Dog Boarding Westwoods

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Over 91
pet parents in Westwoods have booked dog boarding

Westwoods, 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: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
15 years of experience
Millsboro, DE, 19966

“Kelly G was amazing with Luna. She made Luna feel like she was at home with us and Luna didn’t miss a beat while we were gone. She did a tremendous job with everything overall. I would recommend Kelly G to anyone and everyone who needs a dog sitter. She sent plenty of updates and pictures and made our first time using a dog sitter a great overall experience. Thanks Kelly G”

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Sean P.
Sitter Profile Image: Samantha R.
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Samantha R.
from
$60
per night
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“Hands down one of the best sitters out there-period! Not only did Samantha agree to board my two dogs on short notice, she went above and beyond to care for one of them who unexpectedly obtained additional medical needs the night before my travel. What could have been an incredibly stressful (or non-existent) trip became one of the most stress-free trips due to Samantha’s care. I received daily updates (with photos/video) and I’ve never seen my dogs so happy away from home. She’s got a spacious fenced-in yard and a well-maintained area for the dogs to play and stay. I couldn’t be happier or more thankful for Samantha’s care. Book her now-you won’t find anyone better!”

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Christina B.
Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 29 reviews
7 repeat clients
6 years of experience
Georgetown, DE, 19947

“I cant say enough good things about the care, love and attention they bestowed upon our Mia. She was happy, and most definitely spoiled. Previously when we leave her she doesn't eat for days. Paige and Cameron made her feel comfortable and safe, she eat every day. We received consistent updates. Highly recommend and we are re-booking again.”

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Sherry S.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 95 reviews
26 repeat clients
40 years of experience
Milton, DE, 19968

“Ellie had the best stay and did not want to leave! Michele provided exceptional care, did a fantastic job communicating and sent adorable picture updates. We felt like she was staying with a close family friend.”

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Joseph T.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

“General Grant had a great time and was exhausted when he go mt home. .me and my husband felt very comfortable with Amy. We will be using her soon again..”

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Kim A.
Sitter Profile Image: Robert L.
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Robert L.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
9 years of experience
Ocean Pines, MD, 21811

“Bob was fantastic and his location is very convenient if you're staying in OC and can't bring your pup to your hotel. He sent lots of videos and photos throughout our stay, which we really appreciated, and he even gave our dog Lila some special gifts and treats. He was extremely responsive, caring, and accommodating. We'd book with him again if we're back in the area.”

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Matt S.
Sitter Profile Image: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 38 reviews
12 repeat clients
50 years of experience
Milton, DE, 19968

“My 2 girls were so happy with Sandee, i could not have asked for better care of my two spoilt pups! I am very grateful to Sandee for taking my girls for the afternoon, which freed us up to do the necessary things related to purchasing a home. I won't hesitate to go back to Sandee and trust her with my precious fur babies. Thank you Sandee!!!!”

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Zi K.
Sitter Profile Image: Denise S.
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Denise S.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
20 repeat clients
20 years of experience
Fruitland, MD, 21826

“Denise was awesome! This was my first time doing this and she did follow ups and plenty of pictures. Thank you so much for taking care of my baby!”

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Brandi T.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
9 years of experience
Delmar, MD, 21875

“Christina was awesome!! Super great with my maple & made it a friendly experience! I’d definitely recommend booking with her!!”

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Autumn B.
Sitter Profile Image: Ashley A.
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Ashley A.
from
$40
per night
12 years of experience
Snow Hill, MD, 21863

About: Ive taken care of dogs of different breeds and sizes since 11years old. I’ve had pets dropped off at my house to dog sit, I’ve gone to others houses for the weekend to dogsit family, friends and neighbors that have entrusted me with their pets. I’m currently working and doing online classes from home. So I have plenty of time to focus on the pup/dog. I work wells with schedules so I can work around the normal schedule you have your dog/pup at. I don’t have a fenced yard but I do have a yard, which I walk the dogs around town to get their walks in. I have 3 cats but depending on the dog they can stay on the 3rd floor. I also have a neutered male husky and a unspayed cattle dog mix (she’ll be fixed in a few months) we have 4 adults at the house as well. I’ll do onboarding , walks , and also checking in on them if you’re away.

Sitter Profile Image: Robert R.
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Robert R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 240 reviews
79 repeat clients
61 years of experience
Lewes, DE, 19958

“Our Zoli received such awesome care while with Bob and Susan, we were worried she’d be bored coming back with us!! Bob and Susan went above and beyond our expectations and we could see via daily pictures from Susan how happy Zoli was playing with the other pups at the house. I knew immediately upon speaking with both Bob and Susan prior to our trip that Zoli was going to the perfect place...and it truly was!! I highly recommend Susan & Bob!! We will always use them when traveling to the Rehoboth Beach area!!”

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Elsa E.
Sitter Profile Image: Lauren C.
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Lauren C.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Ocean View, DE, 19970

“Lauren did an excellent job taking care of Tuco. I really appreciated the multiple updates with videos and photos. Lauren and her husband could not have been nicer. Tuco is looking forward to his next sleepover!”

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James V.
Sitter Profile Image: Beth and Ron W.
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Beth and Ron W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 98 reviews
27 repeat clients
12 years of experience
Newark, MD, 21841

“We were first time Rover users and were very nervous. Beth and Ron sent updates and lots of pics, of both leisure time and play time (glad Sophie Belle had their two dogs as friends for the week). Sophie Belle was kept cool and comfortable, like a princess, during the heat wave, too! Thank you, Beth and Ron!”

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Terese C.
Sitter Profile Image: Debra H.
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Debra H.
from
$90
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
50 years of experience
Lewes, DE, 19958

“Debra was incredibly sweet. This was a last minute booking with the holidays 1-2 days away. Debra was incredibly responsive throughout he process. She took our dog on frequent walks, provided photos/videos and updates how he was doing. Simply put, we couldn’t have asked for more. We’d definitely recommend.”

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Biren J.
Sitter Profile Image: Lucia D.
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Lucia D.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Salisbury, MD, 21804

About: I have loved dogs my entire life, and grew up taking care of them from a young age. I have attended many dog training classes with my family dog, and understand that every dog has its own personality and needs. I’m experienced with daily walks, feeding schedules and administering simple medications, and play time. As a pet sitter I am dependable, responsible, and I pay attention to detail. I will treat your dog as if they are my own. I am currently a college student at Salisbury University so I have one to two classes in the morning and am free throughout the day to go for good walks, play time, and am available to do drop in visits. I also live in a house with a large fenced yard and I offer dog boarding. I provide safe, reliable dog care. I have reliable transportation and lots of available time during to the day to either come let your dog out for a good walk, or I also offer dog boarding at my own home that has no other pets and has a large fenced yard.

Sitter Profile Image: Marvina S.
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Marvina S.
from
$65
per night
5.0 out of 5 stars
• 98 reviews
32 repeat clients
15 years of experience
Lewes, DE, 19958

“It’s always so comforting to leave Riley with Marvina. She gives our Senior pup so much love and extra attention. We’re so thankful to have her as his sitter and friend.”

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Sue L.
Sitter Profile Image: Maria M.
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Maria M.
from
$70
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
Selbyville, DE, 19975

“Maria was amazing! Our dog had a wonderful time in her care, and we loved receiving regular photo updates throughout the stay. It really helped us feel connected and at ease while we were away.”

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Ivan P.
Sitter Profile Image: Nichole P.
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Nichole P.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Salisbury, MD, 21804

“Nichole took care of our Senior yet active dog for a night and whole day! Nichole updated us all the time and sent pictures on how our baby was doing. Will recommend her and definitely will book her again in the future!”

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Divina N.
Sitter Profile Image: William & Susan B.
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William & Susan B.
from
$55
per night
53 years of experience
Lewes, DE, 19958

About: We are a retired couple who have had dogs our whole lives and are excited to care for other furry friends. We have had 5 loved and well cared dogs in our lives. We lost our beloved Latte a few months ago and want to care for others furry friends We walk over two miles a day and would love to have a companion walk with us. We are home often and give give your dog lots of love, care, and exercise it needs! Each day we make sure every dog has a constant routine that makes them feel safe, happy and well fed. We will closely monitor your dog while they're staying with us.

Sitter Profile Image: Gabrielle P.
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Gabrielle P.
from
$70
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Lewes, DE, 19958

“Gabrielle was great! I had to book last-minute and she was able to take my reservation on short notice, and she was great with my dog. She took her on multiple walks over the stay and when I came to pick Bug up she was happy and well taken care of”

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Peyton M.
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The median cost per night for dog boarding in Westwoods is $55

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 - Westwoods

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Westwoods average 12
repeat dog boarding clients

FAQs for Dog Boarding - Westwoods

Frequently asked questions about Rover

The average cost of Dog Boarding in Westwoods is $67 per night as of November 2026. Most bookings cost between $64 and $89 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 160 sitters on Rover offering Dog Boarding across Westwoods. 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.

96% of sitters in Westwoods 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 Westwoods 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 Westwoods.

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 Westwoods. On Rover:

  • 92% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 96% 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 Westwoods 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 DE 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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