
Vacation rentals in Chaska
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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!

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! 😊

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.

Maple trails farm house
Fully furnished 4 Bedrooms with extra sofa beds for children, home with Bedding and Linens, Kitchen is equipped with Microwave, Refrigerator, Oven, Toaster, Coffee Maker, Dishwasher, Stove, Dishes and Silverware too. Large floor plan and over 4,500 sq.ft and has a terrific backyard oasis that includes a swimming pool ( open depending on weather permitting ) outdoor fireplace, a 3-season porch, perennial gardens and pond.Enjoy a calm stay with horses on property .

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.

Star Gazing Glass House 4 Season with Hot Tub
This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

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.

The Birchwood B & B
We are so excited to share our beautiful, secluded woodsy setting with you. When you are here, you are in a sanctuary full of birds, deer, water and wildlife. We are blocks from White Bear Lake, hiking, biking and skiing trails and quiet tree lined streets to wander down. We have bicycles for your use. If shopping, theatre, sports events and concerts are more your thing, we are just moments from major highways to take you directly to the Twin Cities.

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.

Riverside Getaway | Apt above Getaway Motor Café
A two-bedroom apartment above Getaway Motor Cafe in historic downtown Carver, MN. Built in 1871, carefully restored, and designed with a Nordic Modern warmth that makes you want to stay a little longer. Jøtul fireplace, gourmet kitchen, private balcony over the creek, and a cafe downstairs for morning coffee and evening cocktails. Sleeps 4. Small-town charm, miles of trails. Come rest.
Popular amenities for Chaska vacation rentals
Other great vacation rentals in Chaska

MINNeSTAY* Chaska Charmer | Farmhouse

St Patty Day SALE - Nature's Blissful Haven -K Bed

Charming cottage steps from lake, shops & more!

Cozy, Historic winter getaway. Walkable location.

The Nordic Escape | Barrel Sauna & Walkable

Minnetonka House on the Prairie

New Home - Perfect Getaway

Charming & cozy | pet & eco-friendly | fenced yard
When is the best time to visit Chaska?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,873 GYD | G$31,383 GYD | G$35,986 GYD | G$40,171 GYD | G$42,891 GYD | G$52,724 GYD | G$48,121 GYD | G$39,752 GYD | G$42,891 GYD | G$42,681 GYD | G$40,380 GYD | G$43,937 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$6,277 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!
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