Dog Boarding Cheltenham

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Over 86
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.

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Sitter Profile Image: Aaron & Tia M.
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Aaron & Tia M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 49 reviews
21 repeat clients
40 years of experience
Clinton, MD, 20735

“Needed last minute care for the July 4th holiday and found Aaron and Tia! Very accomodating and happy i chose them! I was worried Howie would get anxious but the daily photos and videos assured me he was well cared for and happy! Thank you so much!”

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Christine K.
Sitter Profile Image: Kiyanna B.
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Kiyanna B.
from
$50
per night
4.7 out of 5 stars
• 80 reviews
31 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: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 384 reviews
118 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

“This family is such a blessing! My Mocha puppy always enjoys her stays. I’m always at ease with knowing my baby is well cared for and loved! You will not be disappointed!!!”

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Cherinor F.
Sitter Profile Image: Roxsand D.
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Roxsand D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
6 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: Brian K.
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Brian K.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 215 reviews
67 repeat clients
16 years of experience
Fort Washington, MD, 20744

“My dogs had a great time staying with Brian! He provided me with daily updates with a photo or video included, which was much appreciated! My boys were well taken care of which made my business trip much easier! I would not hesitate to use Brian again.”

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Meaghan N.
Sitter Profile Image: Bryana D.
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Bryana D.
from
$55
per night
5.0 out of 5 stars
• 33 reviews
10 repeat clients
15 years of experience
Clinton, MD, 20735

“Bryana is superb! I would recommend her to any and everyone looking for someone reliable, calm, communicative, and a pleasure to have around your pet!”

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Chyna M.
Sitter Profile Image: MELONIE M.
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MELONIE M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
16 years of experience
FORT WASHINGTON, MD, 20744

“Very reliable. Melonie did outstanding in caring for Fitz. She made sure i see pictures daily. She became a 2nd Mom to Fitz; no adjustment needed when we dropped him off and he was happy and content when we picked him up. He’s normally anxious in change of environment but he really felt a home with Melonie and her household. No issues at all in our previous and current visits.”

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Cris B.
Sitter Profile Image: Sabrina V.
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Sabrina V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 126 reviews
46 repeat clients
50 years of experience
Upper Marlboro, MD, 20774

“Sabrina is the best!! She takes care of Kuma like he is her own. Kuma LOVES to spend time with her. When I’m away from him I never have to worry.”

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Channell F.
Sitter Profile Image: Rubi D.
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Rubi D.
from
$55
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Rubi and Martha were AMAZING with our puppy, Cooper! We were away for the weekend and they were so communicative! My boyfriend and I LOVED receiving all pictures and videos. It made us feel so much comfort knowing he was having the best time with Rubi, Martha and their pups! We would 100% recommend their services to anyone and will definitely be using them again! Super grateful we found them and they took care of our baby!”

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Jackie V.
Sitter Profile Image: Brittany L.
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Brittany L.
from
$30
per night
5 years of experience
Brandywine, MD, 20613

About: I have had my baby Dakota for 6 years, ever since she was a pup! I have seen all stages and loved her through them all. I would love to provide that same love to your baby when you are not around! After having Dakota, I definitely understand the term “a dog is a man’s best friend”. She has loved me through so many stages of life and helped me overcome a lot. I cherish her presence and company like no other. I would love to care for your baby as if they were my own while you are in need of time away. I work a 9-5. I will care for your pet in the morning before I leave and as soon as I return home. Then take them to the park to have a fun time and socialize. I live in a single family home. I will ensure your baby is cared for and receiving their exercise. For example, walks, activities outside, or even allowing them to frolic outside.

Sitter Profile Image: Tanita & Terrence B.
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Tanita & Terrence B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 210 reviews
81 repeat clients
16 years of experience
Waldorf, MD, 20603

“Tanita and Terrence were amazing sitter for our dog Ace while we were away. They updated us with pictures and videos and were always prompt with their response. I would definitely recommend and use their services again.”

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Alicia C.
Sitter Profile Image: Eli R.
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Eli R.
from
$28
per night
4.7 out of 5 stars
• 3 reviews
1 repeat client
19 years of experience
Fort Washington, MD, 20744

“Eli was amazing! He helped us out with a very last-minute sitting request, and we’re so grateful. He was incredibly kind and caring with our dog, proactively communicated throughout the stay, and sent us lots of photos. It gave us such peace of mind knowing our dog was in such good hands. We highly recommend Eli and would absolutely book with him again!”

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Alicia R.
Sitter Profile Image: Lilian u.
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Lilian u.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 167 reviews
69 repeat clients
6 years of experience
Waldorf, MD, 20602

“Lilian was very professional and courteous with me and my puppy as it was her first time away! She was also as nurturing and loving as I would have been which made me feel at ease. I loved all of the regular updates and pics. The whole petsitting process a 5 star experience for sure! Highly recommend to any pet parent!!”

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Toya R.
Sitter Profile Image: Nipun S.
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Nipun S.
from
$38
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
upper marlboro, MD, 20772

“Nipun was an incredible caregiver for my two pups. She was very communicative and sent pictures and videos of their stay and kept me updated. They had an amazing time and were well cared for! I’m very grateful to her!”

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Cheyenne K.
Sitter Profile Image: Taylor & Lynnett B.
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Taylor & Lynnett B.
from
$55
per night
5.0 out of 5 stars
• 86 reviews
23 repeat clients
9 years of experience
Waldorf, MD, 20601

“Taylor was wonderful as always! I’ve left my fur baby with her and her mom on several occasions and I have been pleased every time! I can tell from the photos and videos Taylor sends to me, my Sweetie had a ball! I can highly recommend Taylor! Your fur baby is safe with her!”

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Monica F.
Sitter Profile Image: Max & Na L.
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Max & Na L.
from
$60
per night
4.9 out of 5 stars
• 99 reviews
49 repeat clients
5 years of experience
Fort Washington, MD, 20744

“Another great stay with Max! Sammy always comes back so happy ☺️ Max is great about sending updates on how Sammy is doing. We will definitely contact Max in the future for other sitting needs!”

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A B.
Sitter Profile Image: Mady H.
Verified Enhanced Background Check
Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
28 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady was excellent as always! She took great care of Kiko and sent us tons of photos of their adventures! We will definitely use her services again!”

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Hannah K.
Sitter Profile Image: Elizabeth S.
Verified Enhanced Background Check
Elizabeth S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 50 reviews
15 repeat clients
13 years of experience
Potomac West, Alexandria, VA, 22301

“Elizabeth was wonderful! Super communicative, sent lots of pictures, and was proactive about making sure our dog was as comfortable as possible during her stay. It was clear that she is knowledgable and experienced in caring for all kinds of dogs.”

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Emily M.
Sitter Profile Image: Diego & Natalia S.
Verified Enhanced Background Check
Diego & Natalia S.
from
$60
per night
5.0 out of 5 stars
• 101 reviews
34 repeat clients
20 years of experience
Anacostia, Washington, DC, 20019

“I can’t thank Diego enough for the incredible care he provided for my dog, Zulu, especially after his recent surgery. Diego went above and beyond—making sure Zulu took all his medications on time, preventing him from licking his wound, and giving him the special attention he needed during the healing process. It gave me such peace of mind knowing Zulu was in such capable and compassionate hands. Diego is truly my go-to for both boarding and daycare whenever he’s available. His level of attentiveness, reliability, and genuine care makes all the difference. See you in August!”

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Germaine J.
Sitter Profile Image: Kim L.
Verified Enhanced Background Check
Kim L.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
35 years of experience
Clinton, MD, 20735

“Kim was the perfect person for the job! She treated Beast like family and kindly sent updates and pictures ❤️ She really is the best and I could not be more grateful!!”

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Rachel R.
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The median cost per night for dog boarding in Cheltenham is $52

Dog parents share their Rover experiences - Cheltenham

1 / 1
5.0 out of 5 stars

This was Brownie's first long stay with Monica in the beginning, it took time for him to get use to her, but things changed and it worked out for the both of them. I will use her again she is great!

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Regina J.
Boarding
5.0 out of 5 stars

Lindsay took wonderful care of Molly during her 17-night stay! She sent pictures while we were away and thoughtfully checked with us before offering Molly peanut butter on a lick mat. She even sent Molly home with a fresh bag of Bocce’s cookies, which was such a sweet touch. We really appreciated her communication and the personal attention she gave Molly. Thank you, Lindsay!

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Denise L.
Boarding
5.0 out of 5 stars

I can always be confident that Prince is well taken care and happy when he’s with Rubi. She does a great job.

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Yolanda M.
Boarding
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.

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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.

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Ronnie B.
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.

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LaTricia S.
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
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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.

How to book dog boarding

  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 Dog Boarding - Cheltenham

Frequently asked questions about Rover

The average cost of Dog Boarding in Cheltenham is $53 per night as of November 2026. Most bookings cost between $39 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 6,755 sitters on Rover offering Dog Boarding across Cheltenham. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

94% of sitters in Cheltenham can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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.

Yes, you can find sitters who have experience with handling special pet needs in Cheltenham. On Rover:

  • 86% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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