Family-friendly vacation 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.

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Guest favorite

Cabin in Iola

4.84 out of 5 average rating, 102 reviews

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. Space heater and electric fireplace. Refrigerator, microwave, electric stove, coffee pot Private dock with public boat landing. There is not a beach. Wifi coming in June or before. Now open year round!

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Home in Waupaca

4.84 out of 5 average rating, 156 reviews

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.

Top guest favorite

Dome in Wisconsin Dells

4.98 out of 5 average rating, 128 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Guest favorite

Farm stay in New London

4.96 out of 5 average rating, 187 reviews

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.

Top guest favorite

Loft in Amherst

4.96 out of 5 average rating, 162 reviews

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.

Guest favorite

Home in Waupaca

4.89 out of 5 average rating, 137 reviews

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.

Guest favorite

Apartment in Waupaca

4.98 out of 5 average rating, 183 reviews

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.

Top guest favorite

Cabin in Cascade

5 out of 5 average rating, 161 reviews

hot tub and sauna on 5 private acres

Need a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your inspired getaway awaits!

Guest favorite

Guest suite in Waupaca

4.93 out of 5 average rating, 236 reviews

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!

Top guest favorite

Home in Scandinavia

4.95 out of 5 average rating, 169 reviews

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.

Top guest favorite

Cottage in Wautoma

4.98 out of 5 average rating, 140 reviews

Morris Lake Summer Cottage

Fully renovated, sun-filled, open concept, super clean cottage is located on the northern shore of beautiful Mount Morris chain of lakes. This 163 acre chain of 5 lakes affords endless opportunities to swim, kayak, paddle board or fish. Water skiing and tubing are allowed only on the largest of the lakes, but there are plenty of quiet, no wake hours for fishing or a relaxing boat ride. Included are 2 kayaks, paddle board, and a rowboat with a trolling motor. . .

Guest favorite

Cabin in Winneconne

4.98 out of 5 average rating, 268 reviews

Barndominium with Goats, Hot Tub, Forest & River

The Cloverland Barndominium is a thoughtfully renovated 100-year-old barn sitting on 5+ private acres of forest to explore next to a river. You'll share the land with friendly goats and chickens that you can watch from right outside your window! Outside you'll enjoy walking the trails, feeding the animals, taking the canoe down the river, making a fire in the fire pit, and exploring the forest. Escape the busy world and reset!