Dog Boarding Fairlee

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Fairlee, 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: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 574 reviews
264 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle really goes the extra mile for Annie. Our pup is really excited when she hears Michelle’s name and it’s time for a visit. That says it all. So grateful.”

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Lyn H.
Sitter Profile Image: Gisel D.
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Gisel D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 47 reviews
21 repeat clients
7 years of experience
Edgewood, MD, 21040

“We had another wonderful experience with Gisel and her family. Toby and Milo were so happy to see her again, which says everything about the comfort and trust they feel with her. We truly appreciate the attention, updates, and the warm environment she provides. Thank you again for taking such great care of our babies. We’re so grateful!”

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Yvonne B.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 83 reviews
34 repeat clients
15 years of experience
Severna Park, MD, 21146

“Carlie was amazing with our puppy Sadie. It was our first time leaving her with anyone and it went so well. Lots of love to our sweet puppy and she was happy all day. Carly shared lots of pics as well. Highly recommend!”

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Krista S.
Sitter Profile Image: Shuling J.
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Shuling J.
from
$45
per night
5.0 out of 5 stars
• 216 reviews
93 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling was amazing! She sent us pictures and videos the whole time and made it easier to be apart from our pup. Bailey had a great time playing with the host’s dog and family. Honestly, it looked like a summer camp for the doggies :) 100% recommend her and will use her services again. Jake and Ana”

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Jacob B.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21409

“Elena is confident, professional, and I felt secure while my dog was under her care. She asked the necessary prescreening questions to ensure it was a good fit- which I appreciated. There were plenty of long walks, beach trips, photo updates, and play time with Elena & family. Would highly recommend and will be looking to rebook in the future. Thank you Elena!”

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Cameron H.
Sitter Profile Image: Rich B.
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Rich B.
from
$40
per night
5.0 out of 5 stars
• 48 reviews
15 repeat clients
20 years of experience
Bayview Area, Baltimore, MD, 21224

“Rich is an amazing sitter! He was very nice and easy to talk to. He kept us updated and sent pictures of how our pup was doing. We were able to enjoy our vacation knowing that Luna was being taken care of. I would definitely recommend using Rich as a sitter!”

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Angie
Sitter Profile Image: Kellyn E.
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Kellyn E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 55 reviews
6 repeat clients
15 years of experience
Downtown, Baltimore, MD, 21201

“Fatty had the absolute best time staying with her family. He was showered with affection, got tons of cuddles, and even got treated to pup cups. He loved them so much and we are so happy he has an open invitation to return anytime. Highly recommend her to anyone looking for someone who will love their dog like family!”

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Lakita M.
Sitter Profile Image: Jeren C.
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Jeren C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 27 reviews
10 repeat clients
15 years of experience
Centreville, MD, 21617

“Jeren did an amazing job with my dog! She was even flexible with my pick up time when my flight got delayed. Would definitely recommend if your dog likes other dogs and is very shy like mine”

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Merci Y.
Sitter Profile Image: William L.
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William L.
from
$32
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Stoney Beach, MD, 21226

“William was great. Kept the dogs active and took them to the dog park everyday. Also sent pictures everyday. I highly recommend this sitter!”

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Jayme B.
Sitter Profile Image: Steph P.
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Steph P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 66 reviews
16 repeat clients
40 years of experience
Parkville, MD, 21234

“Steph is wonderful! She did a meet and greet with Oaklee and myself which is nice we knew where she was staying. She kept my mind at ease the entire time Oaklee was in her care by sending pictures and videos. Oaklee and me say thank you so much Steph! 100% would bring Oaklee back and use Steph!”

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Anthony F.
Sitter Profile Image: Shruti D.
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Shruti D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 52 reviews
17 repeat clients
7 years of experience
Federal Hill, Baltimore, MD, 21201

“My dog, Phoenix, was super happy staying with Shruti and her dog Hazel while I was away for two weeks. I would absolutely book with Shruti again!”

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Sindi C.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 95 reviews
43 repeat clients
30 years of experience
Parkville, MD, 21234

“Melissa was great with Lilly and very accommodating with our small change in the number of days that she was needed. She sent pictures so that I could see that my pup was getting along well with the other dogs that she had which I was worried about. It was clear that she loves dogs and had a good command of discipline them. I will use her again and recommend her to others. A big thank you!!”

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Tina H.
Sitter Profile Image: Peggy G.
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Peggy G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 76 reviews
28 repeat clients
20 years of experience
Pasadena, MD, 21122

“This was our first time using Rover and we were very nervous. Peggy was amazing! She was calm and gentle with the our dog. She consistently sent updates and pictures to let us know how she was doing. I would highly recommend Peggy to others. We look forward to using her again when needed.”

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Susan S.
Sitter Profile Image: Robin & Tyrone & Maritta A.
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Robin & Tyrone & Maritta A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 156 reviews
60 repeat clients
40 years of experience
Halethorpe, MD, 21227

“This was my first time using Rover for my grand pup, and I was nervous. But the moment I met Robin, her energy immediately put me at ease. She was incredibly responsive and even sent pictures and videos without me asking—she already knew what I needed! The best part? My grand pup ran right into her home like she had been there before. No hesitation at all. That’s when I knew I chose the right provider.”

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CHAMARA J.
Sitter Profile Image: Sarah & Peter L.
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Sarah & Peter L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
3 years of experience
Annapolis, MD, 21401

“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”

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Natalie K.
Sitter Profile Image: Shaun H.
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Shaun H.
Star Sitter
from
$35
per night
4.8 out of 5 stars
• 23 reviews
9 repeat clients
14 years of experience
baltimore, MD, 21225

“Charlie loved his stay! Shaun kept us up to date with how he was doing and even sent me pictures. I travel a lot and will definitely be rebooking!”

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Dana M.
Sitter Profile Image: Demetrius M.
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Demetrius M.
from
$44
per night
4.8 out of 5 stars
• 23 reviews
5 repeat clients
12 years of experience
West Baltimore, Baltimore, MD, 21230

“Great sitter! Funny guy, kept me updated with Ace throughout his stay & you could tell Ace really enjoyed his time there. Soon as i got him in the car, he started whimpering like he missed him already 😂 definitely glad i found someone he was comfortable with. Would definitely book again!”

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Aidan A.
Sitter Profile Image: Esi-Tawanda P.
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Esi-Tawanda P.
from
$55
per night
5.0 out of 5 stars
• 100 reviews
44 repeat clients
20 years of experience
Rosedale, MD, 21237

“Esi took such wonderful care of my dog. This was our first time leaving him with anyone except family and she provided pictures and feedback during his stay. We will be using her again for sure!!!!!”

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Mandi P.
Sitter Profile Image: Ian D.
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Ian D.
from
$38
per night
5.0 out of 5 stars
• 5 reviews
4 years of experience
Essex, MD, 21221

“Ian was great and watched my two dogs for several nights. He is very communicative and even shared pictures during their visit. This was a first time boarding both pups, but they seemed to have a great time with Ian and his family. Will absolutely book again!”

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David H.
Sitter Profile Image: Cecil J.
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Cecil J.
from
$50
per night
4.9 out of 5 stars
• 45 reviews
16 repeat clients
20 years of experience
Essex, MD, 21221

“Cecil was amazing he took great care of my dog. Plus my dog got to socialize with other dogs. Which can be difficult because he's a pittie. I'd highly recommend him if you need dog boarding”

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chad s.
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The median cost per night for dog boarding in Fairlee is $50

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 - Fairlee

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Fairlee average 12
repeat dog boarding clients

FAQs for Dog Boarding - Fairlee

Frequently asked questions about Rover

As of November 2026, there are 1,758 sitters on Rover offering Dog Boarding across Fairlee. 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.

95% of sitters in Fairlee 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 Fairlee 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 Fairlee.

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 Fairlee. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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 Fairlee 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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