Dog Boarding in Cheltenham

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
Sitter Profile Image: Monica L.
Verified Enhanced Background Check
Monica L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
110 reviews
28 repeat clients
14 years of experience
Cheltenham, MD, 20623

Monica was very attentive and patient with questions I had and with Marley in her care! You can tell that she is a very caring pet mom. I received pictures and a detail daily report of Marley’s stay and activities. I was comfortable with leaving Marley with Monica and his new playmates.

Profile image
Debra W.
Sitter Profile Image: Lindsay H.
Verified Enhanced Background Check
Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
40 reviews
8 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

Lindsay took such great care of my pup, Marley, over the holidays! She went above and beyond getting Marley a toy (her new favorite) for Christmas, making adorable ornaments, replacing a sweater that got damaged, and sending daily picture and video updates. In every photo, Marley looked so happy and well entertained, and it gave me complete peace of mind knowing she was truly loved and treated like family. I’m so grateful for the care, thoughtfulness, and communication, and I would highly recommend her to anyone looking for a sitter they can fully trust!

Profile image
Lindsey E.
Sitter Profile Image: Lynette & Vincent H.
Verified Enhanced Background Check
Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
746 reviews
186 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

Lynette and Vincent took awesome care of Bella. She made friends and had a lovely holiday. I would highly recommend their services and look forward to booking them again.

Profile image
Vicki D.
Sitter Profile Image: Kimberly B.
Verified Enhanced Background Check
Kimberly B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
21 reviews
3 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.

Profile image
La Dosca R.
Sitter Profile Image: Chelsea B.
Verified Enhanced Background Check
Chelsea B.
from
$50
per night
5.0 out of 5 stars
45 reviews
18 repeat clients
10 years of experience
Upper Marlboro, MD, 20772

Cooper was in good hands. Chelsea was very responsive, provided pictures and keep us updated. Cooper made friends with her dog and appeared right at home. I definitely recommend Chelsea caring for your furry friend. We will use her again.

Profile image
Tarshia F.
Sitter Profile Image: Zulma G.
Verified Enhanced Background Check
Zulma G.
from
$40
per night
4.9 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Cimton, MD, 20735

I cannot say enough wonderful things about Zulma. From the moment I walked into her house she made me feel completely at ease about leaving my dogs in her care. She asked thoughtful questions about their routines and treated them as if they were her own. Throughout my time away, she provided regular photos and videos, that brought me so much peace of mind. It was clear they were happy, well cared for and completely comfortable with her. I was able to actually enjoy my trip knowing they were in capable hands. If you’re looking for someone trustworthy, responsible, and generally caring I will highly recommend Zulma. I’m so grateful to have found her.

Profile image
Alison F.
Sitter Profile Image: Kiyanna B.
Verified Enhanced Background Check
Kiyanna B.
from
$50
per night
4.7 out of 5 stars
79 reviews
30 repeat clients
10 years of experience
Upper marlboro, MD, 20772

My puppy loved Kiyanna from the moment he stepped foot in her place. Wonderful, warm personality and sent me just enough updates so I didn’t miss him too much. When she’s available during our travel she will be his home away from home. ?

Profile image
Erin C.
Sitter Profile Image: Toni W.
Verified Enhanced Background Check
Toni W.
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
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’

Profile image
Preda M.
Sitter Profile Image: Vanessa & Giovanni G.
Verified Enhanced Background Check
Vanessa & Giovanni G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
63 reviews
30 repeat clients
25 years of experience
Brandywine, MD, 20613

My pup Luna loved her time with Vanessa and Gio. They are super responsive and provide great updates. Definitely would want Luna to stay with them again!

Profile image
Helina G.
Sitter Profile Image: Roxsand D.
Verified Enhanced Background Check
Roxsand D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
10 years of experience
Clinton, MD, 20735

Roxsand was wonderful from start to finish! She accepted my request for weekend boarding and immediately made me feel comfortable. When I met her and her pups, it truly felt like a house full of fun and love. We did a meet and greet beforehand, and she explained scheduling and routines. She even offered daycare prior to the boarding so my little guy could get familiar, which I really appreciated. She took the time to ask thoughtful questions about my dog and his routine. I mentioned that my baby usually sleeps with me, and she was more than willing to let him sleep in her room—something that meant a lot to me. During the stay, Roxsand kept me updated with plenty of messages and photos, and she was always responsive and reassuring whenever I had my little anxious questions, or comments, hehehe. It was also comforting knowing my pup had her adorable dogs and family members to play with and keep him company. I’m so grateful for the care she provided and would absolutely book with Roxsand again.

Profile image
m a.
Sitter Profile Image: Aaron & Tia M.
Verified Enhanced Background Check
Aaron & Tia M.
from
$40
per night
5.0 out of 5 stars
2 reviews
40 years of experience
Clinton, MD, 20735

“Aaron and Tia were an absolute blessing to my family! They provided truly 5-star service from start to finish. Their communication was excellent, and they were always quick to respond while I was inquiring about their services, which gave me complete peace of mind. They took such great care of our dog that I even referred another family member’s dog to them, and they cared for both dogs during the same time period. Going forward, Aaron and Tia will be our family’s go-to dog sitters, and I will happily recommend them to friends and family. Thank you both for the exceptional care and professionalism!”

Profile image
Brian C.
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
345 reviews
100 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Always s great experience for the dogs when they stay with Kelly & Maurice, my dogs never come home stressed out or with anxiety. The pictures taken they always look happy and content, especially Recci she loves their daughter, have the biggest smile on her face every time. This is why I will be a returning customer for this sitter indeed, Thank you,

Profile image
Joann S.
Sitter Profile Image: Dasia J.
Verified Enhanced Background Check
Dasia J.
from
$55
per night
5.0 out of 5 stars
8 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.

Profile image
Monique G.
Sitter Profile Image: Sereniti W.
Verified Enhanced Background Check
Sereniti W.
Star Sitter
from
$48
per night
5.0 out of 5 stars
91 reviews
35 repeat clients
3 years of experience
Clinton, MD, 20735

Sereniti was great for my pup. I will book with her again.

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

Ashley kept my fur baby for 1 day and night. I am super pleased with how she and her boys cared for my dog. She sent pics and I could tell he was enjoying his stay even though he's a true Momma's boy. I would recommend and use Ashley's services again. She is very polite and professional.

Profile image
Layona M.
Sitter Profile Image: Latoya B.
Verified Background Check
Latoya B.
from
$50
per night
5.0 out of 5 stars
19 reviews
13 repeat clients
10 years of experience
Clinton, MD, 20735

Great stay! Latoya took great care of my dog. We visited before his stay to introduce him to her and her pets. She kept me updated on his day to day happenings & sent pics daily. Latoya even gave my dog meds since he was recovering from a dental visit. He had a great visit!

Profile image
Tammy M.
Sitter Profile Image: Carlton M.
Verified Enhanced Background Check
Carlton M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

Carlton took such good care of my dog and sent amazing pictures which made us feel like we were right there with them. Would definitely use him again.

Profile image
lajuan g.
Sitter Profile Image: Rubi D.
Verified Enhanced Background Check
Rubi D.
from
$60
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

Rubi won Bentley over in no time, which is a feat worthy of applause given my Yorkie's flair for the dramatic. Her warmth and attentiveness shone through, as evidenced by the barrage of photos and videos she sent, capturing Bentley's grand weekend adventures with her puppy, their outdoor escapades, and some quality lounge time at her place. I wholeheartedly recommend Rubi's pet-sitting prowess and am already planning our next booking. Bentley's tail hasn't stopped wagging in anticipation!

Profile image
Patrice C.
Sitter Profile Image: Inde S.
Verified Enhanced Background Check
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: Branden G.
Verified Enhanced Background Check
Branden G.
from
$50
per night
4.9 out of 5 stars
219 reviews
104 repeat clients
12 years of experience
Upper Marlboro, MD, 20772

As always, Branden did a wonderful job with my dog. Sage is older and has a new medical condition, so I was naturally a little nervous about leaving her. Branden was incredibly attentive—carefully monitoring her symptoms, making sure she received her medications on time, and keeping me updated on how she was doing. He even gave her a bath after noticing snow melt on her paws from their walk, which I really appreciated. I always feel at ease leaving Sage because I know she’s in caring, capable hands. Highly recommend!

Profile image
Jacqueline E.
1 / 1
View more sitters

Over 89
pet parents in Cheltenham have booked dog boarding

Cheltenham dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Lindsay was absolutely outstanding with our two dogs, Maui and Gunner. From day one, she gave us complete confidence that they were in great hands. She sent daily photos and videos, which made a huge difference and let us see how happy, relaxed, and genuinely engaged they were throughout their stay. It was obvious our dogs weren’t just being ‘watched’—they were being cared for. Lindsay has a wonderful property with plenty of space for them to run, explore, and play, and it was clear they were having an amazing time. Her daughter also seemed to genuinely enjoy spending time with them, which added an extra level of warmth and attention

Profile image
Brad G.
Boarding
5.0 out of 5 stars

Kiyanna was very nice and took care of my girl. I had a nice mini vacation with no worries. She will definitely be back!

Profile image
Kendra C.
Boarding
5.0 out of 5 stars

Another great stay! This time much longer! Toni was absolutely amazing with my fur baby, Sunny. The communication and pictures sent throughout his stay gave me peace of mind while on vacation. I would rebook again and again without a doubt.

Profile image
LaTricia S.
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.

Profile image
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.

Profile image
Shaquia C.
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.

Profile image
Lauren P.
Boarding
1 / 1
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 Jun 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 $33 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 Jun 2026, 5,560 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 5,560 dog boarding sitters in Cheltenham on Rover, so you’re sure to find the perfect match for your dog! In Cheltenham, 95% of sitters offer daily exercise, 95% offer medication administration, and 87% 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.