
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.

Twin Cities Guest Cottage
This economy suburban cottage is conveniently located in the Southern Eastern highway nexus for MSP, with quick travel to Xcel, Downtown Saint Paul, MSP international, and multiple other attractions. It offers an economy family option 15 minutes from both the Children’s Museum and the Mall of America and Xcel Energy Center. With onsite parking, a private entrance, Wi-Fi, and the traditional convinces of home, this cottage provides a extended stay experience that can still get you anywhere fast.

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! 😊

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.

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.

Victorian 3rd Floor Studio
Welcome to our charming 3rd-floor studio located within a Victorian home in the heart of the NE Arts district! This cozy retreat boasts an abundance of natural light streaming in through skylights, illuminating a space adorned with beautiful plants, creating a serene and inviting ambiance. This delightful haven features a warm fireplace perfect for cozying up on chilly evenings. Please note, there is some low clearance near the head of the bed and in the bathroom/kitchen area.

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.

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.

Yellowstone feel 3Bd lodge/farm
This picturesque farm with a charming 3 bedroom cottage home will give you the best of what country living has to offer! The home has a true "Yellowstone" feel to it with its style and decor. Feel refreshed when you stay in this rustic gem. The home has one king bed in the primary suite and two queens in the other two bedrooms. There is also a fold out couch with a full-size mattress that is very cozy in front of the fireplace.

Cedar House Retreat
Amazing spacious property with Lake View! Gather your friends, or bring the whole family to this beautiful home. This retreat has a spacious open floor plan with two owner's suites, a home gym, a sauna for two, a home theater space, access to two lakes, one block from a public beach on Lake Minnewashta, and a park with a playground, tennis court, and pickle ball courts.

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!

Scandinavian Design Suite - Two Bedroom

Newly remodeled house! Great living and location!

Spacious 5-BR Retreat: Oasis Getaway

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

Carriage house with private garden

Beautiful Victorian 3 Bedroom

Luxury City 1 Bedroom King Suite

Red Door Cottage

Cozy + Modern Home in East Nokomis

Cozy duplex unit in NE Minneapolis

Rustic Refuge

Highland Guest House
Family-friendly home rentals with a pool

Maple trails farm house

The Illuminated Lake Como

1bd/1ba Cozy Royal Oaks Retreat w/keyless entry

Shoreview Home W Pool, Game Room

Kid Friendly, Free Parking & Laundry

Private Pool | Huge house

Vibes in the Sky

"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 $191 NZD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
60 of Chaska holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Chaska rentals

4.9 Average rating
Chaska stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Platteville Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Omaha Holiday rentals
- Twin Cities Holiday rentals
- Madison Holiday rentals
- Lake Geneva Holiday rentals
- Duluth Holiday rentals
- Wisconsin Dells Holiday rentals
- Green Bay Holiday rentals
- Saint Paul Holiday rentals
- Des Moines Holiday rentals
- Uptown
- Target Field
- Minnehaha Falls
- Treasure Island Resort & Casino
- Nickelodeon Universe
- Valleyfair
- Como Town
- Xcel Energy Center
- Minneapolis Institute of Art
- Stone Arch Bridge
- Troy Burne Golf Club
- Hazeltine National Golf Club
- Afton Alps
- 7 Vines Vineyard
- Windsong Farm Golf Club
- Guthrie Theater
- Bunker Beach Water Park
- Wild Woods Water Park
- Minneapolis Golf Club
- The Minikahda Club
- Apple Valley Family Aquatic Center
- Amazing Mirror Maze
- Minnesota History Center
- Topgolf Minneapolis




