Dog Boarding Cheltenham

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

Pick up
Search

Over 401
pet parents in Cheltenham have booked dog boarding

Cheltenham, Find top rated dog boarding

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

My family and I travel separately because we had not found the right sitter for our babies. We will never look any further, because Lindsey and her family treated my babies as if they were theirs. How do I know? They were full of smiles each time she sent us a picture of them, while we were away. We are now planning trips for the future, because Devin & Louie have another place to call home when we are away. Thank you so much. We look forward to future visits!

Profile image
Chanee L. W.
Sitter Profile Image: Monica L.
Verified Enhanced Background Check
Monica L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
114 reviews
28 repeat clients
14 years of experience
Cheltenham, MD, 20623

I couldn’t be happier with the care my dog received while staying with Monica. Having a virtual meeting was ideal for us to get to know Monica and for her to learn more about Bentley. This helped solidify that I made the right decision. From the moment I dropped Bentley off, I felt confident that he was in great hands. Throughout Bentley’s stay, I received updates and photos, which gave me peace of mind. It was clear he were getting plenty of exercise, socialization, and love. When I picked him up, he was happy and had obviously been well cared for. I highly recommend Monica to anyone looking for a reliable and loving place to board their dog. I will definitely be bringing Bentley back in the future!

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

Aaron and Tia will forever be my go to person for pet-sitting. I have a 4 month old French bulldog and he seems to be at home with them and I love how they communicate and send videos and pictures of my fur baby while I'm away. They definitely are educated about pets and what is needed, because they educated me about how to train my puppy. They are very welcoming and family/pet oriented.

Profile image
Lenese B.
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
773 reviews
188 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

This was our first Rover experience and Lynette & Vincent were great! We received updates throughout each day, and our pup got lots and lots of love! Thank you for taking such good care of her. We’ll definitely book with them again.

Profile image
Roni H.
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
67 reviews
31 repeat clients
25 years of experience
Brandywine, MD, 20613

We left our two dogs with Gio and Vanessa for 5 days and couldn’t have been happier with the experience. Gio sent daily video updates during walks to let us know how things were going and it was obvious how much he enjoyed having them around. Not to mention they were willing to work with us on extremely short notice immediately after returning from their own family vacation. We’re very grateful and won’t hesitate to book again next time we need a sitter.

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

Zulma took such great care of my two Shitzus Louie & Zoey. I got regular photo/video updates which I really appreciated. She asked for permission, which I gave, to bathe them, they were most likely smelly due to the weather. Can I tell you when we picked them up they were so silky, shiney and soft! Even more so than when they come from the groomers. I really must ask her what is the product she used! We will most definitely book her again!

Profile image
Terri P.
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
354 reviews
107 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

My pup always has a great time. I never have to worry because I know he’s well taken care of and he loves it there. We have had 3 visits so far and look forward to our next one.

Profile image
Tiffanie T.
Sitter Profile Image: Kimberly B.
Verified Enhanced Background Check
Kimberly B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
7 years of experience
Clinton, MD, 20735

As tempting as it is to gatekeep Miss Kimberly..CAN’T DO IT SHE IS AMAZING! After my Rover sitter canceled on me last minute, I was scrambling to find a good quality sitter for Roman. Immediately I was welcomed with open arms by Miss Kimberly. She really made it feel like a family member was taking care of my dog. She is very attentive, kept me updated daily multiple times a day, and was very thorough with explaining to me every detail of what his experience will be while he stayed with her & safety precautions she takes. They have a beautiful yard and plenty of space in their home for my house hippo. Roman immediately bonded with her husband too, who was also very welcoming and kind. She has bumped up to my #1 Rover sitter ⭐️

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

Kiyanna was great with my fur baby. I had a family emergency and she worked with me to keep my fur baby safe until I was able to come get her.

Profile image
Chonell F.
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
5 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: Lauren H.
Verified Enhanced Background Check
Lauren H.
from
$60
per night
5.0 out of 5 stars
58 reviews
19 repeat clients
16 years of experience
Clinton, MD, 20735

Lauren was absolutely amazing! She noticed that my dog was showing signs of a health issue and didn't hesitate to take him to emergency care. He ended up needing surgery and when the vet offered the option of letting him go home or keeping him at the vet as he recovered Lauren let us know that she was comfortable and capable of taking care of him afterwards (saving me thousands of dollars). When he showed complications after surgery she took him once again to get him help. Even the vet was impressed with how well he was being cared for. Lauren was literally a life savor. I was very stressed not being able to be there with my dog throughout all of this but was greatly comforted by the fact that I knew he was in capable and caring hands.

Profile image
Jennifer M.
Sitter Profile Image: MELONIE M.
Verified Enhanced Background Check
MELONIE M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
FORT WASHINGTON, MD, 20744

Fitz had a wonderful time with Melonie. We found a 2nd home for him and i will truly have a more enjoyable trip knowing Fitz is staying with a wonderful family.

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

Latoya was extremely nice and took care of my dog like he was her own. She communicated with me daily and sent pictures to keep me up to date on how he is was doing.

Profile image
Brittney 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

Chelsea took great care of Bailey. I was able to travel and not worry about him while we were away. I will definitely use her services again.

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

Omg! Let me start by saying thanks Ashley I really appreciate her taking my pup gabriella she and her family did an amazing job with her. I would recommend her in a heartbeat. She was very transparent and extremely professional ? you want a sitter that genuinely care about dogs she's definitely the one to reach out too! You can certainly rely on her her work ethic and extreme passion for dogs definitely shows from the time you drop your dog off til the time you pick them up I will definitely positively use her again with out a doubt? again thanks so much Ashley to you and your son's. I really appreciated your time and the assurance that gabriella would be fine? definitely will use you again it was like a home away from home. Her rates are extremely reasonable.

Profile image
Victor c.
Sitter Profile Image: Sereniti W.
Verified Enhanced Background Check
Sereniti W.
from
$48
per night
5.0 out of 5 stars
93 reviews
38 repeat clients
3 years of experience
Clinton, MD, 20735

Sereniti was great! She provided updates throughout my dog’s stay with her, and even took care when my dog became sick and had digestive issues. She even went out of her way to allow us to pick my dog up late at night to be able to bring her home. Thank you so much!

Profile image
David L.
Sitter Profile Image: Dasia J.
Verified Enhanced Background Check
Dasia J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Accokeek, MD, 20607

My girls enjoyed their stay. They came home happy and ready to go again. I highly appreciate Dasia keeping up with my senior's eye drops to include logging when she received them.

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

Mrs Sabrina is THEE Best!!!! I will choose her every time to watch my Cookie. When I drop my dog off, I have peace of mind of knowing that she’s in great hands.

Profile image
Carol G.
Sitter Profile Image: Donna & Brian G.
Verified Enhanced Background Check
Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
101 reviews
44 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

I felt comfortable during the booking process and while I was away. The questionnaire she sent set the tone, that let me know automatically that she cared and wanted to make a safe space for nova. they exceeded my expectations. Friendly, personable, communication was top tier and they were flexible. Nova seemed happy and I will be rebooking.

Profile image
Latoya W.
Sitter Profile Image: Corey B.
Verified Enhanced Background Check
Corey B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
26 reviews
4 repeat clients
2 years of experience
Upper Marlboro, MD, 20772

Corey is amazing. We used him for boarding services. He took very great care of Duchess and treated her has his own. He provided a status and pictures of her multiple times per day. I will definitely use his services again! Thank you so much Corey!

Profile image
Jessice M.
1 / 1
View more

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

Dog parents share their Rover experiences - Cheltenham

1 / 1
5.0 out of 5 stars

Kiyanna took excellent care of our pups, Eli and Yves. She was communicative by providing updates and concerns as needed. And not to mention patient 😊 She even prepared goodie bags for them at pick up. We highly recommend and will also rebook in the future.

Profile image
Keisha T.
Boarding
5.0 out of 5 stars

Tiger enjoyed his vacation with Ashley and the fam. I will continue to request them whenever I’m in need.

Profile image
Ronnie B.
Boarding
5.0 out of 5 stars

Excellent sitter. I always feel so comfortable when Prince is left with you. He settles right in. And I really appreciate the frequent updates. Thank you so much!

Profile image
Yolanda M.
Boarding
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

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

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

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Cheltenham

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Cheltenham average 11
repeat dog boarding clients

FAQs for Boarding - Cheltenham

Frequently asked questions about Rover

The average cost for Dog Boarding in Cheltenham on Rover is $49.95 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 6,739 sitters on Rover offering Dog Boarding across Cheltenham. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

94% of Cheltenham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Cheltenham landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Cheltenham home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Cheltenham.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Cheltenham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge