Pet-friendly holiday rentals in Chaska

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. Chanhassen City License # 2023-02

Luxury City 1 Bedroom King Suite

Step into a true urban retreat that has been fully renovated, offering 1,000 sq. feet of inspiring space. The modern European kitchen awaits your culinary adventures, while the serene living room, adorned with a large fireplace and 75" TV, invites relaxation. Flow seamlessly into the airy bedroom, featuring a king-size bed and a dedicated workspace. The bathroom, with its floor-to-ceiling tiles and luxurious rain shower, exudes elegance. For comfort, this unit, fully air-conditioned and heated.

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!

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

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.

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 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 is provided. Pets are welcome.

Tropical Scandinavian Treehouse Uptown Newly Built

Designer-owned Uptown hideaway just 1 block from LynLake! With off street parking. Walk to top spots like Hola Arepa, The Lynhall, or Lake Harriet. Enjoy a private Queen bedroom, full-size daybed, washer/dryer, separate heat/A/C, and a fully stocked kitchen. Stylish decor and beautiful natural light throughout. Only 15 mins to MSP Airport. One dog is allowed at the property with a fee. Message for approval on a second dog. Perfect for a cozy, walkable stay in the heart of Minneapolis.

"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.

Modern tiny home in Minneapolis

A charming tiny house in the Bancroft neighborhood of Minneapolis! This renovated and pet-friendly home offers a cozy retreat for your stay in the city. You'll be greeted by an inviting open-concept that maximizes space and creates a warm atmosphere. This modern house is unique because it is in the back of the lot with a spacious fenced in front yard. 5-minute drive from Lake Nokomis, Minnehaha Creek, and various restaurants, and you'll have easy access to MSP airport.

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.

Highland Guest House

The guest house is your private oasis in the heart of Highland Park, St. Paul. Complete with all the modern amenities to make your stay complete. This apartment is detached from the main house, and tucked behind the garage for ultimate privacy. Steps from the Mississippi River bluffs, and the restaurants of Highland Park. This private space includes a loft bedroom, kitchen, bathroom and living space. Just a 5 minute Uber Ride to the Light Rail or the airport.

Tiny House Peaceful and Private

New 2017 built Tiny House perfect for travelers. Close to light rail. Comes with original poetry. New finishes include W/D, full kitchen, 3/4 bath w/large shower, A/C, fast WiFi internet, desk. Queen size bed and convertible couch will accommodate three adults. Quiet family friendly south Minneapolis location with less than 10 min walk to light rail easily connected to downtown and the airport. High chair and pack and play available upon request.