
House holiday rentals in Chaska
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Top-rated house rentals in Chaska
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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!

Cozy Luxe Hideaway Near West End, Parks & Downtown
Kick back and relax in this calm, stylish space. Here is a transformed newly remodeled luxury basement level home filled with everything you need. The home is nestled in a quiet neighborhood with quick access to the West End shops, trails, parks, fine dining, entertainment, sporting events and all major routes to Minneapolis Downtown and the MSP airport. Hosts live upstairs on the main level but very private, quiet and require no direct interaction with guests, as everything is self-service!

The Cedar: A Warm, Guest-friendly residence.
The Cedar is our warm, guest-friendly place in the heart of South Minneapolis. 4 bedrooms with comfy queen and full beds,freshly ironed linens. Full kitchen, dining, living rooms. *Great back yard, gardens, and patio. *Netflix, Hulu, Roku *Central location. *15 minutes to almost everywhere: US Bank Stadium, Mall of America, Downtown, Uptown (home to theater, arts, groundbreaking restaurants) & Midtown Global Market (a lively international bazaar) parks, airport & the University of Minnesota.

King Beds, Sleeps 11, *Entertainment Included!*
Comfy beds, cozy living spaces. Fun galore! Mini golf, yard games, ping pong, pool, poker table. Have hours of fun in the comfort of your own home away from home! With 6 HD Smart TVs, you can watch what you want from almost any room in the house. 2 Indoor dining rooms and large outdoor dining set. Enjoy the fully stocked brand new kitchen, or grill some steaks out back. Don’t want to cook, you are minutes from a wide array of dining options and easy access to all the Twin Cities has to offer!

Unique Mid-Century Modern in a Great Neighborhood
Zen retreat in an urban setting; unique mid-century modern meets Japan in a great neighborhood full of architectural gems. Updated 1950's architect-built passive-solar artist retreat house is surrounded by trees and Japanese Gardens. Casual comfort but far from sterile. 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.

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

Very Spacious and Bright Home 15mins From Downtown
Escape to our 5,000 sq ft secluded forest home with private driveway access and ample privacy. Savor the stunning views from the many large windows and outdoor spaces, including a patio, screened porch, wrap-around deck, and tranquil koi pond. Stay productive with ultra-fast wi-fi and multiple workspaces. Indulge in luxury in the spacious main suite, featuring a jetted whirlpool tub and cozy gas fireplace. Conveniently located, it's just 15 minutes to downtown and 25 minutes to MOA & MSP.

"Chic Retreat" Home Office & Gym by Roxy Rentals
This stylish 3-bedroom, 2-bath home offers comfort, functionality, and a touch of luxury. Enjoy a dedicated home office, Peloton-equipped gym, and spacious patio with a cozy fire pit—perfect for productivity or relaxation. The large driveway fits multiple vehicles. Ideally located near Lunds & Byerlys grocery store & A 5-minute drive from downtown Wayzata, you’ll have easy access to Lake Minnetonka’s vibrant dining, shopping, and entertainment. Note: the property is not fenced in.

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!

Rustic Refuge
THIS IS NOT the whole home, but is the entire lower level, which feels like one of the units in a duplex. Cabinesque, roomy, close to almost anything you would need, cozy- these are a few words to describe it. You have your own private locked entrance from the garage, where you can park. The door between the levels is locked. This space boasts a gorgeous, new bathroom, new kitchen, huge flat screen tv, 2 large bedrooms, with the dining room and living room connected.

Blue Cabin
LOCATION: Entire house located off Hwy 169 on the frontage road. Please note the house is right off the highway. My unit is a 650 sq ft house. One bedroom 1 bathroom. Has a full kitchen and laundry free to use. • PROFESSIONALLY CLEANED • EASY ACCESS TO DOWNTOWN (15 MINS) • EASY ACCESS TO AIRPORT & MALL OF AMERICA (30 MINS) • MEDICINE LAKE WALKING PATHS (2 MIN) • FREE COFFEE • FREE PARKING • FREE FAST WIFI • SELF CHECKIN WITH KEYPAD NO SMOKING AND NO PETS PLEASE

Pool, sauna, pickle ball & privacy. Sleeps 18.
Bring the whole family to this FUN property! This several acre property has a private inground pool(seasonal), sauna and spacious 6 bedroom house complete with a gourmet kitchen. All of this fun is located in a rural area, just a short 45 minute drive from the Minneapolis/St Paul Airports. The main home sleeps 18, but there is an option to add the apartment(additional charge) to your stay which sleeps an additional 4 people. The apartment is available seasonally.
Popular amenities for house rentals in Chaska
House rentals with a pool

Maple trails farm house

BrewhausNE;Hot-tub,pond,pizza oven, great location

Shoreview Home W Pool, Game Room

Spacious 5-BR Retreat: Oasis Getaway

MINNeSTAY* Shoreline Villa | Pool

Private Pool | Huge house

Private 6BD/4BA Oasis:HeatedPool+GameArea+Bar+Park

Large home w/ pool, hot tub & arcade
Weekly house rentals

Nature's Blissful Haven - King Bed, Outdoor Patio

Lake Sweet Home

Family-Friendly - All Seasons - Near Shops & Parks

King Suite Townhome in Shakopee

views, views, views,

Charming Historic Home

The LUXE on Minnetonka | Private Waterfront

Peaceful Getaway | Updated & Inviting Stay
Private house rentals

Relaxing Feminine Oasis & Speakeasy

Sunset Shores Suite on the River

Tree Top Retreat

Cozy House in Minnetonka

Hopkins Scandinavian Simplicity Entire House

Minnetonka Home - Secluded with Beautiful Views

Executive Home- Hot Tub, Sauna, Pool Table & More

Heavenly Home/Minnetonka Lakes/Nature Scenic View
Quick stats about house rentals in Chaska

Total holiday rentals
Explore 60 holiday rentals in Chaska

Nightly prices starting at
Chaska holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
60 of Chaska holiday rentals include wifi 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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- Uptown
- Target Field
- Minnehaha Falls
- Treasure Island Resort & Casino
- Nickelodeon Universe
- Valleyfair
- Como Town
- Minneapolis Institute of Art
- Stone Arch Bridge
- Troy Burne Golf Club
- Hazeltine National Golf Club
- Bunker Beach Water Park
- 7 Vines Vineyard
- Windsong Farm Golf Club
- Guthrie Theater
- Xcel Energy Center
- Wild Woods Water Park
- Afton Alps
- Minneapolis Golf Club
- The Minikahda Club
- Topgolf Minneapolis
- Amazing Mirror Maze
- Walker Art Center
- Apple Valley Family Aquatic Center