
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

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

Modern Studio w/Cali King • Gym• Parking
A modern studio space designed for both work and relaxation. Discover thoughtful touches catering to your needs as a business traveler, couple, or small group/family. Enjoy fast Wi-Fi, find a dedicated workspace for your laptop at the desk, or explore the lobby's work/meeting spaces. Grab breakfast from the well-stocked bar as you head out to work or savor it while working in the space. Take advantage of the in-unit washer/dryer with laundry pods to keep your clothing clean and professional.

Carriage house with private garden
Art studio converted to guest house, powered mostly by solar panels, with vaulted ceilings, french doors to a private garden, full kitchen, office, bedroom, fold-out couch, washer/dryer, on large lot within walking distance of lake with beach and bike trails. Perfect spot for single person, couple or family. Privacy for working, writing, or enjoying the natural surroundings. Private garage and driveway. Patio dining with 6 chairs and grill. 40 foot lap pool shared with owner, by invitation

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.

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.

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.

Entire apartment ready for your stay. Very Private
For your enjoyment is a clean one bedroom apartment in my home. It has its own private entrance, reserved parking, a luxurious bathroom with a deep soaker tub and a fully equipped kitchen. In the bedroom is a king sized bed and a smart TV connected to the internet for your use. The home is located on a cul de sac in a quiet neighborhood that is close to everything. Within blocks of the house, there are restaurants, shops and several grocery stores.

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.

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!

Hidden Garden Suite & Spa: Sauna & Hot Tub

Spacious 5-BR Retreat: Oasis Getaway

Charming Linden Hills cottage by Lake Harriet

Probably the best place ever?
Family- and pet-friendly home rentals

Luxury City 1 Bedroom King Suite

Cozy + Modern Home in East Nokomis

Private Suite near Macalester

Charming cozy duplex 5 minutes from downtown

Craftsman charm with garage, laundry, fenced yard

Highland Guest House

Summer Heated Pool, Private Sauna, Steam Shower

"Chic Retreat" Home Office & Gym by Roxy Rentals
Family-friendly home rentals with a pool

Maple trails farm house

The Illuminated Lake Como

Royal Oaks Retreat w/ Keyless Entry & Pool Access

Scandinavian Design Suite - Two Bedroom

Shoreview Home W Pool, Game Room

Elix 1BR w/ KING Bed | Heated Pool | Mins to US BK

Lovely modern two-bedroom with courtyard view!

Kid Friendly, Free Parking & Laundry
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 £82 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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- Uptown
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