Pet-friendly vacation rentals in Chaska

Country Retreat - relaxing, clean, pet friendly

This clean, modern space features country charm, peace and quiet, and gorgeous scenery. It's off the main road, but close enough to everything. 35 minutes west of the MSP airport. The space is the entire lower level. Private entrance, heated floors, and ice-cold AC. Two smart T.V's, one in the bedroom and the living room. Well-stocked kitchenette and nice refrigerator. Plenty of space to cook, watch TV, work, or just rest. A nice grill and campfire space are provided. Pets are welcome.

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!

Top guest favorite

Guest favorite

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

Top guest favorite

Guest favorite

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.

Heirloom Cottage | Wooded Retreat, Hot Tub & Sauna

A beautiful 1920s cottage on 1.2 wooded acres on a quiet Arden Hills street, 15 minutes from Minneapolis and St. Paul. It feels a world away. Cared for by Luke and Beka. Cozy fireside sitting room, peaceful sunroom with a hanging swing, well-stocked kitchen with a coffee bar, and a glass-walled backyard studio. Hot tub and sauna open year-round. Comfortable beds and thoughtful touches. Sleeps 10. Built for friend trips, family weekends, and anyone who could use a good exhale. Come rest.

Rustic Farmhouse with Sweeping Forest Views

This rustic farmhouse with modern amenities is set on 9 acres of beautiful woodland bordering a Creek. Built in the 1880's, it has a rich history as an original Eden Prairie Homestead, and features a pool, hot tub, fire pit, and five outdoor patios for soaking in the stunning forest views. Creek Ridge Estate is the perfect place for a family vacation, reunion, grad party, corporate retreat, or business meeting, with a fully equipped kitchen, plenty of dining spaces, and ample parking.

Top guest favorite

Guest favorite

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.

Top guest favorite

Guest favorite

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!

Light & Bright MN Getaway 15 mins from everything

This charming home features 4 bedrooms and 4 beds, and 2 baths. The open floor plan seamlessly connects the living room to the dining area and kitchen, with beautiful flooring, stainless steel appliances, and an impressive stone fireplace. This home provides a warm and welcoming atmosphere with all new furniture. A fenced-in yard with a huge deck perfect for entertaining. The combination of modern amenities and timeless features creates an atmosphere that feels just right!

Top guest favorite

Guest favorite

Cozy Lakefront Cottage

There are 2 bedrooms, 1 full bath, a spacious kitchen open to a great room that is perfect for socializing, cooking and relaxing, watching the ducks swim by. Dock installed in 2025. The lake is quiet, non motorized, perfect for canoeing/paddle boarding. Easy walk to the village and access to bike trails. 1 mile walk to Lake Minnetonka. Dogs require approval - please message about your dog. Interior is updated, exterior gives a rustic cottage feel. There is no dock.

Lovely renovated home close to Lake Minnetonka

Check out our weekly and monthly discounts! Beautiful home in a prime Minnetonka location. This is a beautiful newly renovated 4 bedroom 2 bathroom home with a two car attached garage and an extra work from home office space. A fresh clean home inside and out for the comfort and safety of your family and friends. New modern colors and decor, new appliances, and so much more. We are passionate to provide a comfortable healthy home for you and your family and friends.

Top guest favorite

Guest favorite

Downtown Wayzata just a short walk to coffee shop

Wayzata just a short walk to the coffee shop restaurants, parks, bus line, shopping, trolley & Lk Minnetonka, boating, swimming. a lg lot, fenced, 3 levels m fl offers a lg Gour kit, dining, off, 1/2 bath, lg main fl fam rm w/fplc 60' Upper lev master ste, kg bed 50' tv master bath lg tub, lg shower for 2, vanity lg closet. Addit 2 brs bath laud rm. LL level lg family rm with 50' lg br bath Shopping is 4 miles, dt Mpls is 12 MOA is 20 miles hm has direct TV & internet.