
Vacation rentals in Chaska
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chaska
Guests agree: these stays are highly rated for location, cleanliness, and more.

Tree House Luxury Stay
Perched high in the majestic arms of a 150 year old Burr White Oak tree. This cozy 1200 square foot, seven-room house not only has breathtaking views it also has enchanting and delightful surprises befitting of a fairytale. Climb 40 feet up onto the Observation Tower, where a telescope waits for you, ready to scan the night sky, and reveal the panorama of the heavens -- overlooking 500 acres of natural splendor right next door. Step into the hot, bubbling jets of the jacuzzi, or warm caress of the rain shower, and restore your spirits by soothing your muscles, melting away any residual tensions of the day. Get a restful sleep in one of our soft beds. In the morning, pad around on in-floor radiant heated floors (so cozy during winter-time.) Or enjoy your morning coffee on one of four outside decks. And don’t forget to solve the mystery of the Treehouse, that awaits your discovery within its wood beamed walls. This treehouse was custom designed by its architect with three dimensional chess in mind. Artisan architectural details are found throughout. Crystal chandeliers bedeck its high ceilings, and marble countertops grace the elegant, fully appointed kitchen. (A surround sound system helps set the mood for those special dinners in the dining nook.) One of two fireplaces adds luxurious touches to the primary bedroom with a queen bed, and hideaway bed in the secret room, along with a jacuzzi and rain shower in the primary bath, as well as a second bathroom in the secret room. Perfect for honeymooners, couples, business/corporate overnights, solo travelers and families with children over twelve years old. These are only a few of the many luxury details in this spectacular vacation spot must-see. Spend your days snuggled up beside the fireplace of your choice, while enjoying the panoramic views. You can stream your favorite movies and shows with Broadband Wi-Fi throughout the house. Come down for a leisurely walk around the grounds, and stop by to visit and feed the goats and chickens that call Hope Glen Farm their home in the corral of this historic farmstead. Bring your stress levels down and your heart rate up by walking over to Washington County Cottage Grove Park Reserve, just steps away, and answer its call to explore over 550 acres of fields and forests. Go hiking and biking down its trails, geocaching the hills and ravines for hidden treasures, or spend the afternoon fishing and kayaking in the lakes. And don’t let cooler temperatures keep you from discovering the pristine natural beauty of winter! Winter activities include cross country skiing and snowshoeing on the blankets of snow. Breathe deeply of the crisp Minnesota winter air -- truly one of life’s great pleasures. Plus, only a ten minute drive brings you to nearby Afton Alps in Afton State Park offering downhill skiing and snowboarding. For clarity, the Treehouse has 2 private bedrooms: Bedroom 1 is has a queen bed. Bedroom 2 has a bedroom with standard sofa bed with attached half bathroom, which is the secret room a must find. Give yourself the gift of this luxurious enchanting TreeHouse Suite in the treetops, for a enchanting vacation experience you'll never forget. Something to write home about!

Charming Linden Hills cottage by Lake Harriet
Our enchanting 1+ BR, 2 level cottage backs up to prime Minneapolis William Berry Park and Lake Harriet. Fully-equipped kitchen plus breakfast nook, LR/DR, entry parlor w/piano, Br w/queen bed. Walk-out lower-level patio, family room w/sleeping cubby, queen-sized mattress, full-size laundry, Roku/internet, outdoor hot tub - glorious in winter! Just 800 feet from the shore of gorgeous Lake Harriet and a few blocks from Lake Bde Maka Ska (formerly Lake Calhoun), connected to all Minneapolis Lakes.

Gorgeous! Modern 3 Bed Home by Lake Mtka & Wayzata
Beautiful 3 bed 2 bath modern cottage. Clean, bright, cozy! Large yard, woods, privacy. In park next to house: winter sledding hill, ice skating, tennis courts, basketball, playground! 65” TV in living room, ceiling fans in bedrooms, all wood & tile floors. All beds are comfort memory foam! Large upper level master suite w/ king bed & luxury en-suite bath! Walk to Grays Bay on Lake Minnetonka, Libbs Lake Beach, parks, trails! 5-10 min to Wayzata—MN’s fave lakeside town! 15 min to Mpls!

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! 😊

Charming Boxwood Cottage in Linden Hills
Completely renovated cottage is just a 2 block stroll to downtown Linden Hills, 4 blocks to lakes. You will love the nearby restaurants, coffee shops, walking & biking paths, paddleboarding & kayaking or just stay home & enjoy the brand new kitchen, living rm w/ HDTV, gorgeous woodwork, 2 large upstairs bedrms, dedicated office, wifi, updated baths, laundry, 2 screened porches & private patio. 1 car garage. @boxwoodcottage on Insta. If booked, check out our nearby sister property: THE EWING.

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 the 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 are provided. Pets are welcome.

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

Very Spacious and Bright Home 15mins From Downtown
Escape to our 5,000 sq ft secluded forest home with private driveway access and ample privacy. Savor the stunning views from the many large windows and outdoor spaces, including a patio, screened porch, wrap-around deck, and tranquil koi pond. Stay productive with ultra-fast wi-fi and multiple workspaces. Indulge in luxury in the spacious main suite, featuring a jetted whirlpool tub and cozy gas fireplace. Conveniently located, it's just 15 minutes to downtown and 25 minutes to MOA & MSP.

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.

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.

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.
Popular amenities for Chaska vacation rentals
Other great vacation rentals in Chaska

Nature's Blissful Haven - King Bed, Outdoor Patio

Charming cottage steps from lake, shops & more!

Elevated Vintage Downtown Victoria - Heron House

Cozy, Historic winter getaway. Walkable location.

Heartwood Guesthouse

The Ewing: One story renovated Linden Hills home

Modern Retreat with Game Porch & Fenced Yard

Charming Historic Home
When is the best time to visit Chaska?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,870 GYD | G$31,380 GYD | G$35,983 GYD | G$40,167 GYD | G$42,886 GYD | G$52,719 GYD | G$48,117 GYD | G$39,748 GYD | G$42,886 GYD | G$42,677 GYD | G$40,376 GYD | G$43,933 GYD |
| Avg. temp | -9°C | -6°C | 1°C | 8°C | 15°C | 21°C | 24°C | 22°C | 18°C | 10°C | 2°C | -6°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Chaska?
Chaska has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Chaska?
Experience the best of Chaska with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chaska?
Four-legged friends are welcome in Chaska. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Chaska?
Yes! Work meets play with ease at over 10 vacation rentals in Chaska featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Chaska have air conditioning?
Absolutely! We offer over 60 house rentals with air conditioning in Chaska. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chaska have a kitchen?
Absolutely! We offer over 60 house rentals with a kitchen in Chaska. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chaska have wifi?
Absolutely! We offer over 60 house rentals with wifi in Chaska. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chaska have free parking?
Absolutely! We offer over 60 house rentals with free parking in Chaska. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Chaska

Total vacation rentals
Explore 70 vacation rentals in Chaska

Nightly prices starting at
Chaska vacation rentals start at G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
70 of Chaska vacation rentals include wi-fi 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!
Destinations to explore
- Platteville Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Omaha Vacation rentals
- Minnesota River Vacation rentals
- Twin Cities Vacation rentals
- Madison Vacation rentals
- Wisconsin Dells Vacation rentals
- Lake Geneva Vacation rentals
- Duluth Vacation rentals
- Saint Paul Vacation rentals
- Des Moines Vacation rentals
- Uptown
- Target Field
- Treasure Island Resort & Casino
- US Bank Stadium
- Minnehaha Falls
- Nickelodeon Universe
- Xcel Energy Center
- Valleyfair
- Minneapolis Institute of Art
- Afton Alps
- Buck Hill
- Guthrie Theater
- Walker Art Center
- Target Center
- Minnesota History Center
- Mystic Lake Casino
- Stone Arch Bridge
- Macalester College
- Lake Nokomis
- Paisley Park
- Minneapolis Convention Center
- The Armory
- Como Park Zoo & Conservatory
- Minneapolis Scupture Garden




