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.

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Top guest favorite
A charming two-story farmhouse is set on a lush green landscape, surrounded by tall trees. The lawn is well-kept, providing a peaceful atmosphere. The clear sky above enhances the tranquility of the scene, while power lines add a subtle connection to the nearby road.
Guest suite in Prior Lake
4.93 out of 5 average rating, 296 reviews

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! 😊

Top guest favorite
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.95 out of 5 average rating, 572 reviews

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

Top guest favorite
Cottage in Minnetonka
4.98 out of 5 average rating, 162 reviews

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

Guest favorite
A tranquil lakeside view is presented, featuring a dock with an American flag gently waving. Silhouetted trees frame the scene, while a soft sunset casts warm hues over the water. A solitary figure paddles peacefully in the distance, enhancing the serene atmosphere.
Home in Excelsior
4.91 out of 5 average rating, 219 reviews

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!

Top guest favorite
A cozy family room features two cushioned chairs with textured fabric, positioned around a central table. A fireplace with a white mantel is visible beneath a wall-mounted television. A woven basket and a portable lamp are included in the space, enhancing the room's ambiance.
Cottage in Excelsior
4.98 out of 5 average rating, 234 reviews

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.

Top guest favorite
The exterior of a two-story home is showcased, featuring a brick facade and large windows. Colorful perennial flower beds frame a winding pathway leading to the entrance. Lush green grass and tall trees surround the property, enhancing the outdoor appeal.
Home in Shakopee
4.95 out of 5 average rating, 134 reviews

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 .

Top guest favorite
Guest suite in Excelsior
4.82 out of 5 average rating, 173 reviews

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.

Superhost
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.86 out of 5 average rating, 398 reviews

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.

Top guest favorite
The spacious living area features polished hardwood floors and a cozy sofa paired with a tufted ottoman. A dining table with chairs is positioned near a kitchenette, which showcases elegant cabinetry and modern appliances. Natural light filters through a window illuminating the room.
Guesthouse in Minnetonka
5 out of 5 average rating, 343 reviews

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.

Top guest favorite
The rustic cottage features a wooden exterior with a sloped roof and a stone chimney. A welcoming porch is framed by lush greenery and a well-maintained lawn, enhancing the serene outdoor setting.
Farm stay in Mayer
4.97 out of 5 average rating, 147 reviews

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.

Top guest favorite
A spacious living room is filled with natural light from large windows, highlighting a fireplace located at the center. Comfortable seating arrangements are created with multiple light-colored sofas and armchairs. Decorative elements include table lamps and greenery, enhancing the inviting ambiance.
Home in Excelsior
5 out of 5 average rating, 111 reviews

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.

Top guest favorite
A comfortable light-colored sofa is positioned in a well-lit living area. Two lamps on either side provide soft illumination, while a textured wall hangs above the sofa. A glass table and decorative rug complement the inviting space.
Guest suite in Victoria
4.88 out of 5 average rating, 484 reviews

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 vacation rentals

When is the best time to visit Chaska?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,850 GYDG$31,358 GYDG$35,958 GYDG$40,139 GYDG$42,857 GYDG$52,682 GYDG$48,083 GYDG$39,721 GYDG$42,857 GYDG$42,648 GYDG$40,348 GYDG$43,902 GYD
Avg. temp-9°C-6°C1°C8°C15°C21°C24°C22°C18°C10°C2°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$6,272 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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