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 dining area features a round table surrounded by four chairs, with light filtering through large windows dressed in sheer curtains. A circular rug anchors the space, while a cozy living area is visible through the doorway, showcasing neutral tones and inviting furnishings.
Home in Carver
5 out of 5 average rating, 27 reviews

Stuga House: A historic cottage

Looking for a change of scenery in a historic home with miles of trails out the back door? Settle in! This quaint, cozy, historic home located in downtown Carver is the prime location for anyone looking to escape the city and enjoy some of that small town fresh air. Explore our little town’s historic homes and shops, walk the trails of the wildlife refuge right out the backyard, or take off on your bike down the river bike trail that crosses right behind the house. This is a fantastic home base!

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
4.8 out of 5 average rating, 162 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. Chanhassen City License # 2023-02

Top guest favorite
The charming farmhouse exterior features a gabled roof and a welcoming porch with colorful chairs in red, blue, and yellow. Lush green plants decorate the entrance, and the light-colored siding is complemented by large windows, allowing natural light to fill the space.
Home in Chaska
4.99 out of 5 average rating, 81 reviews

Cozy, Historic Chaska fall getaway! Walkable

Romantic fully renovated farmhouse in the convenience of downtown Chaska. The three bedrooms, one and a half baths are wrapped in character and detail throughout. From beautiful wood floors and window frames to a wonderful wooden stairway and banister. Cut-glass windows and coved ceilings, a spacious warm kitchen and formal dining room, living room and sunroom make the 1500 sqft of living space cozy, warm and elegant. The yard is ornamented with brick-walkways, and stone curbed flower gardens.

Top guest favorite
A charming brick structure is seen, featuring a prominent American flag on its front. A wooden shed with a rustic appeal is positioned nearby. Lush greenery surrounds the area, while a captivating sky with towering clouds adds to the scenic backdrop.
Guesthouse in Chaska
5 out of 5 average rating, 43 reviews

1860's Midwest American Farm

Restful, spacious gardens on site, Chanhassen Dinner Theater (15 minutes), comedy club, golf course 9 and 18 hole (within walking), driving range and indoor golf, biking and walking trails right from the property, lakes, shopping, university arboretum (15 minutes drive), restaurants (10-15 minutes drive), amusement park (Valley Fair). Prince's Paisley Park (10 minutes drive), The Landing, 1800's walkable outdoor museum, Stock and Barrel Club, nearby tennis, disc golf, LifeSpa, (10 minutes)

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, 285 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
4.96 out of 5 average rating, 545 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
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, 161 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
The luxury master bathroom features marble tiled walls, a whirlpool jet tub elevated on a platform, and a glass-enclosed steam shower. Double sinks with sleek design are complemented by modern fixtures. Natural light flows in through multiple windows, enhancing the spacious atmosphere.
Guest suite in Nokomis
4.99 out of 5 average rating, 463 reviews

SpaLike Private Oasis

Spa quality stay in a private-entry, large master suite, minutes from airport and MOA. High end amenities you won't find in most hotels, all to yourself! Relax in a luxury 2 person hot tub & steam shower. Cuddle up in a comfy lounge area! Convenient kitchenette & work space. In the heart of peaceful SE Mnpls, we are blocks away from Lake Nokomis beaches, trails, rentals, unique dining & more. 15 minutes to downtown. Come pamper yourself while you discover Minneapolis!

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, 331 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.

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
4.96 out of 5 average rating, 124 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
Apartment in Hopkins
5 out of 5 average rating, 25 reviews

Cozy Private Suite near Downtown Hopkins

Enjoy this 1-bedroom suite with a private and secure entrance in the heart of Hopkins, MN. Located in the lower level of a residential home in a residential neighborhood, this unit includes a living room, bathroom, work desk, laundry room with sink, and kitchenette with a microwave, hot plate, air fryer, coffee maker, and mini fridge. Just 15 min to downtown Minneapolis & 20 min to MSP airport!

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, 466 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. priceﺩ.ﺇ507ﺩ.ﺇ551ﺩ.ﺇ632ﺩ.ﺇ705ﺩ.ﺇ753ﺩ.ﺇ925ﺩ.ﺇ1,194ﺩ.ﺇ867ﺩ.ﺇ602ﺩ.ﺇ661ﺩ.ﺇ584ﺩ.ﺇ668
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 vacation rentals in Chaska?

    Chaska has more than 60 family-friendly stays. 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 vacation rentals in Chaska?

    Four-legged friends are welcome in Chaska. Choose from more than 20 vacation 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 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.

Quick stats about vacation rentals in Chaska

  • Total vacation rentals

    Explore 80 vacation rentals in Chaska

  • Nightly prices starting at

    Chaska vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 1,370 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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