Dog Boarding in Lakeside, CT

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Top rated Lakeside dog boarders

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: Saori A.
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Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
63 reviews
17 repeat clients
15 years of experience
Newtown, CT, 06470

Our Bernese Mountain dog, Beau, has been exceptionally well cared for and very happy playing with his friends during extended stays at Saori’s farm!

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Tony S.
Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
30 years of experience
Watertown, CT, 06795

We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.

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Jessica V.
Sitter Profile Image: Yajaira R.
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Yajaira R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
175 reviews
88 repeat clients
4 years of experience
Waterbury ct, CT, 06708

From the moment I first contacted her, Yajaira's communication was exceptional. She provided a safe, attentive environment for my dog, sent me photos, gave my dog oral medicine (as requested) when she was scratching her ears. I am highly satisfied and recommend her without reservation. Will definitely use her again and steer my friends her way.

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Chester W.
Sitter Profile Image: James E.
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James E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
41 reviews
8 repeat clients
40 years of experience
Terryville, CT, 06786

Contacted James kinda last minute. We met that evening and I dropped my dog off the following night. He must've had fun cause when I picked up up the following evening he was tired from all the playtime. Would definitely use again

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Michael S.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
63 reviews
35 repeat clients
12 years of experience
Watertown, CT, 06779

Jen was amazing with our Izzy! She kept us updated everyday on how Izzy was doing. Izzy had lots of love and attention, and exercise! Would 100% recommend Jen with the care of your furry family members.

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Colin F.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
357 reviews
119 repeat clients
3 years of experience
Naugatuck, CT, 06770

Erika was absolutely amazing to board my diabetic senior cat with. He loved her and her family so much, and warmed up to them even though he prefers his alone time, it was like a mini vacation for him! I 100% will be contacting Erika again for future stays, she was extremely patient, caring, understanding and on top of everything you would hope for in a pet sitter. Thank you so much again for taking such good care of my boy!

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Dimytra P.
Sitter Profile Image: Mary Ann P.
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Mary Ann P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
14 years of experience
Cornwall, CT, 06753

Mary Ann watched Milo for me for a few hours. She took great care of him - tossing the ball with him immediately to get him settled. She also sent me photos & was communicative while I was gone. Thank you Mary Ann!

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Rebecca G.
Sitter Profile Image: Estelle H.
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Estelle H.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
17 years of experience
Bristol, CT, 06010

Estelle looked after our pug Henry for a weekend, and the entire time we were able to relax and feel confident that he was happy and in good hands. Her home is beautiful and set up really nicely for the dogs, with a large clean fenced-in yard to play in, and lots of toys and beds for them to occupy themselves. Her dogs are sweet and made Henry right at home. Estelle regularly sent photos and updates to let us know how he was doing. He was always treated like part of the family and I think for him it was just a fun weekend with friends. I will absolutely be boarding Henry with Estelle again and I couldn't recommend her highly enough.

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Tory L.
Sitter Profile Image: Jaylese H.
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Jaylese H.
from
$39
per night
5.0 out of 5 stars
31 reviews
10 repeat clients
6 years of experience
Terryville, CT, 06786

We just got our puppy about a month ago and was very worried about what we do with him for our already planned trip! Jaylese was very responsive. We booked a meet and greet and I was already so comfortable leaving my pup with her! We received daily pictures and updates!! I am soooo happy we went with Jaylese! She will be used for our pup in the future!!! Thank you for taking great care of our pup ❤️

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Tiffany P.
Sitter Profile Image: Bruce B.
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Bruce B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
477 reviews
197 repeat clients
50 years of experience
Woodbridge, CT, 06525

Once again we had a great experience with Bruce. Our boxer really likes him, he communicates with us regularly and maintains medication and feeding schedules per our instructions.

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Mike O.
Sitter Profile Image: Liliana Z.
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Liliana Z.
from
$55
per night
5.0 out of 5 stars
29 reviews
14 repeat clients
10 years of experience
Middlebury, CT, 06762

Liliana & her husband were very good with Luigi. They both took the time during our Meet & Greet to ask questions and get to know him. Liliana sent pictures during his stay and he looked happy out on his afternoon walks.

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Theresa H.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
372 reviews
94 repeat clients
20 years of experience
Danbury, CT, 06811

This was the first time we had someone watch CoCo outside of our house and I wasn’t sure how she would be. We met with Rich a couple of days before and he was great. It was just the socialization she needed. Rich sent a bunch of pictures while she was there and it made me feel good seeing the smile on her face. We will definitely bring her back!

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Johanna K.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
Star Sitter
from
$48
per night
5.0 out of 5 stars
182 reviews
51 repeat clients
15 years of experience
Seymour, CT, 06483

Elizabeth took amazing care of our dog Mylo. She is very friendly and loves animals. She kept us posted during his stay with videos, pictures, and updates on how he was doing. She also has a huge yard for our dog to enjoy. The report card at the end of his stay was super cute! Absolutely would recommend and we will definitely be booking with Elizabeth in the future!

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Daphne D.
Sitter Profile Image: Jessica & Ian K.
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Jessica & Ian K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
71 reviews
32 repeat clients
25 years of experience
Sandy Hook, CT, 06482

Jessica and Ian were so welcoming and caring for Maya. They were very responsive and did a great job taking care of our little girl. Highly recommended!

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John J.
Sitter Profile Image: Sue C.
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Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
25 years of experience
Danbury, CT, 06810

Sue was great. Really patient and accommodating. My pup was returned to me happy and healthy. Her husband was also very nice and they both seemed very confident and comfortable with my pup who’s a 48lb pittie. Thank you Sue and Franky. We appreciated your care and attention to our fur baby. Sue also sent regular selfies of the pup and was quick to reply to messages.

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Rachel C.
Sitter Profile Image: Jill D.
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Jill D.
Star Sitter
from
$52
per night
5.0 out of 5 stars
86 reviews
30 repeat clients
20 years of experience
Watertown, CT, 06795

Kaylee's time with Jill and her family couldn't have been more wonderful. She and they took her in as tho she were their own dog. And it was a family affair, with plenty of love from Jill and Mike, and Meghan and Alexa, their two teen-aged daughters. The frequent updates and photos were terrific, too. I could tell she was very, very happy. This was my first Rover experience, and I'm already planning for the next time Kaylee will have the pleasure of being with Jill and family--and I know I will have the peace of mind that she will be well cared-for. I would warmly recommend Jill to anyone and everyone!

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Ron D.
Sitter Profile Image: Annette G.
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Annette G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
336 reviews
130 repeat clients
49 years of experience
Pawling, NY, 12564

Little Man had a wonderful vacation with Annette. He adjusted quickly and was very happy. I was quite comfortable leaving him with Annette. We will definitely use her again.

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Carol S.
Sitter Profile Image: Cassandra F.
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Cassandra F.
from
$50
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
10 years of experience
Hamden, CT, 06518

We were very nervous to leave our Zeus with someone we haven’t met before but Cassandra made us feel so at ease in her beautiful home. Zeus did so great and it was great that Cassandra sent updates and picture and video of our boy. Highly recommend!

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Thea C.
Sitter Profile Image: Nicole G.
Verified Enhanced Background Check
Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
130 reviews
29 repeat clients
20 years of experience
Danbury, CT, 06810

Rocco and I had a pre event meet and greet with Nicole which went great. Nicole has a wonderful fenced back yard which is set up for her dogs and guests. Rocco was immediately comfortable and explored the yard with Nicole’s other dogs. Nicole herself is very knowledgeable about dogs and sensitive to their needs. I dropped Rocco off for an unexpected stay and received updates from Nicole twice a day. Apparently Nicole’s home is over night camp for dogs. Rocco came back happy but tired. (Not unlike my kids when they were young). I would recommend Nicole without hesitation.

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Allan B.
Sitter Profile Image: Angela & Tommy P.
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Angela & Tommy P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
121 reviews
45 repeat clients
9 years of experience
Avon, CT, 06001

We’ve used a handful of sitters on rover and Angela and Tommy are the best. They have an awesome big yard, playful friendly pups, and give lots of love to our fur baby. Thankful to have a go to home for when we have to travel.

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Krystal H.
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Over 102
pet parents in Lakeside have booked dog boarding

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Lakeside is $55

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Lakeside average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Lakeside is $55 per night, including service fees. Boarding your dog for one week typically costs $385. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Lakeside dog boarding rates can be found as low as $40 to as high as $76 per night.

If you’re searching for a Lakeside dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 1,018 sitters provided dog boarding in Lakeside. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Lakeside dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Lakeside have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Lakeside.

Rover makes it easy to find Lakeside dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 1,018 dog boarding sitters in Lakeside on Rover, so you’re sure to find the perfect match for your dog! In Lakeside, 98% of sitters offer daily exercise, 97% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.