Pet Boarding in Sleepy Hollow

Find a loving Sleepy Hollow pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Sleepy Hollow pet boarders

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Sitter Profile Image: Caitlin D.
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Caitlin D.
Star Sitter
from
$45
per night
5 out of 5.0 stars
34 reviews
13 repeat clients
10 years of experience
DeKalb, IL, 60115

I recently had the pleasure of leaving my cat, Milo, in Caitlin's care. She was very kind and attentive, and I appreciated the regular updates/pictures that kept me informed and reassured.

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Thekra A.
Sitter Profile Image: Dar F.
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Dar F.
Star Sitter
from
$45
per night
5 out of 5.0 stars
27 reviews
12 repeat clients
25 years of experience
Arlington Heights, IL, 60005

Dar and her wonderful family took great care of Roxie, and checked in with me every day to let me know how she was doing. We would definitely use them again next time we travel.

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Andi R.
Sitter Profile Image: Kent L.
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Kent L.
Star Sitter
from
$50
per night
5 out of 5.0 stars
44 reviews
10 repeat clients
52 years of experience
Elk Grove Village, IL, 60007

Kent is really great with my dog and great at communicating. I am so happy I found such a great sitter for my dog. He is the best. Jager has made a new friend.

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Monica G.
Sitter Profile Image: Robynn F.
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Robynn F.
Star Sitter
from
$50
per night
5 out of 5.0 stars
114 reviews
49 repeat clients
38 years of experience
West Chicago, IL, 60185

Robyn is amazing! She engaged and played with Miles (probably better than we do) and communicated and shared videos and pictures every day to assure us that he was doing great. She even worked with him in some areas of opportunity. We were nervous to leave him but she made it so there was nothing to worry about. Truly a fantastic experience and highly recommend Robyn.

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Janelle B.
Sitter Profile Image: Kimberly C.
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Kimberly C.
Star Sitter
from
$42
per night
5 out of 5.0 stars
60 reviews
36 repeat clients
25 years of experience
Elk Grove Village, IL, 60007

Kim went above and beyond to help our senior pup relax and feel comfortable. We appreciate that Kim was able to figure out Bailey so quickly!

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Cindy K.
Sitter Profile Image: Ruby C.
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Ruby C.
from
$45
per night
5 out of 5.0 stars
28 reviews
14 repeat clients
10 years of experience
Roselle, IL, 60172

I have been so scared to leave Oreo with someone especially with him having so much separation anxiety with us leaving on top of some medical issues happening so soon to our vacation date but Oreo loved being with her! From our initial meet & greet to all the photos and updates she sent me while i was out of the country. From walks to her putting him in a doggy stroller ruby was fantastic— will definitely keep her in mind for future trips !

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Sabrina P.
Sitter Profile Image: Eric E.
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Eric E.
Star Sitter
from
$45
per night
5 out of 5.0 stars
51 reviews
24 repeat clients
30 years of experience
Geneva, IL, 60134

Eric is a great pet sitter. As soon as I met him and saw his house and yard, I just felt so calm. I knew he would take good care of my dog. She did have a bad first night but Eric took care of it with aplomb and empathy. I highly recommend Eric.

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Marsha S.
Sitter Profile Image: Judith B.
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Judith B.
Star Sitter
from
$45
per night
5 out of 5.0 stars
82 reviews
9 repeat clients
50 years of experience
Kildeer, IL, 60047

Judy was absolutely wonderful to work with for our dog Simba. We felt comfortable and relaxed to leave him for an extended time for the first time. We could also tell that Simba really enjoyed his time with Judy and Bill. They made him feel right at home, and took such thoughtful and attentive care of him!

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Anita B.
Sitter Profile Image: Michelle V.
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Michelle V.
Star Sitter
from
$59
per night
5 out of 4.9 stars
188 reviews
108 repeat clients
30 years of experience
Palatine, IL, 60067

Our dog was so well loved and taken care of! Michelle sent photos every day and communication about how her stay was going. Michelle will be our preferred dog sitter going forward.

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Elissa C.
Sitter Profile Image: Boris C.
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Boris C.
Star Sitter
from
$60
per night
5 out of 4.9 stars
41 reviews
13 repeat clients
5 years of experience
Palatine, IL, 60067

Boris did an amazing job taking care of our 3 crazy dogs! He was very accommodating and allowed for my dog Marty to be added onto the reservation with my brother’s dogs. Boris provided me daily updates that helped ease my anxiety and assured that our dogs were in good hands. Would for sure book with him again! Thanks!

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Shaira G.
Sitter Profile Image: Giselle R.
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Giselle R.
Star Sitter
from
$45
per night
5 out of 4.9 stars
79 reviews
27 repeat clients
4 years of experience
Schaumburg, IL, 60193

When I picked up my dog she was very happy so I am pretty sure she did a great job taking care of Nalla. She was helpful with updates and I will definitely use her service again.

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Magdalena C.
Sitter Profile Image: Carrie K.
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Carrie K.
from
$50
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
25 years of experience
St Charles, IL, 60175

Carrie is AMAZING! She is so flexible and cares so much about your pet as though they are her own. We have had 2 fantastic experiences with her.

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Christina S.
Sitter Profile Image: Dorene P.
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Dorene P.
Star Sitter
from
$55
per night
5 out of 5.0 stars
65 reviews
30 repeat clients
30 years of experience
Huntley, IL, 60142

Dori was absolutely wonderful! I had a last-minute cancellation with my original sitter and she jumped in and was available to watch Soni. Soni had a great time hanging out with her, her son & there dog. I will definitely rebook with Dori. She's a very sweet person and loves your pet as much as you do. ?

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Richa K.
Sitter Profile Image: Ashley C.
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Ashley C.
from
$50
per night
5 out of 5.0 stars
4 reviews
9 years of experience
Hoffman Estates, IL, 60169

Ashley your the best. My dog Milo was well taking care of, thank you so much.

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keisha l.
Sitter Profile Image: Steph S.
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Steph S.
from
$60
per night
5 out of 5.0 stars
5 reviews
3 repeat clients
2 years of experience
Streamwood, IL, 60107

Steph was awesome! This was my first experience with Rover and I have a Boykin Spaniel, which is a 16 month old 40lb high energy hunting machine. She excepted the challenge and treated Kola like he was her own. Very pleased with the whole experience and Steph. I took a fly-in fishing to the northern woods of Canada and due to fires and bad weather in the area had to extend my stay for an additional two days up there because the float plane couldn't come get us. Steph rearranged her schedule to accommodate me. I didn't expect her to do that but greatly appreciate her for doing so. I highly recommend Steph, will use her again in the future (that is if she'll let me LOL).

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Steve H.
Sitter Profile Image: Michele C.
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Michele C.
from
$40
per night
5 out of 5.0 stars
11 reviews
1 repeat client
30 years of experience
Crystal lake, IL, 60014

Michele gave excellent care to our dogs. She provided daily pictures or videos and was always responsive to any of our questions. We would highly recommend her as a sitter and plan to use her again in the future.

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Linda K.
Sitter Profile Image: Holly H.
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Holly H.
from
$50
per night
35 years of experience
Cary, IL, 60013

About: It all started when I was 5 and my sister and I convinced our animal loving parents to add to our family, we got a golden retriever puppy and a kitten in the same year. I have never lived a day without a pet in 35 years! I have open availability. I have 2 smaller dogs and a parrot. I live in a nice, quiet neighborhood perfect for walking furry friends. Ricky and Lucy (cavapoos) love a good slumber party :) I do not have a fenced in yard. My pups know the perimeters. I do take leashed potty breaks and walks with pup visitors. I am familiar with "runners" and an capable of making sure that doesn't happen!

Sitter Profile Image: Ben J.
Verified Background Check
Ben J.
Star Sitter
from
$60
per night
5 out of 5.0 stars
20 reviews
14 repeat clients
10 years of experience
Lake in the Hills, IL, 60156

Ben was a fantastic dog sitter for our two black labs (ages 8 and 10) on short notice! He was responsive, dependable, and clearly great with dogs. Our pups were happy, relaxed, and well cared for when we returned. We’re so grateful for his help and wouldn’t hesitate to book him again!

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Amy J.
Sitter Profile Image: Wendy A.
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Wendy A.
from
$35
per night
5 out of 5.0 stars
3 reviews
35 years of experience
Elgin, IL, 60120

Wendy was responsive and flexible and happy to take on our boys as her first gig. We are pleased with the exceptional care they received. Thank you Wendy!

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Holiday
Sitter Profile Image: Tina P.
Verified Enhanced Background Check
Tina P.
Star Sitter
from
$35
per night
5 out of 5.0 stars
72 reviews
28 repeat clients
16 years of experience
Elgin, IL, 60120

My little dog Sienna had a great time staying with Tina P. Tina provided pictures during Sienna’s stay. Sienna was excited to be there when we dropped her off and appeared happy and healthy upon our return. Good to know Sienna had her walks and lots of love and attention.

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Karen R.
1 / 1
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Loving pet boarding sitters in your neighborhood

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Sitter Profile Image: Caitlin D.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin D.
Verified Enhanced Background Check

Caitlin D.
Star Sitter

Cait's Critters
DeKalb, IL, 60115
25.1 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
34 reviews
13 repeat clients
Profile image

I recently had the pleasure of leaving my cat, Milo, in Caitlin's care. She was very kind and attentive, and I appreciated the regular updates/pictures that kept me informed and reassured.

Availability updated 4 days ago
Sitter Profile Image: Dar F.
Verified Enhanced Background Check
Sitter Profile Image: Dar F.
Verified Enhanced Background Check

Dar F.
Star Sitter

It's a family affair when boarding
Arlington Heights, IL, 60005
17.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
27 reviews
12 repeat clients
Profile image

Dar and her wonderful family took great care of Roxie, and checked in with me every day to let me know how she was doing. We would definitely use them again next time we travel.

Availability updated yesterday
Sitter Profile Image: Kent L.
Verified Enhanced Background Check
Sitter Profile Image: Kent L.
Verified Enhanced Background Check

Kent L.
Star Sitter

A Perfect Blessing...Every Visit!
Elk Grove Village, IL, 60007
17.2 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
44 reviews
10 repeat clients
Profile image

Kent is really great with my dog and great at communicating. I am so happy I found such a great sitter for my dog. He is the best. Jager has made a new friend.

Availability updated yesterday
Sitter Profile Image: Robynn F.
Verified Enhanced Background Check
Sitter Profile Image: Robynn F.
Verified Enhanced Background Check

Robynn F.
Star Sitter

Everything in the home is for pups!
West Chicago, IL, 60185
16.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
114 reviews
49 repeat clients
Profile image

Robyn is amazing! She engaged and played with Miles (probably better than we do) and communicated and shared videos and pictures every day to assure us that he was doing great. She even worked with him in some areas of opportunity. We were nervous to leave him but she made it so there was nothing to worry about. Truly a fantastic experience and highly recommend Robyn.

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kimberly C.
Verified Background Check
Sitter Profile Image: Kimberly C.
Verified Background Check

Kimberly C.
Rover 101
Star Sitter

25 years experience- Home full time
Elk Grove Village, IL, 60007
14.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$42
per night
5 out of 5.0 stars
60 reviews
36 repeat clients
Profile image

Kim went above and beyond to help our senior pup relax and feel comfortable. We appreciate that Kim was able to figure out Bailey so quickly!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ruby C.
Verified Background Check
Sitter Profile Image: Ruby C.
Verified Background Check

Ruby C.

Your fur baby will love it here !
Roselle, IL, 60172
13.3 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
28 reviews
14 repeat clients
Profile image

I have been so scared to leave Oreo with someone especially with him having so much separation anxiety with us leaving on top of some medical issues happening so soon to our vacation date but Oreo loved being with her! From our initial meet & greet to all the photos and updates she sent me while i was out of the country. From walks to her putting him in a doggy stroller ruby was fantastic— will definitely keep her in mind for future trips !

Availability updated 5 days ago
Sitter Profile Image: Eric E.
Verified Background Check
Sitter Profile Image: Eric E.
Verified Background Check

Eric E.
Star Sitter

Your dog or cat is royalty!
Geneva, IL, 60134
13.9 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
51 reviews
24 repeat clients
Profile image

Eric is a great pet sitter. As soon as I met him and saw his house and yard, I just felt so calm. I knew he would take good care of my dog. She did have a bad first night but Eric took care of it with aplomb and empathy. I highly recommend Eric.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Judith B.
Verified Enhanced Background Check
Sitter Profile Image: Judith B.
Verified Enhanced Background Check

Judith B.
Star Sitter

Years of experience caring for dogs
Kildeer, IL, 60047
14.2 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
82 reviews
9 repeat clients
Profile image

Judy was absolutely wonderful to work with for our dog Simba. We felt comfortable and relaxed to leave him for an extended time for the first time. We could also tell that Simba really enjoyed his time with Judy and Bill. They made him feel right at home, and took such thoughtful and attentive care of him!

Availability updated 6 days ago
Sitter Profile Image: Michelle V.
Verified Background Check
Sitter Profile Image: Michelle V.
Verified Background Check

Michelle V.
Star Sitter

Dog lovers here!
Palatine, IL, 60067
12.5 mi. away
Boarding
from
$59
per night
5 out of 4.9 stars
188 reviews
108 repeat clients
Profile image

Our dog was so well loved and taken care of! Michelle sent photos every day and communication about how her stay was going. Michelle will be our preferred dog sitter going forward.

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

Boris C.
Star Sitter

Dog-loving family of all breeds! :)
Palatine, IL, 60067
12.8 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 4.9 stars
41 reviews
13 repeat clients
Profile image

Boris did an amazing job taking care of our 3 crazy dogs! He was very accommodating and allowed for my dog Marty to be added onto the reservation with my brother’s dogs. Boris provided me daily updates that helped ease my anxiety and assured that our dogs were in good hands. Would for sure book with him again! Thanks!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Giselle R.
Verified Enhanced Background Check
Sitter Profile Image: Giselle R.
Verified Enhanced Background Check

Giselle R.
Star Sitter

Love people, but love animals more.
Schaumburg, IL, 60193
11.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 4.9 stars
79 reviews
27 repeat clients
Profile image

When I picked up my dog she was very happy so I am pretty sure she did a great job taking care of Nalla. She was helpful with updates and I will definitely use her service again.

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

Carrie K.

My family will be your dogs family!
St Charles, IL, 60175
10.0 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Carrie is AMAZING! She is so flexible and cares so much about your pet as though they are her own. We have had 2 fantastic experiences with her.

Availability updated 8 days ago
Sitter Profile Image: Dorene P.
Verified Background Check
Sitter Profile Image: Dorene P.
Verified Background Check

Dorene P.
Star Sitter

Your pet deserves the best!
Huntley, IL, 60142
9.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
65 reviews
30 repeat clients
Profile image

Dori was absolutely wonderful! I had a last-minute cancellation with my original sitter and she jumped in and was available to watch Soni. Soni had a great time hanging out with her, her son & there dog. I will definitely rebook with Dori. She's a very sweet person and loves your pet as much as you do. ?

Availability updated 19 days ago
Sitter Profile Image: Ashley C.
Verified Enhanced Background Check
Sitter Profile Image: Ashley C.
Verified Enhanced Background Check

Ashley C.

Fun and caring sitter for your pup!
Hoffman Estates, IL, 60169
10.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
4 reviews
Profile image

Ashley your the best. My dog Milo was well taking care of, thank you so much.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Steph S.
Verified Enhanced Background Check
Sitter Profile Image: Steph S.
Verified Enhanced Background Check

Steph S.

Work From Home Dog Lover
Streamwood, IL, 60107
8.8 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
5 reviews
3 repeat clients
Profile image

Steph was awesome! This was my first experience with Rover and I have a Boykin Spaniel, which is a 16 month old 40lb high energy hunting machine. She excepted the challenge and treated Kola like he was her own. Very pleased with the whole experience and Steph. I took a fly-in fishing to the northern woods of Canada and due to fires and bad weather in the area had to extend my stay for an additional two days up there because the float plane couldn't come get us. Steph rearranged her schedule to accommodate me. I didn't expect her to do that but greatly appreciate her for doing so. I highly recommend Steph, will use her again in the future (that is if she'll let me LOL).

Availability updated 11 days ago
Sitter Profile Image: Michele C.
Verified Enhanced Background Check
Sitter Profile Image: Michele C.
Verified Enhanced Background Check

Michele C.

Dog Lover
Crystal lake, IL, 60014
7.8 mi. away
Boarding, Dog Walking
from
$40
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Michele gave excellent care to our dogs. She provided daily pictures or videos and was always responsive to any of our questions. We would highly recommend her as a sitter and plan to use her again in the future.

Availability updated 9 days ago
Sitter Profile Image: Holly H.
Verified Enhanced Background Check
Sitter Profile Image: Holly H.
Verified Enhanced Background Check

Holly H.

Animal lover out of the womb!
Cary, IL, 60013
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
4 reviews

Holly has watched our Toby multiple times. I can’t say enough good things about these experiences! We were able to enjoy our vacations knowing that Holly was treating Toby like her own, and Toby was always excited to see her again. Highly highly recommend!

Availability updated 7 days ago
Sitter Profile Image: Ben J.
Verified Background Check
Sitter Profile Image: Ben J.
Verified Background Check

Ben J.
Star Sitter

Good with large & aggressive dogs!
Lake in the Hills, IL, 60156
6.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
20 reviews
14 repeat clients
Profile image

Ben was a fantastic dog sitter for our two black labs (ages 8 and 10) on short notice! He was responsive, dependable, and clearly great with dogs. Our pups were happy, relaxed, and well cared for when we returned. We’re so grateful for his help and wouldn’t hesitate to book him again!

Availability updated 44 days ago
Sitter Profile Image: Wendy A.
Verified Enhanced Background Check
Sitter Profile Image: Wendy A.
Verified Enhanced Background Check

Wendy A.

Dogs are family, paws down!
Elgin, IL, 60120
3.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
3 reviews
Profile image

Wendy was responsive and flexible and happy to take on our boys as her first gig. We are pleased with the exceptional care they received. Thank you Wendy!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tina P.
Verified Enhanced Background Check
Sitter Profile Image: Tina P.
Verified Enhanced Background Check

Tina P.
Star Sitter

Loving pet sitter , works from home
Elgin, IL, 60120
4.2 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
72 reviews
28 repeat clients
Profile image

My little dog Sienna had a great time staying with Tina P. Tina provided pictures during Sienna’s stay. Sienna was excited to be there when we dropped her off and appeared happy and healthy upon our return. Good to know Sienna had her walks and lots of love and attention.

Availability updated 2 days ago

Sleepy Hollow pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Thank you so much for taking such good care of our Pup. He came back happier than he came which puts a lot of pressure on me as his owner. Jayda was amazing and was communicative throughout Hiro’s entire visit.

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Quan T.
Dog Boarding
5 out of 5.0 stars

Derek and his family took great care of our dog. Our dog is highly attached and anxious but he was very patient and understanding and made sure our dog got comfortable being away from us. He was very communicative and provided consistent updates without having to ask for them. I would definitely look to have the family watch after our dog again.

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Mark K.
Dog Boarding
5 out of 5.0 stars

Elson was great with communication prior to and during our trip. Our dog had a great time with his dog. Lots of updates, pictures and videos. We will be working with Elson again!

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Emily L.
Dog Boarding
1 / 1
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