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 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, 732 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
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
4.98 out of 5 average rating, 50 reviews

Stuga House: A Historic Cottage on Outdoor Trails

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 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
4.99 out of 5 average rating, 68 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
The front porch of The Herb Cottage features a comfortable seating area, complemented by an American flag hanging prominently. Decorative banners with patriotic motifs adorn the railings, while large windows provide a view into the cottage. The entrance is framed by wooden beams, enhancing its inviting appearance.
Home in Chaska
4.98 out of 5 average rating, 112 reviews

Welcome to our Herb Cottage!

The Herb Cottage is located on a spacious area with trees, gardens, a pond, and hiking trail. Enter the Cottage to the living room with a dining table, comfy sofa/sleeper, and TV. The bedroom has a queen bed and TV. A convection double oven, cooktop, and dishwasher will cook a delicious meal. The breakfast room has a dining table and microwave. Setup your laptop in the office and relax in a comfortable work area. The "Vintage room" has a TV, washer/dryer, rockers, sofa/sleeper and the “loom”.

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, 78 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).

Top guest favorite
Home in Saint Paul
4.94 out of 5 average rating, 529 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.

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
4.98 out of 5 average rating, 100 reviews

Chaska charm. Bavaria downs. New amphitheater!

Warm and cozy historic home in downtown Chaska. Located on a quiet street yet just a short walk to coffee shops, bakeries, restaurants, and shopping . This charming 3-bedroom, 1.5-bath home is full of character, with inviting spaces and timeless details throughout. Enjoy easy access to scenic biking and walking trails along the Minnesota River, perfect for outdoor enthusiasts. Conveniently located just minutes from Hazeltine National Golf Club and a short drive to Bavaria Downs.

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
4.91 out of 5 average rating, 228 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
Guest suite in Excelsior
4.82 out of 5 average rating, 181 reviews

Summer Oasis | 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.

Guest favorite
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.87 out of 5 average rating, 412 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

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, 154 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
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, 180 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.

Popular amenities for Chaska vacation rentals

When is the best time to visit Chaska?

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Avg. price€188€181€198€167€178€219€200€165€178€177€168€183
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 €35 per night before taxes and fees

  • Verified guest reviews

    Over 1,450 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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  5. Chaska