Dog Boarding Winsted

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Winsted, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Amy & Jason P.
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Amy & Jason P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
30 years of experience
Delano, MN, 55328

“Amy and Jason were a second home for Checkers. He seemed happy and relaxed when I picked him up. I would be happy to return him to their care in the future.”

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Lois K.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
12 years of experience
Waconia, MN, 55387

“Melissa and her family were so kind and took wonderful care of our busy 7-month-old Mini Bernedoodle. Melissa was responsive and provided regular updates. She and her family kept our puppy busy, which is no small feat! Mocha was happy and very tired when she returned home from her weekend stay.”

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Paula M.
Sitter Profile Image: Amanda M.
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Amanda M.
from
$40
per night
5.0 out of 5 stars
• 42 reviews
4 repeat clients
10 years of experience
Lester Prairie, MN, 55354

“We needed to travel over Christmas and couldn’t bring our dog with us. Amanda and her family took such great care Rue while we were away! She sent us the most adorable photos and made us feel so comfortable knowing she was in a loving home! We will for sure reach out to Amanda in the future!”

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Heather H.
Sitter Profile Image: Laura M.
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Laura M.
from
$50
per night
5.0 out of 5 stars
• 157 reviews
77 repeat clients
20 years of experience
Montrose, MN, 55363

“Our fur-babies loved their stay with Laura. We got lots of pictures and felt very comfortable with the care and love they received. Highly recommend her.”

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Anthony G.
Sitter Profile Image: Regan K.
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Regan K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 122 reviews
33 repeat clients
8 years of experience
Buffalo, MN, 55313

“Regan is amazing! We received pictures and updates every day that our dog stayed with her. She took him for walks, brought him outside a lot to play, and gave him lots of cuddles. We were so happy to see how well taken care of our dog was at the end of our trip!”

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Jolynn O.
Sitter Profile Image: Brandi C.
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Brandi C.
from
$45
per night
5.0 out of 5 stars
• 90 reviews
36 repeat clients
18 years of experience
Carver, MN, 55315

“Very pleased. Xena came back happy. Continuous updates as well as reaching out with questions/clarification. Brandi’s love and care for Xena was on display. Truly greatful”

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Sheel M.
Sitter Profile Image: Alicia & Simon V.
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Alicia & Simon V.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
30 years of experience
Medina, MN, 55340

“Mochi has the best time at Alicia and Simon's! They send us daily pictures/videos/ and updates. When Mochi comes home he is always exhausted and sleeps for 2 days!!!”

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Carly D.
Sitter Profile Image: Ramanda K.
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Ramanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 70 reviews
17 repeat clients
12 years of experience
Maple Grove, MN, 55311

“Ramanda and family take very good care for our dog. And our dog is very happy with Ramanda and family! She always happy to run into their home, whenever I bring her to their home. Thank you so much!”

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Bridget C.
Sitter Profile Image: Mayumi & Jay L.
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Mayumi & Jay L.
from
$39
per night
5.0 out of 5 stars
• 24 reviews
12 repeat clients
3 years of experience
Corcoran, MN, 55340

“This was the first time boarding our dog and we couldn’t be happier with Mayumi. She and her family are the absolute best. They took great care of our pup and sent daily photo updates. We will definitely book with Mayumi again.”

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Fabian E.
Sitter Profile Image: Sara W.
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Sara W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 156 reviews
62 repeat clients
10 years of experience
Monticello, MN, 55362

“Really enjoyed having our 2 dogs stay with Sara! She was flexible with drop off & pick up times which was very helpful. I also loved that she offered to let me come see her space before having my dogs stay over! Gave me peace of mind! And she even sent me some videos of my dogs playing which was super thoughtful! Will book again for sure :)”

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Alyssa M.
Sitter Profile Image: Colleen D.
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Colleen D.
from
$29
per night
30 years of experience
Waverly, MN, 55390

About: I treat every pet like family. You’ll get photo and video updates throughout each stay, so you’ll never have to wonder how your pet is doing. I take time to learn your pets quirks and routines and love detailed instructions. I work from home with a flexible schedule, so I can provide real attention to your pet. Pets are a natural part of my day! I have a cat at home and we have lots of play time. I work from home full time and like to go on long walks or runs. I have a very flexible schedule, so any time sensitive schedules can easily be set. When pets stay with me I set up a space with their own bed and familiar items. I keep their feeding and potty schedule consistent. In your home, I follow your routines and send updates after each visit. As a pet owner myself, I keep an eye for changes in routine or behavior and I’ll contact you if anything seems off.

Sitter Profile Image: Donald G.
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Donald G.
from
$43
per night
5.0 out of 5 stars
• 47 reviews
19 repeat clients
30 years of experience
Montrose, MN, 55363

“Donald G was fantastic. He sent me video updates of Ernie happy and playing and he obviously loves what he does. I would definitely highly recommend Donald, and hope to have Ernie stay there again when I am in the Delano Area. Lori R.”

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Lori R.
Sitter Profile Image: Lori O.
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Lori O.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 49 reviews
16 repeat clients
13 years of experience
Plymouth, MN, 55446

“Lori was amazing! She made Nipsey feel like a part of the family! She updated me everyday and sent pictures of Nipsey. Nipsey definitely enjoyed himself and we will most certainly book her again!”

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Cindy B.
Sitter Profile Image: Leza S.
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Leza S.
from
$45
per night
5.0 out of 5 stars
• 51 reviews
10 repeat clients
20 years of experience
Maple Grove, MN, 55311

“Leza was absolutely incredible caring for my dog. We were given frequent pictures and updates throughout the day and our dog always looked relaxed and happy. I would whole heartedly recommend Leza as a great pet sitter.”

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Denise T.
Sitter Profile Image: Karen C.
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Karen C.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
54 years of experience
Chanhassen, MN, 55317

“Karen is one of the kindest, most caring people I've come across in a long time. After an issue with my previous boarding reservation, I found Karen the night before my trip, and she took both of my dogs with less than 12 hours' notice. While I was away, she sent consistent updates and photos. She spoiled them with long walks, treats, toys, and plenty of cuddles. It was clear she treated them like part of her own family. When I picked them up, they almost seemed sad to leave! They came home more relaxed and happy than I've ever seen them after a trip. I'd give her 6 stars if I could. Highly recommend Karen to anyone looking for a kind, loving sitter for their pets.”

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Jake O.
Sitter Profile Image: Kari W.
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Kari W.
from
$55
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
13 years of experience
Dassel, MN, 55325

“Kari & family made sure that Toby felt comfortable before I even left. She sent timely updates and questions to make sure that Toby received the best care possible while we were apart. Will definitely use her again!”

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Niki R.
Sitter Profile Image: Jeremiah S.
Verified Enhanced Background Check
Jeremiah S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
30 years of experience
Chanhassen, MN, 55317

“Jeremiah and family are so caring and loving with our dear dog!! Started with daycare 3 nights and moved on to boarding for 6 nights!! Our doodle was very well loved and taken care of. Highly recommend this family!”

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Jocelyn S.
Sitter Profile Image: Jana S.
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Jana S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 50 reviews
11 repeat clients
20 years of experience
Minnetonka, MN, 55345

“Jana and her family really took wonderful care of Lucky; special play attention, flexible timing, and timely comforting photos. An exceptional experience.”

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David A.
Sitter Profile Image: Amy P.
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Amy P.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
38 years of experience
Delano, MN, 55328

“Amy was communicative and flexible! We felt totally comfortable leaving our 6 month old puppy in her care! We appreciated quick updates and could tell Mei Mei was enjoying her time. Because Amy also had a grooming salon, we booked a bath and trim. Mei Mei looked cuter than ever when we picked her up!”

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Myra G.
Sitter Profile Image: Darian D.
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Darian D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
30 years of experience
Belle Plaine, MN, 56011

“Darian was amazing. We used her for a 2 week vacation and we are so grateful to have found her. We will definitely use her again. She taught our puppy how to walk on a leash, which he was struggling with before we dropped him off. We received daily updates, photos and videos, and never had to worry about him being cared for, loved on and played with.”

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Ericka B.
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The median cost per night for dog boarding in Winsted is $45

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Winsted

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Winsted average 11
repeat dog boarding clients

FAQs for Dog Boarding - Winsted

Frequently asked questions about Rover

As of November 2026, there are 1,254 sitters on Rover offering Dog Boarding across Winsted. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

95% of sitters in Winsted can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winsted home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winsted.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Winsted sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MN ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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