Dog Boarding Cheltenham

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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: Monica L.
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Monica L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
112 reviews
28 repeat clients
14 years of experience
Cheltenham, MD, 20623

This was a first sitting with Monica but won’t be the last. She sent pictures throughout the day to keep me updated and my pup came out tail wagging and happy and that’s what it’s all about. We will certainly see her again soon!

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Shay S.
Sitter Profile Image: Lindsay H.
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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!

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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
5 reviews
2 repeat clients
40 years of experience
Clinton, MD, 20735

Ace seems to have enjoyed his stay!

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Elizabeth W.
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
63 reviews
30 repeat clients
25 years of experience
Brandywine, MD, 20613

Loki's stay with Giovanni & Vanessa was beyond what we could imagine. We truly enjoyed getting to know them during our meet and greet and seeing how Loki connected with them. Loki was spoiled with love, attention and bits of training. We recieved daily updates of Loki and we really enjoyed the videos. We would definitely book with them again as it was obvious Loki had lots of fun and felt comfortable with them. Thanks so much Giovanni & Vanessa you guys are awesome!

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Jakie M.
Sitter Profile Image: Zulma G.
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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.

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Alison 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
763 reviews
187 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

Thank you so much for watching Casio and Koa! We really appreciate the extra care given for Casio’s eye injury. As always, we know our pups are in great hands and have fun playing with old and new friends!

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Ashley E.
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
349 reviews
104 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Great dog sitter, I’m sure Zoey had a blast with your girls as well! I felt comfortable leaving my dog here. I’ll definitely be using your services again, thank you very much!

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Lauren
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 great with boarding my two dogs and she took them at last minute because my first boarder cancelled on me. I will definitely use her again. 😊

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Carmen M.
Sitter Profile Image: Dasia J.
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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.

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Jennifer C.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
8 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 ⭐️

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Tyra H.
Sitter Profile Image: Ashley B.
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Ashley B.
from
$50
per night
4.9 out of 5 stars
52 reviews
29 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

Ashley was a Godsend for me and my Bella. From the beginning (meet and greet), Bella was very comfortable with Ashley. She took to her and this is not easy for her because she has never been away from us. Ashley took great care of her and sent updates and pictures often. This helped to ease some of the anxiety of leaving her. In fact, Bella loved her so much that she did not want to leave during the pick-up. We will definitely book again.

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Melanie B.
Sitter Profile Image: Kiyanna B.
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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

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. ?

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Erin C.
Sitter Profile Image: Branden G.
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Branden G.
from
$50
per night
4.9 out of 5 stars
222 reviews
107 repeat clients
12 years of experience
Upper Marlboro, MD, 20772

My dog is 10 and has never stayed away from home. So it was a test. But Branden’s patience was bar none. He kept me informed of what was going on. He was accommodating with all of Tony’s needs. I strongly recommend him and I will definitely take Tony back to stay with Branden.

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Linda J.
Sitter Profile Image: Latoya B.
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Latoya B.
from
$50
per night
5.0 out of 5 stars
20 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!

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

Carlton was great! He was very untuned to Georgie’s eating and drinking consumption. He immediately notified me about his concerns. Georgie appeared relaxed and happy at the end of his stay. I will definitely request Carlton’s service again.

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Andrea C.
Sitter Profile Image: MELONIE M.
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MELONIE M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 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: Sereniti W.
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Sereniti W.
Star Sitter
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!

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David L.
Sitter Profile Image: Rubi D.
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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 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: Corey B.
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Corey B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 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!

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Jessice M.
Sitter Profile Image: Marla C.
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Marla C.
from
$45
per night
4.4 out of 5 stars
8 reviews
5 repeat clients
2 years of experience
District Heights, MD, 20747

Marla was great! Bella seemed very happy when I picked her up, and I could tell Bella liked Marla and her chihuahua right away during drop off. Booking again!

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Ashley 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

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

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!

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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

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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!

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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.

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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
1 / 1
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    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

Sitters in Cheltenham average 11
repeat dog boarding clients

FAQs for Dog 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.

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