Dog Boarding in Pleasantville

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Top rated Pleasantville 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: Kevin J.
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Kevin J.
Star Sitter
from
$65
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Hawthorne, NY, 10532

Kevin and his family were great dog sitters! They had our dog in their house for the weekend and she seemed to love it there. She had a chair she sat in, they took her on great walks and overall followed her routine. We would definitely use them again!

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Isabella M.
Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
41 reviews
19 repeat clients
25 years of experience
Ossining, NY, 10562

Jessica and her husband were clearly so patient and understanding about sitting for a senior dog. Salto came back happy and excited! They sent regular photos and updates. I would absolutely have Salto stay with them again if we are in the area.

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Michelle T.
Sitter Profile Image: Randi F.
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Randi F.
Star Sitter
from
$110
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
20 years of experience
Armonk, NY, 10504

First time boarding with Randi and it was an incredibly smooth experience. Randi is extremely flexible and was a life saver for when we were away on a multi city driving trip. We were watching the weather in case we needed to abandon our plans and come back home mid trip. Randi was extremely flexible and accommodating and I am so grateful for that. Our dog is a picky eater and is also on some tricky meds…and Randi kept in touch with regular updates. She persevered with attempts to get her to eat both food and meds, until our dog did finally start to eat! Our dog came home happy and healthy! We will definitely board with Randi again!

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Mitali C.
Sitter Profile Image: Woof L.
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Woof L.
from
$60
per night
4.7 out of 5 stars
56 reviews
16 repeat clients
15 years of experience
ossining, NY, 10562

Tucker loved his stay with Grace! He had so much fun while I was away. Grace was wonderful. I would definietly recommend Grace for dogsitting. thank you Grace!

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Donna K.
Sitter Profile Image: Robert P.
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Robert P.
Star Sitter
from
$63
per night
5.0 out of 5 stars
55 reviews
16 repeat clients
15 years of experience
Hartsdale, NY, 10530

Robert was the best!!! We will definitely send our Suki there again. He was super helpful and flexible- which was a huge relief because of the massive snow storm that snarled our plans. So glad to have found a reliable sitter for our doggie.

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Suzanne H.
Sitter Profile Image: Nina & Augustine C.
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Nina & Augustine C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
92 reviews
43 repeat clients
10 years of experience
Tarrytown, NY, 10591

First time we ever had to leave for a whole month and could not take Hattie with us. So happy to have found Nina and Augustine. Their little family took Hattie right in and gave her a home away from home. Hattie and Clementine just hit it off too. Constant photos and videos of Hattie that made us wonder if she might get bored when we took her back home. If you are looking for a relaxed family atmosphere for your dog with a built in playmate in a safe place look no further. Recommend very highly.

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kyoko s.
Sitter Profile Image: Doreen V.
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Doreen V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
253 reviews
120 repeat clients
38 years of experience
Elmsford, NY, 10523

Lola had a wonderful stay! Doreen gave her such great care and sent daily updates with pictures. Lola got to walk loose in the very pretty fenced in yard which she doesn’t get to do at home. I would definitely book again.!

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Carolyn R.
Sitter Profile Image: Diana M.
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Diana M.
Star Sitter
from
$64
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
6 years of experience
White plains, NY, 10607

George seemed to really enjoy spending time at Diana’s place and he even got a complimentary bath! Would recommend and also book again. Don’t forget to tip!

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Cameron C.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$90
per night
5.0 out of 5 stars
26 reviews
10 repeat clients
9 years of experience
Ossining, NY, 10562

Lulu loves staying with Samantha- she is treated like a queen!! Samantha sends pics throughout the stay and is always responsive. Lulu is always excited to have her sleepovers at Samantha’s.

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Susan S.
Sitter Profile Image: Maureen G.
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Maureen G.
Star Sitter
from
$45
per night
4.9 out of 5 stars
30 reviews
8 repeat clients
15 years of experience
Nyack, NY, 10960

Maureen is wonderful!! Caring, great communication, very personable. We received photos and updates every day, and Wallace came back to us happy, calm, and clearly well taken care of! Will definitely board with Maureen again!

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Carrie C.
Sitter Profile Image: Sara S.
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Sara S.
from
$45
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
8 years of experience
Briarcliff Manor, NY, 10510

Sara and her home were the perfect fit for our anxious dog, Mazie. Sara is very knowledgeable about dogs, their behaviors, and how to handle them. She successfully gave Mazie medication 3 times a day and prepared special meals for her. We received photos via text while we were away showing how happy and acclimated Mazie was there. We have already booked another stay with Sara. Thank you Sara!!!

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Andrea A.
Sitter Profile Image: Karine A.
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Karine A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
73 reviews
42 repeat clients
16 years of experience
Port Chester, NY, 10573

Best experience we have ever had! My dog was actually sad to leave Karine, and I felt bad taking him! I had updates and videos multiple times a day that melted my heart. He was SO loved and Karine made him feel right at home, if not even better! I couldn’t recommend more.

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Ashley O.
Sitter Profile Image: Vibeke A.
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Vibeke A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
31 reviews
23 repeat clients
20 years of experience
Briarcliff, NY, 10510

Vibeke was amazing!! I have a senior dog, who had the best time with her family and their kind dog. She was extremely flexible and communicative, and sent some lovely photos of my dog throughout the week. She was also very kind about We are so appreciative of her and will definitely want to have our dog stay with her again.

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Jolene C.
Sitter Profile Image: Brittany M.
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Brittany M.
from
$60
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
25 years of experience
Valhalla, NY, 10595

Brittany was great with my puppies! She treated them like her own and sent me pictures with updates throughout the weekend. She’s so patient and really makes you feel comfortable leaving your pets with her! Will definitely use her again in the future and recommend her to friends!

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Rebecca A.
Sitter Profile Image: Maddie D.
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Maddie D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
79 reviews
27 repeat clients
10 years of experience
Croton on Hudson, NY, 10520

Maddie was wonderful! Took perfect care of Sasha and checked in often about her during her stay. She was also very understanding and accomodating to some unfortunate tummy troubles Sasha had. Would definitely recommend Maddie!

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Shelby Rose W.
Sitter Profile Image: Elizaveta B.
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Elizaveta B.
from
$60
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
White Plains, NY, 10601

Elizaveta took such good care of Storm! She sent me pictures and videos throughout Storm’s stay and she along so well with Elizaveta’s puppy. Having just moved to the area, I’m so happy I found someone I feel comfortable leaving my baby with.

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Sheila M.
Sitter Profile Image: Craig M.
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Craig M.
from
$65
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
1 year of experience
Croton on hudson, NY, 10520

Craig took excellent of my dog Tucker. Craig’s large fenced in back yard was so thrilling to Tucker that he was very tired after the visit. I will be using Craig again on a regular basis. Thanks so much Craig

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John R.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$90
per night
5.0 out of 5 stars
75 reviews
19 repeat clients
6 years of experience
Pleasantville, NY, 10570

Jennifer was amazing with our dog. We needed a last minute sitter and I could not be happier with our experience with her. I highly recommend her.

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Carmine V.
Sitter Profile Image: Yuri Paola C.
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Yuri Paola C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
97 reviews
47 repeat clients
10 years of experience
White plains, NY, 10606

Yuri took amazing care of Jolie while she was sitting for her. She sent me pictures daily and updates about her well being and any concerns she had. I will definitely be booking with her again! Thank you so much Yuri!

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Loria B.
Sitter Profile Image: Jennifer O.
Verified Background Check
Jennifer O.
Star Sitter
from
$75
per night
4.9 out of 5 stars
131 reviews
75 repeat clients
18 years of experience
Irvington, NY, 10533

Jennifer was wonderful. Communicative and extremely flexible. Received daily pictures of our pup who was happily exhausted on pickup day. Will definitely leave Fleur there again.

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Susan F.
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Pleasantville dog parents share their Rover experiences

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5.0 out of 5 stars

Grace took incredible care of my dog, Goose. She was attentive and communicative, sending me videos and updates throughout his stay (which was so nice as I was missing him a lot!). He came back happy and pickup was easy. Would 100% recommend :)

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Sawyer E.
Boarding
5.0 out of 5 stars

Great one week stay for our dog with Jessica. Loved her prompt replies to questions. Her kindness with our dog and location. Felt that our dog was in good hands and would not hesitate to use Jessica again. Thank you Jessica! Much appreciated!

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Roni M.
Boarding
5.0 out of 5 stars

Kevin and his family always take such great care of Jax putting us at ease while we travel. Great communication and always responsive. Great family so happy we found them

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Starky B.
Boarding
5.0 out of 5 stars

Brittany and family were amazing! From day one Tinkerbell seemed comfortable and at ease in her home, which does not always come easy for our nervous little girl. They room great care of her for two weeeks and she came home looking relaxed and refreshed. Thank you again!

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Edward C.
Boarding
5.0 out of 5 stars

Marina and her boyfriend were really great with my pup. Their Flynn was such a sweet pup and the pups got along well. They took care of the little sore spot on Piper’s foot very diligently. Marina is highly recommended!

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Tomoko U.
Boarding
5.0 out of 5 stars

Extremely caring of our old dog. Very friendly, knowledgeable and responsive. Lola looked very happy and relaxed after 10 days away.

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Massimo B.
Boarding
5.0 out of 5 stars

We’re a repeat client. Our boy was well cared for by Sara. She is very attentive to his needs and is always responsive.

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Kimberly B.
Boarding
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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!

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.

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Pleasantville 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.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Pleasantville.

Rover makes it easy to find Pleasantville 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

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.