s Marina, on the River, walk downtown.
Quick stats about holiday rentals that are family-friendly in Chain O' Lakes
Total holiday rentals
Explore 40 holiday rentals in Chain O' Lakes
Nightly prices starting at
Chain O' Lakes holiday rentals start at £82 per night before taxes and fees
Verified guest reviews
Over 1,090 verified reviews to help you choose
Pet-friendly holiday rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 of Chain O' Lakes holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chain O' Lakes rentals
4.7 Average rating
Chain O' Lakes stays receive an average rating of 4.7 out of 5 from guests
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