Family-friendly vacation rentals in Chaska

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Top-rated family-friendly rentals in Chaska

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Guest favorite

Home in Cottage Grove

4.98 out of 5 average rating, 620 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!

Dec 1 – 8

G$53,626 GYD per night

Guest favorite

Guest suite in Hopkins

4.97 out of 5 average rating, 137 reviews

Private, Quiet & Convenient Creekside Hideaway

My charming 1950s walkout rambler provides guests with a safe, quiet & completely private stay on the entire main level of the residence A separate entrance on the lower level provides access to the private quarters where I reside Very unique location on Minnehaha Creek. Convenient to shopping, restaurants, parks, public transportation & highway connections Lots of great features & amenities too, including a premium coffee station, potential in-house laundry service & free off street parking

Sep 8 – 15

G$24,467 GYD per night

Guest favorite

Guest suite in Minneapolis

4.96 out of 5 average rating, 427 reviews

Lovely Private Suite w/Kitchen! MoA/Airport/Mpls

Sparkling clean, brightly lit basement suite w/private entrance, full kitchen, egress window, soundproofed ceiling. Sleeps 1-4, and we can also provide 2 pack-n-plays, a baby bath that fits in the shower, portable highchair, dinnerware, toys, books for young children. Park free on street. Steps from a bus line; access to Uber/Lyft. Short minutes to airport, MofA, outstanding bars/restaurants, patisseries, food co-op, grocery, and nature center. Lakes/Uptown/Downtown, and St. Paul very nearby.

Jan 20 – 27

G$19,173 GYD per night

Guest favorite

Home in Prior Lake

4.96 out of 5 average rating, 193 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

Jan 30 – Feb 6

G$94,969 GYD per night

Guest favorite

Guesthouse in Minnetonka

4.99 out of 5 average rating, 132 reviews

Carriage house with private garden

Art studio converted to guest house, with skylights, vaulted ceilings, french doors to a private garden with outdoor seating, full kitchen, office, multiple fold-out beds, on large lot within walking distance of lake with beach and bike trails. Perfect spot for single person, couple or family (with kids on fold-outs). Privacy for working, writing, or enjoying the natural surroundings. Private garage. Patio dining with 6 chairs and grill. 40 foot lap pool shared with owner, by invitation.

Apr 7 – 14

G$27,687 GYD per night

Guest favorite

Cottage in Hudson

4.98 out of 5 average rating, 240 reviews

Cozy cottage in historic downtown Hudson!!

Welcome to my vacation rental home in beautiful Hudson, WI. This home is walking distance to the St. Croix River, Lake Mallalieu, and the wonderful shops and restaurants in downtown Hudson. This cozy home was remodeled specifically to host travelers. Every effort has been made to provide the amenities people seek while away from home. This is a one bedroom home, the second bed is a queen sized pull-out Murphy bed located in the living room. County Permit ID - LDGA-B6QPT9

Oct 18 – 25

G$26,965 GYD per night

Guest favorite

Home in Excelsior

4.92 out of 5 average rating, 170 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!

Sep 11 – 18

G$46,744 GYD per night

Guest favorite

Guesthouse in Minneapolis

4.98 out of 5 average rating, 287 reviews

Modern Guest Loft on Lake Harriet/Linden Hills

Overlooking beautiful Lake Harriet, this modern guest loft was designed & built with attention to every detail. The stylish space features high ceilings and incredible natural light. Double glass doors connect to a deck with lounge seating for 4 and a dining space. Gourmet kitchenette is fully appointed with 2-burner stovetop, concrete counters, Bosch dishwasher, and refrigerator/freezer. Sleeps up to 2; great for couples, solo adventurers and business travelers.

Nov 13 – 20

G$30,157 GYD per night

Guest favorite

Guesthouse in Long Lake

4.88 out of 5 average rating, 123 reviews

Happy Trails

WINTER, We have a circular driveway and a flat driveway. I do my own snow plowing. This is a lovely 540 square foot, mother in law apt on a 5 acres estate, It's very private, quiet and safe with a private entrance. The traffic is light and contact with people is non-existent. Four rooms with a Queen bedroom, A full size pull out sofa in the sitting room, a kitchenette with laundry facilities and a full bath with shower. We are 20 min from downtown Mpls.

Jul 23 – 30

G$19,450 GYD per night

Guest favorite

Cottage in Mound

4.92 out of 5 average rating, 119 reviews

Cozy Lake Minnetonka Cottage by Minneapolis

Our parents built this darling 4-season cottage by hand in 1950. Lovingly preserved and recently refreshed, we now want to share our little red cottage on Lake Minnetonka with guests who want to enjoy a calm, relaxing suburban lake getaway. The cottage offers a lot, and yet because we're in a quiet neighborhood and live on the commons, the little red cottage is not a spot for parties, reunions, bigger groups, or people needing boat access.

Oct 20 – 27

G$56,339 GYD per night

Guest favorite

Guest suite in Richfield

4.96 out of 5 average rating, 416 reviews

Private Serene Suite, Jet Tub For Two

I am literally about 10 minutes from everywhere - the airport, downtown, Mall of America. Private basement "suite" includes a living room with large screen tv with Netflix. Your bedroom has a Beauty-rest World Class bed (Westin uses this one) with black-out blinds. The luxurious jet tub will profoundly calm and relax you. Microwave, mini-fridge and dishware are available. Massage therapy/acupuncture is available by appointment.

Feb 23 – Mar 2

G$16,885 GYD per night

Guest favorite

Apartment in Saint Paul

4.97 out of 5 average rating, 147 reviews

5 min walk to Macalester - 1/2 mile to Concordia

Private 2nd floor of charming duplex in historic Union Park neighborhood. Queen bedroom, living room w/ double bed, kitchen, huge closets, balcony. Off street parking, sauna, laundry. Easy walk to Macalester College, Whole Foods. Six block walk to Allianz Field, 1.5 miles to St. Thomas, Hamline, St. Cate's, Concordia. 15 min to MSP Airport. Amelia Earhart lived here according to neighborhood legend.

Nov 24 – Dec 1

G$23,276 GYD per night