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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Guest favorite
A comfortable living area features a large brown sectional sofa adorned with blue pillows, positioned near a wall of wood slices. An entertainment unit with a television is visible, alongside a retro arcade game and a pinball machine. A wooden coffee table rests on a textured area rug.
Guest suite in Watertown
4.87 out of 5 average rating, 127 reviews

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.

Top guest favorite
A spacious living area features a large sectional sofa adorned with colorful throw pillows. A coffee table sits at the center, complemented by a vibrant area rug. A wall-mounted television displays a serene image, while natural light streams through the windows, creating a bright ambiance.
Home in Northeast Minneapolis
4.94 out of 5 average rating, 124 reviews

Northeast Oasis with Hot Tub

Welcome to your cozy retreat in Northeast Minneapolis! This charming two-bedroom home captures the essence of the neighborhood with its unique decor and warm atmosphere. The living area is inviting, perfect for relaxing after a day of exploring. The fully equipped kitchen makes meal prep a breeze, while the dining space offers fun & functionality. Step outside to unwind in the private hot tub under the stars, surrounded by the local charm—ideal for a romantic getaway or small family retreat!

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

Top guest favorite
Home in Saint Paul
4.94 out of 5 average rating, 521 reviews

Unique Mid-Century Modern in a Great Neighborhood

Urban Zen retreat; unique mid-century modern meets Japan in a great neighborhood full of architectural gems. Updated 1950's architect-built passive-solar artist retreat home, surrounded by trees and Japanese Gardens. Casual comfort far from sterile, filled with art. Complete tranquility 10 min from downtown Mpls and very close to both U of MN campus. Lively, friendly neighborhood in walking distance to grocery store, gift shops, wine shop, yoga studio, coffee shops and great restaurants.

Guest favorite
A sitting room is depicted with hardwood flooring, featuring a comfortable sofa and two armchairs with patterned upholstery. A small side table holds a lamp, providing soft lighting. Windows are adorned with curtains, allowing natural light to brighten the space.
Apartment in Long Lake
4.9 out of 5 average rating, 165 reviews

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.

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, 233 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
A spacious patio area is showcased with comfortable seating and a hot tub. Two wooden pergolas provide shade, and lush landscaping complements the environment. The backyard features well-maintained grass and a hammock, creating a serene outdoor space.
Guest suite in Excelsior
4.81 out of 5 average rating, 171 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.

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, 342 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, 144 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, 110 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, 482 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.

Guest favorite
Guest suite in Eden Prairie
4.97 out of 5 average rating, 185 reviews

Cozy clean comfort in a private winter setting

HAPPY NEW YEAR! Completely Private lower level apartment with lush summer garden views from your very own patio. Winter brings backyard critters out best seen from the patio as you visit family and friends or enjoying a relaxing staycation. Self check in through your own private entrance.

Popular amenities for Chaska vacation rentals

When is the best time to visit Chaska?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,797 GYDG$31,301 GYDG$35,892 GYDG$40,066 GYDG$42,778 GYDG$52,586 GYDG$47,995 GYDG$39,648 GYDG$42,778 GYDG$42,570 GYDG$40,274 GYDG$43,822 GYD
Avg. temp-9°C-6°C1°C8°C15°C21°C24°C22°C18°C10°C2°C-6°C

Frequently Asked Questions

  • 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.

  • 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.

  • Are there family-friendly house rentals in Chaska?

    Chaska has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • Are there pet-friendly house rentals in Chaska?

    Four-legged friends are welcome in Chaska. Choose from more than 20 house rentals for guests traveling with pets.

  • 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.

  • Are there house rentals with a dedicated workspace in Chaska?

    Yes! Work meets play with ease at over 10 house rentals in Chaska featuring dedicated workspaces. Stay connected and productive in your home away from home.

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$6,260 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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