Dog Boarding in Chesterton

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Top rated Chesterton dog boarders

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Sitter Profile Image: Jordan C.
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Jordan C.
Star Sitter
from
$50
per night
5 out of 4.9 stars
250 reviews
108 repeat clients
12 years of experience
Portage, IN, 46368

We were very happy with the care Jordan provided for our boy; she updated us on how he was adjusting in their environment; and she even sent pictures of him playing with her children and hanging out with their dog, it was a great experience for our family!

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Michelle 7.
Sitter Profile Image: Catherine J.
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Catherine J.
Star Sitter
from
$35
per night
5 out of 4.9 stars
36 reviews
11 repeat clients
48 years of experience
Valparaiso, IN, 46385

CoCo had a wonderful time at Cathy’s! She is very knowledgeable about dogs and truly passionate about their care. She exceeded my expectations, and I look forward to booking her again.

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Dominique S.
Sitter Profile Image: Giannina G.
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Giannina G.
Star Sitter
from
$30
per night
5 out of 5.0 stars
67 reviews
26 repeat clients
5 years of experience
Miller Beach, IN, 46403

Kept in contact with me throughout the dog sitting. I could tell with every picture that was sent, my dogs were having a good time. I definitely will use this dog sitter again.

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Daniel S.
Sitter Profile Image: Andrea & Paul M.
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Andrea & Paul M.
Star Sitter
from
$35
per night
5 out of 5.0 stars
36 reviews
10 repeat clients
15 years of experience
Pottawattamie Park, IN, 46360

Our dog Jasper is a repeat customer 🐶 at Andrea and Paul’s. We are very pleased with the loving care they provide. Their home is clean, warm and inviting where Jasper is relaxed. He loves their fenced in back yard! Andrea sends pictures and updates that are a joy to see! Thanks again Andrea and Paul! Until next time!

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Ry Y.
Sitter Profile Image: Nancy & Mark N.
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Nancy & Mark N.
Star Sitter
from
$45
per night
5 out of 5.0 stars
157 reviews
70 repeat clients
25 years of experience
Valpairso, IN, 46385

This was my first time boarding with Nancy, and everything was great. My dog was very comfortable there, and I felt very reassured with the photos and updates. I felt like Lola had a nice vacation with new friends!

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Vida B.
Sitter Profile Image: Amanda F.
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Amanda F.
Star Sitter
from
$45
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
25 years of experience
Michigan City, IN, 46360

Great sitter! Available last minute and flexible, friendly. Luna was her normal happy self when I picked her up. I would definitely use her again.

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Andrea D.
Sitter Profile Image: Mary Anne S.
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Mary Anne S.
from
$50
per night
5 out of 4.9 stars
77 reviews
32 repeat clients
13 years of experience
Portage, IN, 46368

Kelsey is an 11 year old diabetic Yorkie. We had always been able to have someone come into our home to watch her while we were on vacation--until this year. Needless to say, I was nervous about taking her to someone's house for a week. Kelsey has many needs and is not easy to take care of. As soon as I met Mary Anne, I totally relaxed. I immediately felt that she would take great care of Kelsey, and she did. She kept in touch with me with pictures and texts during the week, and was very welcoming to my sister when she stopped in to visit Kelsey during the week. If she was not sure about something she would ask, so I never had a moment's concern about Kelsey's care. Mary Anne is truly a loving and caring person, and I would not hesitate to have her take care of Kelsey again. Kelsey enjoyed her "vacation" and I'm sure is looking forward to seeing Mary Anne again! Thanks Mary Anne. You are the best!

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Susan R.
Sitter Profile Image: Janis & Devin R.
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Janis & Devin R.
Star Sitter
from
$35
per night
5 out of 5.0 stars
48 reviews
28 repeat clients
45 years of experience
MICHIGAN CITY, IN, 46360

This was our first time using Rover for one of our dogs so I was a little nervous. Janis sent pictures of our dog every day while we were gone. I felt very comfortable leaving Remy in her care. Our pup seemed happy and well taken care of. I would definitely recommend her to someone and will be reaching out again if we ever need a sitter. Thanks, Janis!

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Rachel P.
Sitter Profile Image: Emma & Timothy H.
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Emma & Timothy H.
Star Sitter
from
$30
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
22 years of experience
Valparaiso, IN, 46385

Curly loved his stay with Emma & Timothy. It was a last minute reservation so I was grateful to have such accommodating hosts. Communication was awesome. 5/5.

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Zach L.
Sitter Profile Image: Patty & Kevin G.
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Patty & Kevin G.
from
$45
per night
5 out of 4.9 stars
208 reviews
120 repeat clients
30 years of experience
Kouts, IN, 46347

Max had the most fun and got to be social during his boarding stay! He seemed relaxed and happy when he came home. Patty sent updates every few days and said he was doing well. Definitely something I would think about doing again!

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Jill M.
Sitter Profile Image: Shawne S.
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Shawne S.
Star Sitter
from
$35
per night
5 out of 5.0 stars
84 reviews
31 repeat clients
20 years of experience
Michigan City, IN, 46360

We highly recommend Shawne. She was responsive to all of our inquiries, and she kept us informed with daily updates and pictures. Our dog, Jak, seemed calm and happy in her care, which says a lot because he's a bit of a nervous nellie in unfamiliar settings. We would confidently utilize Shawne's sitting services again in the future.

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Paul K.
Sitter Profile Image: Shirley B.
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Shirley B.
from
$30
per night
5 out of 5.0 stars
25 reviews
6 repeat clients
20 years of experience
Valparaiso, IN, 46383

Shirley watched our Shih Tzu Stella for over a week and was magnificent. We got daily updates and photos from her and felt that our "princess" Stella was being taken care of the way we take care of her. It really was a loving environment and it helped us enjoy our vacation so very much. We will definitely use Shirley again! Thank you so much Shirley!

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Stacey V.
Sitter Profile Image: Willow D.
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Willow D.
from
$60
per night
5 out of 5.0 stars
53 reviews
9 repeat clients
15 years of experience
Chesterton, IN, 46304

We absolutely love Willow! She takes such amazing care of my little crumb, and I am so lucky to have her in our lives. I can go away, resting, assure that my little Crumb cake is going to be very well cared for!

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Alexa T.
Sitter Profile Image: Carmelle Joy H.
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Carmelle Joy H.
Star Sitter
from
$30
per night
5 out of 4.9 stars
87 reviews
39 repeat clients
8 years of experience
GRIFFITH, IN, 46319

Many many thanks to Joy and Dan! I was anxious leaving Winston with someone I did not know but right away they put me at ease. We had our meet and greet and Winston took to one of their children immediately. During Winston’s stay, Joy and Dan sent photo updates - Winston was having a great time and had settled in well. My only concern was that Winston was having so much fun he wouldn’t want to come back home! I cannot recommend Joy and Dan highly enough and will definitely rebook, pending their availability.

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Julia F.
Sitter Profile Image: Lindsay F.
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Lindsay F.
from
$49
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
15 years of experience
Miller Beach, IN, 46403

Our spirited Aussie had an amazing time with Lindsay, Michael, and Lucy! She was well cared for and we received lots of pictures and updates. It was an amazing experience for our pup!

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Tim N.
Sitter Profile Image: Meredith M.
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Meredith M.
Star Sitter
from
$50
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
35 years of experience
Valparaiso, IN, 46383

Meredith did a great job with my two girls! I was a little concerned at first, not sure if she could handle my 10 month old German Shepherd, Jream, but overall, she did very well even without having a fenced yard. My girls still got a full hour of playtime in a nearby fenced area where they were able to run and play ball freely. Meredith followed all my instructions, and I would definitely use her again.

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Alvia G.
Sitter Profile Image: Ricardo & Cristina D.
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Ricardo & Cristina D.
Star Sitter
from
$50
per night
5 out of 5.0 stars
36 reviews
7 repeat clients
5 years of experience
Hegewisch, Chicago, IL, 60633

We had a lot of events the last 3 weeks and they have been very accommodating to our families needs. We know when Fuchi is there he is cared for and has lots of fun. He gets to have extra love and fun with his extended family.

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Michael B.
Sitter Profile Image: Bernice S.
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Bernice S.
from
$35
per night
5 out of 5.0 stars
98 reviews
29 repeat clients
50 years of experience
Merrillville, IN, 46410

Ms. Bernice was available on short notice to sit for me. She has plenty of room for active dogs to play, sent great photos during his stay, and Cheddar was also a great playmate so my dog had plenty of fun! We will definitely be seeing her and Cheddar again soon! Thank you!?

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Jenell C.
Sitter Profile Image: Laura Rose B.
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Laura Rose B.
from
$45
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
15 years of experience
Portage, IN, 46386

Rose did a wonderful job watching our Ember! She stayed with her for 5 days while we were out of town, sent lots of pictures, and kept me updated. When we met prior to Ember’s stay, I could see her love of dogs in her manner of communicating with Ember. Rose strikes me as one of those people that just has a special connection and understanding of dogs that goes beyond what normal people see. She also has dogs of her own so I was happy Ember had some friends to play with! I will happily entrust her to watch Ember again for our future travels. Thank you so much Rose! ?

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Katherine B.
Sitter Profile Image: Patricia W.
Verified Enhanced Background Check
Patricia W.
from
$42
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
20 years of experience
Michigan City, IN, 46360

Patricia was a gem- she was very easy to work with and was very accommodating. I loved getting pictures sent throughout the stay. We will be using her again!! Thank you!!!

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Rochelle S.
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Loving dog boarding sitters in your neighborhood

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Sitter Profile Image: Jordan C.
Verified Background Check
Sitter Profile Image: Jordan C.
Verified Background Check

Jordan C.
Star Sitter

Home away from home!
Portage, IN, 46368
5.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 4.9 stars
250 reviews
108 repeat clients
Profile image

We were very happy with the care Jordan provided for our boy; she updated us on how he was adjusting in their environment; and she even sent pictures of him playing with her children and hanging out with their dog, it was a great experience for our family!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Catherine J.
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Sitter Profile Image: Catherine J.
Verified Background Check

Catherine J.
Star Sitter

Home full time, 17 1/2 acres to run
Valparaiso, IN, 46385
4.5 mi. away
Boarding
from
$35
per night
5 out of 4.9 stars
36 reviews
11 repeat clients
Profile image

CoCo had a wonderful time at Cathy’s! She is very knowledgeable about dogs and truly passionate about their care. She exceeded my expectations, and I look forward to booking her again.

Availability updated today
Sitter Profile Image: Giannina G.
Verified Background Check
Sitter Profile Image: Giannina G.
Verified Background Check

Giannina G.
Star Sitter

Dunes vacay for your furry pets!
Miller Beach, IN, 46403
10.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
67 reviews
26 repeat clients
Profile image

Kept in contact with me throughout the dog sitting. I could tell with every picture that was sent, my dogs were having a good time. I definitely will use this dog sitter again.

Availability updated 4 days ago
Sitter Profile Image: Andrea & Paul M.
Verified Enhanced Background Check
Sitter Profile Image: Andrea & Paul M.
Verified Enhanced Background Check

Andrea & Paul M.
Star Sitter

Your dog is in good hands with us!
Pottawattamie Park, IN, 46360
12.5 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
36 reviews
10 repeat clients
Profile image

Our dog Jasper is a repeat customer 🐶 at Andrea and Paul’s. We are very pleased with the loving care they provide. Their home is clean, warm and inviting where Jasper is relaxed. He loves their fenced in back yard! Andrea sends pictures and updates that are a joy to see! Thanks again Andrea and Paul! Until next time!

Availability updated 5 days ago
Sitter Profile Image: Nancy & Mark N.
Verified Background Check
Sitter Profile Image: Nancy & Mark N.
Verified Background Check

Nancy & Mark N.
Star Sitter

Home full-time - fenced yard
Valpairso, IN, 46385
10.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
157 reviews
70 repeat clients
Profile image

This was my first time boarding with Nancy, and everything was great. My dog was very comfortable there, and I felt very reassured with the photos and updates. I felt like Lola had a nice vacation with new friends!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amanda F.
Verified Enhanced Background Check
Sitter Profile Image: Amanda F.
Verified Enhanced Background Check

Amanda F.
Star Sitter

Experienced Animal Lover
Michigan City, IN, 46360
9.8 mi. away
Boarding, Drop-In Visits
from
$45
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

Great sitter! Available last minute and flexible, friendly. Luna was her normal happy self when I picked her up. I would definitely use her again.

Availability updated 30 days ago
Sitter Profile Image: Mary Anne S.
Verified Background Check
Sitter Profile Image: Mary Anne S.
Verified Background Check

Mary Anne S.
Rover 101

Boarding and Drop-Ins with Love
Portage, IN, 46368
7.0 mi. away
Boarding, Drop-In Visits
from
$50
per night
5 out of 4.9 stars
77 reviews
32 repeat clients
Profile image

Kelsey is an 11 year old diabetic Yorkie. We had always been able to have someone come into our home to watch her while we were on vacation--until this year. Needless to say, I was nervous about taking her to someone's house for a week. Kelsey has many needs and is not easy to take care of. As soon as I met Mary Anne, I totally relaxed. I immediately felt that she would take great care of Kelsey, and she did. She kept in touch with me with pictures and texts during the week, and was very welcoming to my sister when she stopped in to visit Kelsey during the week. If she was not sure about something she would ask, so I never had a moment's concern about Kelsey's care. Mary Anne is truly a loving and caring person, and I would not hesitate to have her take care of Kelsey again. Kelsey enjoyed her "vacation" and I'm sure is looking forward to seeing Mary Anne again! Thanks Mary Anne. You are the best!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Janis & Devin R.
Verified Background Check
Sitter Profile Image: Janis & Devin R.
Verified Background Check

Janis & Devin R.
Star Sitter

Your Fur Baby’s Bed and Breakfaat
MICHIGAN CITY, IN, 46360
12.2 mi. away
Boarding, House Sitting, Drop-In Visits
from
$35
per night
5 out of 5.0 stars
48 reviews
28 repeat clients
Profile image

This was our first time using Rover for one of our dogs so I was a little nervous. Janis sent pictures of our dog every day while we were gone. I felt very comfortable leaving Remy in her care. Our pup seemed happy and well taken care of. I would definitely recommend her to someone and will be reaching out again if we ever need a sitter. Thanks, Janis!

Availability updated 31 days ago
Sitter Profile Image: Emma & Timothy H.
Verified Enhanced Background Check
Sitter Profile Image: Emma & Timothy H.
Verified Enhanced Background Check

Emma & Timothy H.
Star Sitter

Pet care with love and fun!
Valparaiso, IN, 46385
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
Profile image

Curly loved his stay with Emma & Timothy. It was a last minute reservation so I was grateful to have such accommodating hosts. Communication was awesome. 5/5.

Availability updated 15 days ago
Sitter Profile Image: Patty & Kevin G.
Verified Background Check
Sitter Profile Image: Patty & Kevin G.
Verified Background Check

Patty & Kevin G.

Your dogs home away from home!
Kouts, IN, 46347
22.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 4.9 stars
208 reviews
120 repeat clients
Profile image

Max had the most fun and got to be social during his boarding stay! He seemed relaxed and happy when he came home. Patty sent updates every few days and said he was doing well. Definitely something I would think about doing again!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shawne S.
Verified Background Check
Sitter Profile Image: Shawne S.
Verified Background Check

Shawne S.
Star Sitter

I need some company on my walks!
Michigan City, IN, 46360
12.2 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
84 reviews
31 repeat clients
Profile image

We highly recommend Shawne. She was responsive to all of our inquiries, and she kept us informed with daily updates and pictures. Our dog, Jak, seemed calm and happy in her care, which says a lot because he's a bit of a nervous nellie in unfamiliar settings. We would confidently utilize Shawne's sitting services again in the future.

Availability updated 3 days ago
Sitter Profile Image: Shirley B.
Verified Enhanced Background Check
Sitter Profile Image: Shirley B.
Verified Enhanced Background Check

Shirley B.

Your dog will love our quiet home.
Valparaiso, IN, 46383
9.8 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
25 reviews
6 repeat clients
Profile image

Shirley watched our Shih Tzu Stella for over a week and was magnificent. We got daily updates and photos from her and felt that our "princess" Stella was being taken care of the way we take care of her. It really was a loving environment and it helped us enjoy our vacation so very much. We will definitely use Shirley again! Thank you so much Shirley!

Availability updated 27 days ago
Sitter Profile Image: Willow D.
Verified Enhanced Background Check
Sitter Profile Image: Willow D.
Verified Enhanced Background Check

Willow D.

Dog sitting done right!!!
Chesterton, IN, 46304
0.7 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
53 reviews
9 repeat clients
Profile image

We absolutely love Willow! She takes such amazing care of my little crumb, and I am so lucky to have her in our lives. I can go away, resting, assure that my little Crumb cake is going to be very well cared for!

Availability updated today
Sitter Profile Image: Carmelle Joy H.
Verified Background Check
Sitter Profile Image: Carmelle Joy H.
Verified Background Check

Carmelle Joy H.
Star Sitter

Friendly family
GRIFFITH, IN, 46319
19.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 4.9 stars
87 reviews
39 repeat clients
Profile image

Many many thanks to Joy and Dan! I was anxious leaving Winston with someone I did not know but right away they put me at ease. We had our meet and greet and Winston took to one of their children immediately. During Winston’s stay, Joy and Dan sent photo updates - Winston was having a great time and had settled in well. My only concern was that Winston was having so much fun he wouldn’t want to come back home! I cannot recommend Joy and Dan highly enough and will definitely rebook, pending their availability.

Availability updated today
Sitter Profile Image: Lindsay F.
Verified Enhanced Background Check
Sitter Profile Image: Lindsay F.
Verified Enhanced Background Check

Lindsay F.

Teacher, Talker & Beach 💗 er
Miller Beach, IN, 46403
8.6 mi. away
Boarding, Doggy Day Care
from
$49
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Our spirited Aussie had an amazing time with Lindsay, Michael, and Lucy! She was well cared for and we received lots of pictures and updates. It was an amazing experience for our pup!

Availability updated 38 days ago
Sitter Profile Image: Meredith M.
Verified Enhanced Background Check
Sitter Profile Image: Meredith M.
Verified Enhanced Background Check

Meredith M.
Star Sitter

TLC Pet Care
Valparaiso, IN, 46383
8.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Meredith did a great job with my two girls! I was a little concerned at first, not sure if she could handle my 10 month old German Shepherd, Jream, but overall, she did very well even without having a fenced yard. My girls still got a full hour of playtime in a nearby fenced area where they were able to run and play ball freely. Meredith followed all my instructions, and I would definitely use her again.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ricardo & Cristina D.
Verified Enhanced Background Check
Sitter Profile Image: Ricardo & Cristina D.
Verified Enhanced Background Check

Ricardo & Cristina D.
Rover 101
Star Sitter

Compassionate & playful pet sitter
Hegewisch, Chicago, IL, 60633
24.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
36 reviews
7 repeat clients
Profile image

We had a lot of events the last 3 weeks and they have been very accommodating to our families needs. We know when Fuchi is there he is cared for and has lots of fun. He gets to have extra love and fun with his extended family.

Availability updated today
Sitter Profile Image: Bernice S.
Verified Enhanced Background Check
Sitter Profile Image: Bernice S.
Verified Enhanced Background Check

Bernice S.

I am a caring lovable dog owner
Merrillville, IN, 46410
16.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
98 reviews
29 repeat clients
Profile image

Ms. Bernice was available on short notice to sit for me. She has plenty of room for active dogs to play, sent great photos during his stay, and Cheddar was also a great playmate so my dog had plenty of fun! We will definitely be seeing her and Cheddar again soon! Thank you!?

Availability updated today
Sitter Profile Image: Laura Rose B.
Verified Background Check
Sitter Profile Image: Laura Rose B.
Verified Background Check

Laura Rose B.
Rover 101

Doggie Sitter House
Portage, IN, 46386
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Rose did a wonderful job watching our Ember! She stayed with her for 5 days while we were out of town, sent lots of pictures, and kept me updated. When we met prior to Ember’s stay, I could see her love of dogs in her manner of communicating with Ember. Rose strikes me as one of those people that just has a special connection and understanding of dogs that goes beyond what normal people see. She also has dogs of her own so I was happy Ember had some friends to play with! I will happily entrust her to watch Ember again for our future travels. Thank you so much Rose! ?

Availability updated 10 days ago
Sitter Profile Image: Patricia W.
Verified Enhanced Background Check
Sitter Profile Image: Patricia W.
Verified Enhanced Background Check

Patricia W.

I care about pet people.
Michigan City, IN, 46360
12.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Patricia was a gem- she was very easy to work with and was very accommodating. I loved getting pictures sent throughout the stay. We will be using her again!! Thank you!!!

Availability updated 45 days ago

Over 171 pet parents in Chesterton have booked dog boarding

Chesterton dog parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Willow is great. This is my second time leaving my pup with her. Willow is great about communicating- quick to respond and I love getting regular updates while I’m away. I know my dog is well loved and cared for with Willow

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Rachel K.
Dog Boarding
5 out of 5.0 stars

Our dog had a wonderful weekend stay with Kortney! Kortney was super-responsive and very accommodating with our schedule. We would definitely use her again!

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Nicole A.
Dog Boarding
1 / 1
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  1. 1. Search

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  3. 3. Book & Pay

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The median cost per night for dog boarding in Chesterton is $45

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  • 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.

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

Sitters in Chesterton average 12 repeat dog boarding clients

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