
Family-friendly holiday rentals in Chaska
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chaska
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Look no further | Private entrance
Entire 1500 sq ft private guest suite/walkout basement w/ private entry just a couple of miles from all that the Lake Minnetonka & Chanhassen area have to offer including Paisley Park. Includes a private bedroom with queen bed & a separate sleeping room with two twin beds (double blackout curtain - no door on room), private full bath, kitchenette, family room surround TV system, Foosball & pool table. Shared backyard oasis w/ patio, grille, hot tub & fire pit. Chanhassen City License # 2023-02

Little Farm Getaway
Welcome to my little 8 acre oasis! Being the first farm I’ve ever lived on, I understand the peace and tranquility it can offer those who have never experienced it. Enjoy meeting my horses and mini donkeys, take a walk through my woods, or have a fire! Aside from being just far enough, but just close enough to all the happenings in the city, my newly remodeled private entry, ground level basement apartment offers an escape from the noise and a place to unwind and relax. NO CHORES REQUIRED! 😊

Luxury Barn Cottage and Villa at Hope Glen Farm
The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Country Retreat - relaxing, clean, pet friendly
This clean modern space features country charm, peace and quiet, and gorgeous scenery. It's off the main road, but close enough to everything. 35 minutes west of the MSP airport. The space is the entire lower level. Private entrance, heated floors and ice cold AC. Two smart T.V's, one in the bedroom and living room. Well-stocked kitchenette and nice refrigerator. Plenty of space to cook, watch TV, work, or just rest. a nice grill and campfire space is provided. Pets are welcome.

Cozy Cedar Treehouse
Our space is a 30 x 12 cedar 4 season porch enhanced in boho decor with Earth's natural elements and warmth of a treehouse. Relaxing authentic Turkish globes surround you. Private sitting areas in the trees, perfect for grilling, entertaining or hanging low and watching the stars. Private courtyard for a more tranquil, intimate setting with a gas glass lit firepit. Come alone, bring your spouse, friend or child. It's a perfect spiritual retreat located 45 min west of MSP Airport.

Happy Trails
WINTER, We have a circular driveway and a flat driveway. I do my own snow plowing. This is a lovely 640 square foot, mother in law apt on a 5 acres estate, It's very private, quiet and safe with a private entrance. The traffic is light and contact with people is non-existent. Four rooms with a Queen bedroom, A full size pull out sofa in the sitting room, a kitchenette with laundry facilities and a full bath with shower. We are 20 min from downtown Mpls. Off street parking.

Lakeview Retreat w/sauna & more
Lake retreat awaits you! Smores at the fire pit, kayak, SUP, paddleboat, fish on quiet lake (catch/release). Bike/Hike trails in Carver Park/Lowry Nature Cntr. Grill dogs/burgers right outside your private, ground level living space w/ queen bed, living room, kitchen, bath, & sauna. Trails down hill to lake - watch sunset. Complimentary use of water toys. Summer, Spring Fall - enjoy swim, canoe, kayak, fishing in our duck boat, hike, bike. Winter snowshoe, ski, bike, hike!

Cozy Lakefront Cottage
There are 2 bedrooms, 1 full bath, a spacious kitchen open to a great room that is perfect for socializing, cooking and relaxing, watching the ducks swim by. Dock installed in 2025. The lake is quiet, non motorized, perfect for canoeing/paddle boarding. Easy walk to the village and access to bike trails. 1 mile walk to Lake Minnetonka. Dogs require approval - please message about your dog. Interior is updated, exterior gives a rustic cottage feel. There is no dock.

SpaLike Private Oasis
Spa quality stay in a private-entry, large master suite, minutes from airport and MOA. High end amenities you won't find in most hotels, all to yourself! Relax in a luxury 2 person hot tub & steam shower. Cuddle up in a comfy lounge area! Convenient kitchenette & work space. In the heart of peaceful SE Mnpls, we are blocks away from Lake Nokomis beaches, trails, rentals, unique dining & more. 15 minutes to downtown. Come pamper yourself while you discover Minneapolis!

Minnetonka Carriage House Guest Suite
This is a separate guest suite built with excellence, comfort, and relaxation in mind. It has a separate entry inside the Carriage House. Owner works in and around the hospitality industry and has a goal to make your experience here a great one: great bed and sleep, great shower, great place to work and to relax. In a residential area but close to many great restaurants, retail shops, and services . This is designed for business travelers or couples.

UltraClean 3 Bedroom Suite. Self-Checkin.
Shop the Mall of America and the Eagan Outlet mall!! Our suite is close to many venues. Our charming suite is the upper floor of our house, not the entire home. There is no kitchen. Our lovely home located on a quiet cul-de-sac in a safe neighborhood is minutes from Mall of America, the Eagan Outlet Mall and both downtown Minneapolis and St. Paul.

Private Space By Lots of Great Restaurants
Entire lower level flat with your own separate entrance and parking. My place is close to restaurants, Arboretum, Paisley Park, bike trails, and wineries. You’ll love my place because of the comfy bed and lots of space. My place is good for couples, solo adventurers, and business travelers. There is no cleaning fee.
Popular amenities for Chaska family-friendly rentals
Family-friendly home rentals with a hot tub

Lowry Garden - Hot Tub + Sauna + Peloton

Private Indoor Pool, Hot Tub, Sauna, Game Room

BrewhausNE;Hot-tub,pond,pizza oven, great location

Lakefront Cabin with HOT TUB!

Newly remodeled house! Great living and location!

Hidden Garden Suite & Spa: Sauna & Hot Tub

Spacious 5-BR Retreat: Oasis Getaway

Charming Linden Hills cottage by Lake Harriet
Family- and pet-friendly home rentals

Carriage house with private garden

Maple trails farm house

Tree Top Retreat

Wayzata Apartment - steps to lake and downtown

Very Spacious and Bright Home 15mins From Downtown

Charming cozy duplex 5 minutes from downtown

Charming. Convenient. Dog & Family-friendly home.

Highland Guest House
Family-friendly home rentals with a pool

The Illuminated Lake Como

Scandinavian Design Suite - Two Bedroom

Shoreview Home W Pool, Game Room

Perfect Getaway | 6 Kings, Arcade, Mini Golf +More

Kid Friendly, Free Parking & Laundry

Private Pool | Huge house

Lux Retreat-Indoor Hot Tub+Sauna+Designer Finishes

"Serenity" A Luxurious Retreat
Quick stats about holiday rentals that are family-friendly in Chaska

Total holiday rentals
Explore 60 holiday rentals in Chaska

Nightly prices starting at
Chaska holiday rentals start at $143 SGD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
60 of Chaska holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chaska rentals

4.9 Average rating
Chaska stays are highly rated by guests – averaging 4.9 out of 5!
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