Dog Boarding Cheltenham

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Over 405
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: Lindsay H.
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Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
41 reviews
10 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!

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Chanee L. W.
Sitter Profile Image: Aaron & Tia M.
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Aaron & Tia M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
40 years of experience
Clinton, MD, 20735

Aaron and Tia are hands down the best ever. They are super friendly loves dogs and I can’t even thank them enough how they have helped me in last minute dog sitting but just the care they show with my dog. Trust me if you are looking for a sitter that just loves animals Aaron and Tia are your people this is my second time and they are 10 ⭐️⭐️⭐️⭐️⭐️⭐️⭐️ You won't go wrong

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Andre P.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
116 reviews
28 repeat clients
14 years of experience
Cheltenham, MD, 20623

As a repeat customer, I completely feel comfortable leaving my baby with Monica. She keeps me informed about every single detail while I'm away and sends a cute detailed "report card" every evening. Thank you, Monica! I truly appreciate you.

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Gabrielle F.
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
795 reviews
191 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

I had such a great experience with Team Hopkins! From the moment we booked, they were incredibly responsive and made me feel confident that my dog was in good hands. Throughout the day, I received multiple updates with clear, adorable photos that showed my pup happy, relaxed, and well taken care of. What really stood out was how attentive and thoughtful Team Hopkins was. They noticed his habits, made sure he was comfortable, and even asked questions to ensure his routine stayed consistent. Communication was always prompt and professional, and I never had to wonder how things were going. I would absolutely book again. If you're looking for someone who treats your pet like their own, look no further. Highly recommend!

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Theresa M.
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 is GREAT! This was Phoenix's second stay. Kiyanna was very accommodating during a last minute request and Phoenix had a wonderful time. The pictures I received were priceless. I will definately use her again.

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Monique M.
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
360 reviews
108 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Kelly and Maurice are amazing!! They took such great care of our mini Goldendoodle while we were away. From the moment we met them, we felt confident that our pup was in good hands. They provided consistent updates, pictures, and videos, which gave us so much peace of mind. Our dog came home happy, relaxed, and clearly well-loved. They followed all of our instructions and even went above and beyond to make sure our pup felt at home. We’re so grateful to have found someone so trustworthy and caring. We will absolutely be booking with them again!

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Lailynn R.
Sitter Profile Image: Zulma G.
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Zulma G.
from
$40
per night
4.9 out of 5 stars
16 reviews
8 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.

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Alison F.
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
73 reviews
31 repeat clients
25 years of experience
Brandywine, MD, 20613

I truly enjoyed my experience with Gio and Vanessa. They scheduled a meet-and-greet before the actual dog-sitting weekend, and from the very first meeting everything was straightforward and well organized. We went on a walk with Zuko, and Gio walked me through the steps that he and Vanessa take during the stay. Everything was very thorough, and I didn't feel rushed I was able to ask all my questions comfortably. Drop-off for the weekend was super easy. Zuko was already familiar with Gio, and I brought along all the things that help him feel comfortable and at home. I really appreciated that right after drop-off, Gio took Zuko on a walk around the neighborhood to help him get familiar with the surroundings and reduce anxiety. I thought that was a great strategy, and it definitely helped Zuko ease into his stay. Throughout the weekend, they kept me updated with pictures and progress updates, which I really appreciated. I had mentioned that Zuko is usually very calm during the day, and based on the updates and how pickup went, everything matched perfectly. Pickup was just as easy. I pulled up, Zuko happily jumped into the car, and he was clearly comfortable and happy with Gio as well. Overall, this was a very easy and positive experience. I appreciate them accommodating a last-minute booking. Thank you both!

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Kanela K.
Sitter Profile Image: Roxsand D.
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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.

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m a.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
13 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.
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Sereniti W.
from
$48
per night
5.0 out of 5 stars
94 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!

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David L.
Sitter Profile Image: Rushaun S.
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Rushaun S.
from
$50
per night
13 years of experience
Cheltenham, MD, 20623

About: I work at a veterinary emergency hospital, giving me hands-on experience caring for pets with a variety of needs. I’m dependable, patient, and attentive to every pet’s routine. Whether it’s puppy care, senior care, medication, or simply providing love and companionship, I treat every pet like my own. I’m currently working full time so my schedule only allows me to pet sit Friday-Sunday and also holidays. Why not do what I love even when I’m off? I have a fenced in yard and 2 pet friendly dogs myself. I also have an open area for the dogs to feel comfortable when in doors.

Sitter Profile Image: Corey B.
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Corey B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
2 years of experience
Upper Marlboro, MD, 20772

Corey is a great resource on Rover! He took our request last minute and was really courteous, attentive, and professional. He kept us updated while we were away with messages and pictures everyday. We will definitely be using Corey's services again.

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Sharpe F.
Sitter Profile Image: Chelsea B.
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Chelsea B.
from
$45
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.

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Carol B.
Sitter Profile Image: Lauren H.
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Lauren H.
from
$60
per night
5.0 out of 5 stars
60 reviews
19 repeat clients
16 years of experience
Clinton, MD, 20735

Addie has stayed with Lauren before, and she enjoyed her stay this time overnight as well! She had a bath there, and her coat is so shiny and clean. We’re impressed with Lauren, and feel completely comfortable leaving Addie with her. We will be using Lauren again. Thank you!

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Maria C.
Sitter Profile Image: Ashley B.
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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

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: MELONIE M.
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MELONIE M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
14 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.

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Cris B.
Sitter Profile Image: Brian K.
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Brian K.
Star Sitter
from
$52
per night
5.0 out of 5 stars
213 reviews
67 repeat clients
16 years of experience
Fort Washington, MD, 20744

Brian and Carly are the BEST of the BEST! They are kind, competent, and genuine dog lovers. This trip was the longest I have been away from my beagle and I felt like she was with trusted friends. I didn’t have a single concern that she was getting anything but top notch care and love. Great communication and multiple daily photos! Brian and Carly worked through a last minute schedule change with me, and I am grateful for their flexibility. I absolutely recommend them to anyone looking for top quality care for their dog!

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Jenelle P.
Sitter Profile Image: Dasia J.
Verified Enhanced Background Check
Dasia J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
10 reviews
3 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.

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Jennifer C.
Sitter Profile Image: Rubi D.
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Rubi D.
from
$60
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

Rubi and Martha are so wonderful with my shy pup Junior! He has some medical needs and needs patience and warmth to loosen up in new situations, but they didn’t miss a beat and he was at home with them in no time. He loves his time with Rubi, Martha (and his new buddy Oddie) and we are lucky to have them.

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Avery S.
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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

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

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

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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.

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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.

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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.

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Lauren P.
Boarding
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Popular requests for dog boarding - Cheltenham

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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 August 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 August 2026, there are 6,700 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.

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