Dog Boarding in Chesterton

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Top rated Chesterton dog boarders

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

We had to board our German Shepherd for ten days almost immediately after moving into the area and are so grateful to have found Patty. She took her in and made the entire process super easy for us and comfortable for Candy. Thank you!!

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Anna Y.
Sitter Profile Image: Jesus D.
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Jesus D.
Star Sitter
from
$35
per night
5 out of 5.0 stars
143 reviews
62 repeat clients
12 years of experience
Lansing, IL, 60438

Jesus did a great job with Wubbzy! 10/10 recommend booking with him! He was very kind, responsive, and flexible. He kept me updated and took very great care of her! Thank you so much!

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Elise M.
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
28 repeat clients
5 years of experience
Miller Beach, IN, 46403

I highly recommend Giannina's house for dog boarding! My furry friend had an amazing stay and received top-notch care. Giannina's warm and welcoming home provided a comfortable and safe environment for my dog to relax and have fun. Communication was seamless, and I appreciated the regular updates. Thank you, Giannina, for giving my dog a home away from home!

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Yana P.
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
37 reviews
10 repeat clients
15 years of experience
Pottawattamie Park, IN, 46360

Andrea and Paul were amazing with Jobey. They took excellent care of him and I would definitely recommend them and look forward to using them again

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Tina G.
Sitter Profile Image: Toya S.
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Toya S.
from
$45
per night
5 out of 4.7 stars
32 reviews
8 repeat clients
14 years of experience
Hammond, IN, 46320

Toya was awesome! She sent me pictures and updates and made me feel so comfortable. Stone loves being with her. I’m definitely trusting her with my fur-baby whenever I leave again.

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

Jordan took such care to make sure Patches felt comfortable and safe. She took her time to integrate her into the household, and then sent me pictures every night with her and Jordan's pup as well as her kid. Patches will skip meals when her routine is disrupted, and Jordan went out of her way to correspond with me and encourage her to eat. Very caring, organized, and accommodating. Highly recommend.

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Carrie W.
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
158 reviews
70 repeat clients
25 years of experience
Valpairso, IN, 46385

It was our puppy’s first time away overnight and we are so happy with the result. He had a wonderful time and is totally adjusted and comfortable with mark, Jackob and Nancy. They did a fantastic job of being flexible on pick up and drop off times and kept us updated the entire time.

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Jorge P.
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: Carmelle Joy H.
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Carmelle Joy H.
Star Sitter
from
$30
per night
5 out of 4.9 stars
87 reviews
41 repeat clients
8 years of experience
GRIFFITH, IN, 46319

What a great experience! Wrigley felt right at home, he loved playing with Dan and Joys kids. I received daily updates and pictures. I would give Wrigley’s stay and the friendly atmosphere a 5++. Thank you for treating Wrigley as family. Cathy Gonzalez

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Cathy G.
Sitter Profile Image: Monika H.
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Monika H.
from
$45
per night
13 years of experience
Crown Point, IN, 46307

About: Dogs have always been a part of my life for as long as I can remember. Currently, I care for two of my own—Sparky, my sweet 13-year-old Bichon Frise, and Shelby, my playful 1-year-old Miniature Goldendoodle. Having both a senior dog and a young, energetic pup has given me a wide range of hands-on experience, from managing health needs and gentle senior care to keeping up with puppy energy, training, and teething phases. In the past, I also cared for an American Pitbull Terrier for 5 years, and over the years I’ve looked after many dogs for friends, neighbors, and family members. Some of the breeds I’ve worked with include Chihuahuas, Beagles, Golden Retrievers, Pomeranians, and a variety of lovable mixes. Every dog is unique, and I truly enjoy getting to know each one’s personality and quirks. Whether they’re shy or outgoing, young or elderly, I’m patient, gentle, and always happy to provide the care and attention they deserve. I’m usually available Monday through Friday, which means I have plenty of time throughout the day to walk, play with, and care for your pup. Whether they need a midday stroll, some company while you’re away, or just a little extra love and attention, I’m happy to be there for them. I’m home often, so I’m able to keep a close eye on the dogs and make sure they’re always safe and cared for. While my yard is open and unfenced, I never leave dogs outside unattended—they’re always on a leash and supervised, with access to a sunny, enclosed sunroom for extra comfort. For smaller dogs, I have a crate available if preferred by the owner, and I’m also able to provide transport in case of a vet emergency. My home is stocked with cozy blankets and toys that are always available for dogs to borrow and enjoy. Located in a quiet, beautiful area, the home offers plenty of space to explore, bird- and squirrel-watching opportunities, and nearby parks for peaceful outings. The spacious living room and multiple rooms allow for safe separation if needed, ensuring every dog feels comfortable. Most of all, your pup will enjoy peace, safety, and lots of love while in my care.

Sitter Profile Image: Amanda F.
Verified Enhanced Background Check
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: Bernice S.
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Bernice S.
from
$35
per night
5 out of 5.0 stars
100 reviews
30 repeat clients
50 years of experience
Merrillville, IN, 46410

Berniece is the best! She really takes care of my fur baby Roxy. I can't even mention Berniece and Cheddar's names without my Roxy going wild! She loves them with all of her heart; that's for sure. I don't know what I would do without these two in her life. Thank you so much for the great care of Roxy. :-)

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Barbara G.
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

We were very pleased with the way Shirley took care of our dog Luna. Luna was a little nervous being with a new family but Shirley made her feel very comfortable and had patience with her. We were kept up to date daily on our dog's activities and she was very kind to our dog and Luna had a great and safe time there. Her home was very clean and safe. I would not hesitate to contact Shirley again to care for our dog. You will not be disappointed. Thank you for caring for our dog Shirley.

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Guiv V.
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

Mary Anne was very accommodating of my very energetic dog's personality, which I really appreciate, since some people would not know how to interact with her. Her house is very dog-friendly environment. I will certainly plan future stays with her.

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

Shawne was so great with our girl! We were nervous about leaving her for the first time, but she got lots of walks and attention from Shawne.

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Erica S.
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: 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: Lindsay F.
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Lindsay F.
from
$49
per night
5 out of 5.0 stars
17 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: Laura Rose B.
Verified Background Check
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: 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.
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Loving dog boarding sitters in your neighborhood

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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
210 reviews
121 repeat clients
Profile image

We had to board our German Shepherd for ten days almost immediately after moving into the area and are so grateful to have found Patty. She took her in and made the entire process super easy for us and comfortable for Candy. Thank you!!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jesus D.
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Sitter Profile Image: Jesus D.
Verified Background Check

Jesus D.
Star Sitter

Very attentive and caring pet lover
Lansing, IL, 60438
26.1 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
143 reviews
62 repeat clients
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Jesus did a great job with Wubbzy! 10/10 recommend booking with him! He was very kind, responsive, and flexible. He kept me updated and took very great care of her! Thank you so much!

Availability updated 53 days ago
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
28 repeat clients
Profile image

I highly recommend Giannina's house for dog boarding! My furry friend had an amazing stay and received top-notch care. Giannina's warm and welcoming home provided a comfortable and safe environment for my dog to relax and have fun. Communication was seamless, and I appreciated the regular updates. Thank you, Giannina, for giving my dog a home away from home!

Availability updated 5 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
37 reviews
10 repeat clients
Profile image

Andrea and Paul were amazing with Jobey. They took excellent care of him and I would definitely recommend them and look forward to using them again

Availability updated 28 days ago
Sitter Profile Image: Toya S.
Verified Enhanced Background Check
Sitter Profile Image: Toya S.
Verified Enhanced Background Check

Toya S.

#Havenofearthepetwhispererishere!😊
Hammond, IN, 46320
22.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 4.7 stars
32 reviews
8 repeat clients
Profile image

Toya was awesome! She sent me pictures and updates and made me feel so comfortable. Stone loves being with her. I’m definitely trusting her with my fur-baby whenever I leave again.

Availability updated yesterday
Sitter Profile Image: Jordan C.
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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
254 reviews
109 repeat clients
Profile image

Jordan took such care to make sure Patches felt comfortable and safe. She took her time to integrate her into the household, and then sent me pictures every night with her and Jordan's pup as well as her kid. Patches will skip meals when her routine is disrupted, and Jordan went out of her way to correspond with me and encourage her to eat. Very caring, organized, and accommodating. Highly recommend.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nancy & Mark N.
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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
158 reviews
70 repeat clients
Profile image

It was our puppy’s first time away overnight and we are so happy with the result. He had a wonderful time and is totally adjusted and comfortable with mark, Jackob and Nancy. They did a fantastic job of being flexible on pick up and drop off times and kept us updated the entire time.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Janis & Devin R.
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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 18 days ago
Sitter Profile Image: Carmelle Joy H.
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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
41 repeat clients
Profile image

What a great experience! Wrigley felt right at home, he loved playing with Dan and Joys kids. I received daily updates and pictures. I would give Wrigley’s stay and the friendly atmosphere a 5++. Thank you for treating Wrigley as family. Cathy Gonzalez

Availability updated 5 days ago
Sitter Profile Image: Monika H.
Verified Enhanced Background Check
Sitter Profile Image: Monika H.
Verified Enhanced Background Check

Monika H.

A Friend When You’re Away
Crown Point, IN, 46307
18.5 mi. away
Boarding, Doggy Day Care
from
$45
per night
4 reviews

Monika is a wonderful care giver. She has been taking care of my dog Jake for a few years now. He is always well cared for and is excited to see Monika every time he visits. She spends time with him, goes for walks, and gives the attention he needs to feel comfortable and safe.

Availability updated 14 days ago
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 53 days ago
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
100 reviews
30 repeat clients
Profile image

Berniece is the best! She really takes care of my fur baby Roxy. I can't even mention Berniece and Cheddar's names without my Roxy going wild! She loves them with all of her heart; that's for sure. I don't know what I would do without these two in her life. Thank you so much for the great care of Roxy. :-)

Availability updated 23 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

We were very pleased with the way Shirley took care of our dog Luna. Luna was a little nervous being with a new family but Shirley made her feel very comfortable and had patience with her. We were kept up to date daily on our dog's activities and she was very kind to our dog and Luna had a great and safe time there. Her home was very clean and safe. I would not hesitate to contact Shirley again to care for our dog. You will not be disappointed. Thank you for caring for our dog Shirley.

Availability updated 9 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

Mary Anne was very accommodating of my very energetic dog's personality, which I really appreciate, since some people would not know how to interact with her. Her house is very dog-friendly environment. I will certainly plan future stays with her.

Availability updated 18 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
85 reviews
31 repeat clients
Profile image

Shawne was so great with our girl! We were nervous about leaving her for the first time, but she got lots of walks and attention from Shawne.

Availability updated 20 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 20 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 yesterday
Confirmed availability for Labor Day Weekend
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
17 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 16 days ago
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 33 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 9 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
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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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Sitters in Chesterton average 12 repeat dog boarding clients

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