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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 suite in Excelsior

4.8 out of 5 average rating, 128 reviews

Fall Retreat | Private Entrance | No Cleaning Fee

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

Home in Chanhassen

4.96 out of 5 average rating, 139 reviews

SPACIOUS☆MINNEAPOLIS SUBURBS☆TWIN CITIES☆BY LAKES

Safe & Quiet Suburban Neighborhood for Those Looking to Live Near the Heart of the Twin Cities. 0.9 Miles From PRINCE’S PAISLEY PARK & Conveniently Located By: -Mall Of America (19 mi) -MSP Airport (22 mi) - US Bank Stadium (24 mi) -Downtown Minneapolis + Target Center (23 mi) -Uptown Minneapolis (20 mi) -University of Minnesota + Dinkytown (25 mi) -Minnesota State Fairgrounds (30 mi) -Minnesota Renaissance Festival (9 mi) -Chanhassen Dinner Theatre (1.9 mi) -Lake Hazeltine Golf Club (1.4 mi)

Guest suite in Prior Lake

4.93 out of 5 average rating, 237 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! 😊

Farm stay in Cottage Grove

4.95 out of 5 average rating, 483 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

Home in Prior Lake

4.96 out of 5 average rating, 213 reviews

Beautiful Lake Home

This custom built home was completed and furnished 2016. Large lot, full walkout basement w/ bar, 5 bed + office with couch-sofa, 4.5 bath, screened porch, beautiful views. Master bed and guest master bed both include en-suite bath for inlaws/friends. There are 4 additional bedrooms. There is a dock with lake access (not great to swimming from shore), and local boat rentals available. 30 mins to downtown Minneapolis/Airport/Stadium/Mall of America. Great small town and quiet neighborhood

Guesthouse in Minnetonka

4.99 out of 5 average rating, 142 reviews

Carriage house with private garden

Art studio converted to guest house, with skylights, vaulted ceilings, french doors to a private garden with outdoor seating, full kitchen, office, multiple fold-out beds, on large lot within walking distance of lake with beach and bike trails. Perfect spot for single person, couple or family (with kids on fold-outs). Privacy for working, writing, or enjoying the natural surroundings. Private garage. Patio dining with 6 chairs and grill. 40 foot lap pool shared with owner, by invitation.

Serviced apartment in Long Lake

4.89 out of 5 average rating, 141 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.

Guesthouse in Chaska

4.93 out of 5 average rating, 221 reviews

Carriage House by Peaceful Hay field

This beautiful carriage house is located next to a historic and unique "Chaska Brick" farmhouse. The second floor of the carriage house has an open area with a bed, couch, chairs, table, and a smart TV (no classic TV service but has all the apps to log into). The wet bar has Keurig, microwave, toaster oven, and mini-fridge to keep food cool or warm things up. Check out the beautiful views from the second-floor deck overlooking the peaceful countryside of Chaska, Minnesota.

Guesthouse in Minnetonka

5 out of 5 average rating, 292 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.

Guesthouse in Excelsior

4.88 out of 5 average rating, 170 reviews

The Honey Shack

Once a shed, now a gr8 "glamping" experience complete w/lake toys, pool table, fireplace, bath, Qbed, & a bug or 2! Value is in the free honey, quaintness & amenities. On a small lake minutes to MN Landscape Arboretum, Paisley Park, Historic Excelsior & Victoria, we offer campfire area w/beautiful sunsets, use of kayak, canoe, paddleboat & SUPs. Easy access to walk'g/bik'g trails into Carver Park. No A/C. Read full listing.

Guest suite in Eden Prairie

4.98 out of 5 average rating, 156 reviews

Tranquil comfort in a private autumn setting

No cleaning fee. 😊 Private lower level self-check in, full kitchen, full bathroom apartment/suite. Ideal for relaxing as you visit family and friends. Your own 2 car parking area. Smoking outside only. Your backyard setting has mature trees and gardens to be enjoyed while you sip wine or drink coffee watching the birds and wildlife in the screened in patio.

Rental unit in Hopkins

4.95 out of 5 average rating, 206 reviews

Up, Up, and Away in Hopkins

This space is the top floor of my family home in Hopkins. The space is your own and is not shared with my family. You will love the neighborhood, and the quiet privacy that my space offers. IMPORTANT: If you are planning a visit during the SUMMER of 2024 be sure to make note of the road construction and noise potential described in "other things to note".

Vacation rentals for every style

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Unique stays

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Popular amenities for Chaska vacation rentals

Free parking on premises

Air conditioning

Stay near Chaska's top sights

Paisley Park106 locals recommend

Minnesota Landscape Arboretum93 locals recommend

Hazeltine National Golf Club27 locals recommend

Crooked Pint Ale House26 locals recommend

ENKI Brewing Company12 locals recommend

Floyd's Bar11 locals recommend

Other great vacation rentals in Chaska

Home in Shakopee

5 out of 5 average rating, 47 reviews

Fall Cozy Comfort Awaits - Near Parks & Malls

Rental unit in Eden Prairie

4.91 out of 5 average rating, 92 reviews

Entire apartment, 17 min to MOA/ Airport/ downtown

Home in Plymouth

4.96 out of 5 average rating, 51 reviews

Mother-in-law suite in Plymouth

Rental unit in Glencoe

5 out of 5 average rating, 23 reviews

Charming Apartment in Glencoe

Home in Excelsior

4.96 out of 5 average rating, 24 reviews

The Nordic Escape | Barrel Sauna & Walkable

Home in Waconia

4.97 out of 5 average rating, 32 reviews

Vacation with Staycation Vibes

Home in Minnetonka

4.8 out of 5 average rating, 20 reviews

Cozy House in Minnetonka

Cottage in Waconia

5 out of 5 average rating, 6 reviews

Cozy Country Cottage

Quick stats about vacation rentals in Chaska

Total rentals
80 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

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.

Destinations to explore