Vacation rentals in Chaska

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Top-rated vacation rentals in Chaska

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Guest favorite

Home in Cottage Grove

4.98 out of 5 average rating, 618 reviews

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!

Mar 7 – 14

G$53,524 GYD per night

Guest favorite

Home in Chanhassen

4.96 out of 5 average rating, 118 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)

Oct 1 – 8

G$98,466 GYD per night

Guest favorite

Guest suite in Prior Lake

4.93 out of 5 average rating, 198 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! 😊

Sep 26 – Oct 3

G$21,855 GYD per night

Guest favorite

Guesthouse in Cannon Falls

4.98 out of 5 average rating, 188 reviews

Cannon Valley Lucky Day Farm - Farmhouse Loft

A beautiful farmhouse loft just minutes from Cannon Falls and Red Wing! * Canoe, kayak or tube the Cannon River at Welch Mill -5 mi * Bicycle the 19.2-mile paved Cannon Valley Trail, trail crosses the property * Treasure Island Resort & Casino -11 mi * Hike Barn Bluff in Red Wing -13 mi * Golf at area courses * Wineries & breweries -4 mi * Drive the scenic Great River Road * Birdwatch eagles, grosbeaks, woodpeckers, and hummingbirds. * MOA and Twin Cities - 30 mi * Ski at Welch Village -6 mi

Jul 10 – 17

G$29,875 GYD per night

Guest favorite

Home in Prior Lake

4.96 out of 5 average rating, 193 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

Mar 26 – Apr 2

G$96,937 GYD per night

Guest favorite

Guesthouse in Minnetonka

4.99 out of 5 average rating, 132 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.

Apr 7 – 14

G$27,695 GYD per night

Guest favorite

Guest suite in Forest Lake

4.95 out of 5 average rating, 154 reviews

Romantic Lakeside Loft.

A wonderful lakeside getaway, with beautiful lake views from your suite and deck. Guest suite includes full kitchen, living room with fireplace, bedroom with attached full bath. Private entrance on side of home with your own private deck for lounging. dining and grilling. Large yard for playing games, fire pit and outdoor tiki bar. Plenty of dock space for boats. Direct access to lake for floating ,paddling, swimming, fishing and relaxing. Paddleboard and kayak available for your use.

Feb 13 – 20

G$22,580 GYD per night

Guest favorite

Guesthouse in Chaska

4.93 out of 5 average rating, 208 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.

Jan 20 – 27

G$16,946 GYD per night

Guest favorite

Guesthouse in Long Lake

4.88 out of 5 average rating, 122 reviews

Happy Trails

WINTER, We have a circular driveway and a flat driveway. I do my own snow plowing. This is a lovely 540 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.

May 14 – 21

G$19,413 GYD per night

Guest favorite

Guesthouse in Minnetonka

5.0 out of 5 average rating, 264 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.

Feb 28 – Mar 7

G$26,353 GYD per night

Guest favorite

Guesthouse in Excelsior

4.86 out of 5 average rating, 148 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.

Aug 22 – 29

G$37,791 GYD per night

Guest favorite

Apartment in Hopkins

4.96 out of 5 average rating, 179 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".

Sep 15 – 22

G$9,577 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chaska vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Chaska's top sights

Chaska Curling Center8 locals recommend

Target8 locals recommend

Crooked Pint Ale House26 locals recommend

Tommy's Malt Shop8 locals recommend

Perkins Restaurant & Bakery10 locals recommend

Cuzzy's Brick House6 locals recommend

Other great vacation rentals in Chaska

Guest favorite

Guest suite in Big Lake

4.98 out of 5 average rating, 182 reviews

Our Studio

Nov 13 – 20

G$19,868 GYD per night

Guest favorite

Guest suite in Minneapolis

4.99 out of 5 average rating, 246 reviews

Private, Spa-Like Oasis

Oct 11 – 18

G$24,847 GYD per night

Guest favorite

Guest suite in Richfield

4.96 out of 5 average rating, 415 reviews

Private Serene Suite, Jet Tub For Two

Nov 15 – 22

G$18,076 GYD per night

Guest favorite

Cottage in Chaska

4.98 out of 5 average rating, 81 reviews

Welcome to our countryside Herb Cottage!

Jul 23 – 30

G$32,338 GYD per night

Guest favorite

Apartment in Carver

5.0 out of 5 average rating, 52 reviews

Riverside Getaway | Downtown Apartment above Cafe

Nov 12 – 19

G$37,621 GYD per night

Guest favorite

Home in Chaska

5.0 out of 5 average rating, 13 reviews

Historic downtown Chaska oasis.

Sep 10 – 17

G$44,668 GYD per night

Guest favorite

Home in Excelsior

4.9 out of 5 average rating, 97 reviews

Excelsior Gem!!! Designer Completely Renovated!!!

Apr 9 – 16

G$33,506 GYD per night

Guest favorite

Home in Chaska

4.97 out of 5 average rating, 38 reviews

Warm, Charming and Cozy Turn of the Century Home

Sep 27 – Oct 4

G$62,266 GYD per night

Show all

Quick stats about vacation rentals in Chaska

Total rentals
80 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
1.1K reviews
Nightly prices starting at
G$2,084 GYD before taxes and fees

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 10 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.

Vacation rentals in Chaska

Top-rated vacation rentals in Chaska

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Chaska vacation rentals

Stay near Chaska's top sights

Other great vacation rentals in Chaska

Guest suite in Big Lake

Guest suite in Minneapolis

Guest suite in Richfield

Cottage in Chaska

Apartment in Carver

Home in Chaska

Home in Excelsior

Home in Chaska

Quick stats about vacation rentals in Chaska

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Chaska?

Do house rentals in Chaska have air conditioning?

Do house rentals in Chaska have a kitchen?

Are there family-friendly vacation rentals in Chaska?

Do house rentals in Chaska have free parking?

Are there pet-friendly vacation rentals in Chaska?

Do house rentals in Chaska have wifi?

Are there vacation rentals with a dedicated workspace in Chaska?

Destinations to explore