Dog Boarding in Cheltenham

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Top rated Cheltenham 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: Monica L.
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Monica L.
Star Sitter
from
$48
per night
5.0 out of 5 stars
103 reviews
27 repeat clients
14 years of experience
Cheltenham, MD, 20623

Monica is AMAZING. She sends daily pictures along with a progress report in which I always looks forward to. My dogs absolutely love her and we will continue to book with Monica.

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Cesciley M.
Sitter Profile Image: Lindsay H.
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Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
37 reviews
7 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

Lindsay was just who we needed to care for our boy Migo! I can tell she cares very deeply about the animals entrusted to her, and Migo was no exception. Even as an anxious dog, his short vacation with them left him a l little bummed out to be leaving! For a caring and devoted animal lover to watch over your own, look no further! Lindsay truly is the best of the best and I am forever grateful for her. 💙

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Ryan P.
Sitter Profile Image: Kiyanna B.
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Kiyanna B.
from
$50
per night
4.7 out of 5 stars
75 reviews
30 repeat clients
10 years of experience
Upper marlboro, MD, 20772

Kiyanna was so great!!! This was my first time EVER using Rover and allowing anyone to watch my puppy. She was great, she sent pictures, she checked in, and kept me in the loop!

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Temeka T.
Sitter Profile Image: Zulma G.
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Zulma G.
from
$40
per night
4.9 out of 5 stars
12 reviews
5 repeat clients
20 years of experience
Cimton, MD, 20735

I can’t recommend Zulu enough! She took such wonderful care of my dog while I was away. She was so attentive and sent updates, making sure my furry baby felt happy and comfortable the entire time. I’ll definitely reach out to her again the next time I need a sitter.

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Montez B.
Sitter Profile Image: Lynette & Vincent H.
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Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
714 reviews
183 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

We’ve used Lynette and Vincent several times over the last year or so and really appreciate how well they take care of out pup-the communicate seamlessly and our dog always has so much fun visiting with them.

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Elizabeth V.
Sitter Profile Image: Vanessa & Giovanni G.
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Vanessa & Giovanni G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
60 reviews
29 repeat clients
25 years of experience
Brandywine, MD, 20613

Gio was so great at keeping us informed and sending photos of our puppy Loki! I felt completely at ease and was able to enjoy our family vacation without worrying. Loki seemed very happy! The service was wonderful!

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Lauren W.
Sitter Profile Image: Dasia J.
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Dasia J.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Accokeek, MD, 20607

Dasia was fantastic again! It’s so great to find someone you feel comfortable to watch your pet. Dasia provided updates and pictures throughout the stay. She was amazing.

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Monique G.
Sitter Profile Image: Kimberly B.
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Kimberly B.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Clinton, MD, 20735

Kim cared for my pup as her own. She was very attentive to him and cared about his feelings. This was my pup’s first time with Kim so he was a little nervous. She cared for his every need and made sure he felt loved and comfortable in her care. Kim made sure that my pup had plenty of fresh air and had lots of attention, attention to the point where she slept near him so he would not feel lonesome. My pup was nice and calm when I picked him up which let me know Kim loved on him as I do. I will book again with Kim. Thank you Kim.

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La Dosca R.
Sitter Profile Image: Sereniti W.
Verified Enhanced Background Check
Sereniti W.
Star Sitter
from
$48
per night
5.0 out of 5 stars
88 reviews
32 repeat clients
3 years of experience
Clinton, MD, 20735

Sereniti was so sweet and accommodating! Pretzel had a great time and Sereniti sent lots of pictures and gave a ton of updates.

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Ashlee M.
Sitter Profile Image: Diane T.
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Diane T.
Star Sitter
from
$42
per night
5.0 out of 5 stars
54 reviews
27 repeat clients
30 years of experience
Waldorf, MD, 20602

Diane and Alvin were wonderful! We had a medical emergency the day before our girls stay that resulted in one needing medication multiple times a day. Diane and Alvin stepped up and made sure she was taken care of. They completely put us at ease while we were away.

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Jennifer C.
Sitter Profile Image: Roxsand D.
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Roxsand D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Clinton, MD, 20735

Miss Bougiee had a wonderful time with Roxsand! She updated me everyday and sent pictures of how well my pup was doing. Miss Bougiee got along well with the other dogs. Roxsand even gave Miss Bougiee a Chrismas Gift, she was kind and thoughtful and I highly recommend!

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Maria W.
Sitter Profile Image: Meeka S.
Verified Enhanced Background Check
Meeka S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
28 reviews
11 repeat clients
10 years of experience
Brandywine, MD, 20612

Meeka took care of our senior dog with love and care, as if he were her own. She kept us updated throughout his stay. We’re planning on booking her again in the next few weeks!

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Marcus J.
Sitter Profile Image: Toni W.
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Toni W.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Clinton, MD, 20735

Toni was absolutely amazing with my girl! Her sweet pup Diego was def good to Izzy. I think she misses him. I will absolutely be using her again and again’

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Preda M.
Sitter Profile Image: Branden G.
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Branden G.
from
$50
per night
4.9 out of 5 stars
208 reviews
95 repeat clients
12 years of experience
Upper Marlboro, MD, 20772

Omg! Branden is the absolute best!!! He was very patient and accommodating with Sir Darby. Updates with pictures and videos were provided daily. We will definitely book with him again! ♥️🥰🐶🐕🐕‍🦺🐩

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Amanda L.
Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check
Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
340 reviews
99 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Notified Kelly and Maurice at such short notice and they were able to accommodate Bitsys stay. Always willing to assist when they possible can.

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Pam S.
Sitter Profile Image: Inde S.
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Inde S.
from
$40
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Upper Marlboro, MD, 20772

About: I love dogs and have years of experience caring for family, friends, and my own two “fur babies.” I provide safe supervision, playtime, and lots of love, treating every dog like part of my family. I can guarantee they won’t want to leave and I keep owners updated with photos and messages so you can relax knowing your furry friend is happy and well cared for. Pet care is my full focus during sitting bookings. I make sure I’m fully available to provide consistent supervision, regular potty breaks, feeding, and plenty of attention so each dog feels safe and cared for.” I provide loving care for pets while maintaining a safe and comfortable home environment. I prioritize safety by following all instructions, supervising pets closely, and keeping spaces clean. I build trust with owners through regular updates and photos. Having a young baby at home, I understand the importance of gentle, calm interactions, and I ensure every pet feels secure, happy, and well cared-for.

Sitter Profile Image: Dee J.
Verified Enhanced Background Check
Dee J.
from
$31
per night
5.0 out of 5 stars
133 reviews
55 repeat clients
23 years of experience
Waldorf, MD, 20601

Ms. Dee watched my Yorkiepoo for 16 days. I liked the fact she kept me informed with her daily routines and sent photos of her. She took excellent care of Isis and I would definitely be utilizing her services in the near fortune.

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Sharlon S.
Sitter Profile Image: Ashley B.
Verified Background Check
Ashley B.
from
$50
per night
4.9 out of 5 stars
50 reviews
28 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

Ashley was professional and courteous. Boo was well taken care of and we enjoyed our weekend away. I would definitely recommend this caregiver. :)

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Richard C.
Sitter Profile Image: Sabrina V.
Verified Enhanced Background Check
Sabrina V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
94 reviews
29 repeat clients
50 years of experience
Upper Marlboro, MD, 20774

Sabrina was absolutely amazing. From the moment we met her, I felt like I was leaving Vixen with family rather than a sitter. Vixen immediately felt comfortable with her, which meant so much to me. Sabrina handled everything perfectly — she gave Vixen her medication without any issues and followed her Farmers Dog feeding routine exactly. She kept us in communication the entire time, sent plenty of updates and pictures, and truly gave me peace of mind while I was away. I can’t recommend Sabrina enough. Anyone would be lucky to have her care for their pet.

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Dominique H.
Sitter Profile Image: Saniyya S.
Verified Enhanced Background Check
Saniyya S.
from
$42
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
11 years of experience
Clinton, MD, 20735

Our dog lovvvveddddddddd Saniyya. Really comfortable with her. Saniyya treated our dog with so much care and love. Including communicating with us. I look forward to using her again.

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Jen
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Over 88
pet parents in Cheltenham have booked dog boarding

Cheltenham dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kiyanna took good care of Apollo for us over Spring Break & even sent him home with a goodie bag for Easter! 🙏🏽🤗😊

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Shontre W.
Boarding
5.0 out of 5 stars

Ashley is trusting and reliable. She’s dog sat my pup twice and both times, I didn’t worry at all. I will be using her in the future.

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Kahlia D.
Boarding
5.0 out of 5 stars

Monica is always the best with my Brinkley. I always feel he’s in good hands and I appreciate the daily updates.

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Shaquia C.
Boarding
5.0 out of 5 stars

Lindsay was just who we needed to care for our boy Migo! I can tell she cares very deeply about the animals entrusted to her, and Migo was no exception. Even as an anxious dog, his short vacation with them left him a l little bummed out to be leaving! For a caring and devoted animal lover to watch over your own, look no further! Lindsay truly is the best of the best and I am forever grateful for her. 💙

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Ryan P.
Boarding
5.0 out of 5 stars

Rose was communicative, quick to arrange a meet and greet and respond whenever I had questions, and sent lots of adorable pictures. Super happy with my pup's stay with Rose! He got lots of attention, was well cared for, and came home happy and tired from the sleepover. 100% would book Rose again; she is wonderful.

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Lauren P.
Boarding
5.0 out of 5 stars

Toni was absolutely amazing with my girl! Her sweet pup Diego was def good to Izzy. I think she misses him. I will absolutely be using her again and again’

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Preda M.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

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

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

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

The median cost per night for dog boarding in Cheltenham is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Cheltenham average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Apr 2026, the median cost of dog boarding in Cheltenham is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Cheltenham dog boarding rates can be found as low as $28 to as high as $61 per night.

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

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

As of Apr 2026, 5,764 sitters provided dog boarding in Cheltenham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Cheltenham dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Cheltenham have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Cheltenham.

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

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

There are 5,764 dog boarding sitters in Cheltenham on Rover, so you’re sure to find the perfect match for your dog! In Cheltenham, 94% of sitters offer daily exercise, 95% offer medication administration, and 85% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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

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

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