
Family-friendly holiday rentals in Chain O' Lakes
Find and book unique family-friendly homes on Airbnb
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.

Cozy Log Cabin in the Woods
Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

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.

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.

Peaceful Cabin in the Woods
🌲 Welcome to Your Secluded Cabin Getaway 🌲 Escape the city and enjoy a peaceful retreat on 5 private acres in Hancock, Wisconsin, just minutes from downtown Wautoma. Surrounded by woods, our cabin offers the perfect setting to: Sip your morning coffee or an evening glass of wine on the front porch swing ☕🍷 Relax around the crackling fire pit 🔥, roasting marshmallows, and enjoying the stars ✨ This cabin is designed for comfort, relaxation, and creating unforgettable memories.

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!

hot tub and sauna on 5 private acres
Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.

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.

The Raven
Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

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: Staying In Never Felt So Good

Lake Life, year round hot tub!

Easton Lake Retreat – Cozy Cottage & Hot Tub

Sunset Cottage

Family-Friendly Dells Stay | Sleeps 8 + Jacuzzi

Maple Bluff Escape | Hot Tub A-Frame Getaway

Winter Romance • Hot Tub + Cozy Fireplace

Oasis, NEW Hot Tub, Fire-pit lounge and Coffee Bar
Family- and pet-friendly home rentals

Rest Ur Cheesehead-9 min walk 2 Lambeau + Arcade

House in the Woods

Camp Skywood - Elkhart Lake - Road America

Hatch Lake Cabin

Lakefront Cottage with Sandy Shore & Sunset Views

Cozy Cabin on Old Taylor Lake

Pet Friendly Antique Schoolhouse with Fenced Yard

20 Acre Farm- Goats, Games & Movie Theater Access
Family-friendly home rentals with a pool

Hickory on the LakeWaterfront Luxury on Winnebago

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

Be Blessed at Kinship Casa in Rome, WI

Williamson Family Condo at Lighthouse Cove

Mel’s Marina, on the River, walk downtown.

Dells Lakefront Luxe - A Waterfront Property

Cozy Cabin on 20 acres w/ private beach and pond

Cozy Winter Retreat: Hot Tub & Family Fun
When is the best time to visit Chain O' Lakes?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £169 | £169 | £169 | £176 | £226 | £273 | £281 | £242 | £214 | £187 | £186 | £177 |
| 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 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
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Twin Cities Holiday rentals
- Madison Holiday rentals
- North Side Holiday rentals
- West Side Holiday rentals
- Traverse City Holiday rentals
- Rentals with a firepit Chain O' Lakes
- Rentals with a washing machine and dryer Chain O' Lakes
- Rentals with lake access Chain O' Lakes
- Rentals with a kayak Chain O' Lakes
- Lakehouse rentals Chain O' Lakes
- Rentals with outdoor seating Chain O' Lakes
- House rentals Chain O' Lakes
- Waterfront rentals Chain O' Lakes
- Rentals with a patio Chain O' Lakes
- Cabin rentals Chain O' Lakes
- Rentals with a fireplace Chain O' Lakes
- Family-friendly rentals Waupaca County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States




