Vacation rentals in Chaska

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Top-rated vacation rentals in Chaska

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Top guest favorite
A charming treehouse is nestled among the lush branches of a large, mature oak tree. The wooden structure features multiple levels with a spacious deck that connects to the main entrance, surrounded by greenery, creating a serene and natural environment.
Home in Cottage Grove
4.98 out of 5 average rating, 718 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!

Top guest favorite
An aerial view showcases a charming duplex surrounded by lush greenery, set against the backdrop of a sparkling lake. Ample trees provide natural shade, and a red seating area is visible on the patio. The driveway leads up to the property, enhancing accessibility.
Home in Excelsior
4.96 out of 5 average rating, 73 reviews

The Tranquil Nature Retreat at Ches Mar Homestead

Escape into natural serenity with this beautifully renovated 1-bedroom ( 3 total beds), 2-bathroom, 1,600 sqft space in Excelsior, nestled adjacent to picturesque Lake Minnewashta Park. Immerse yourself in the wonders of nature while enjoying modern comforts. Experience ultimate relaxation with a sleep number bed, rejuvenating rain showers, and bidet toilets. The fully equipped kitchen & wet bar make dining a delight. Garage parking now available upon request (must be requested at booking).

Guest favorite
A large home is shown with multiple levels and many windows, overlooking a spacious lawn. A wooden dock extends over the sandy area towards the water. A weeping willow tree adds softness to the landscape, providing a sense of serenity.
Home in Prior Lake
4.96 out of 5 average rating, 236 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

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
4.9 out of 5 average rating, 220 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
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, 174 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, 346 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, 148 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
Cottage in Gladstone
4.99 out of 5 average rating, 187 reviews

Little House by Lake Phalen

Stay in your own private home which was recently remodeled and is located one block from Lake Phalen. The home has a full kitchen which is fully stocked. Breakfast and light snacks are included with your stay. The cushioned chairs and the loveseat have covers which are washed between each guest. The large patio located between the homes is a great place to relax and listen to the fountain or enjoy a meal.

Top guest favorite
An open-concept kitchen and living area features a large island with a light countertop and wooden cabinetry. A cozy Jøtul fireplace is positioned against a brick accent wall. Natural light fills the room through windows, highlighting the modern furnishings and inviting atmosphere.
Apartment in Carver
5 out of 5 average rating, 164 reviews

Riverside Getaway | Apt above Getaway Motor Café

A two-bedroom apartment above Getaway Motor Cafe in historic downtown Carver, MN. Built in 1871, carefully restored, and designed with a Nordic Modern warmth that makes you want to stay a little longer. Jøtul fireplace, gourmet kitchen, private balcony over the creek, and a cafe downstairs for morning coffee and evening cocktails. Sleeps 4. Small-town charm, miles of trails. Come rest.

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.

Popular amenities for Chaska vacation rentals

When is the best time to visit Chaska?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,877 GYDG$31,388 GYDG$35,991 GYDG$40,176 GYDG$42,897 GYDG$52,732 GYDG$48,128 GYDG$39,758 GYDG$42,897 GYDG$42,687 GYDG$40,386 GYDG$43,943 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$6,278 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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