Dog Boarding Oakwood

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Over 350
pet parents in Oakwood have booked dog boarding

Oakwood, 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: Raye J.
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Raye J.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 223 reviews
98 repeat clients
7 years of experience
Oakwood, Richmond, VA, 23223

“Raye is the best! She was very responsive and kept me frequently updated. She took Hugo everywhere, the park, drive in cinema, on a hike. I think now I’ll have to level up my play game. Also, she was pretty flexible, my flight was canceled and that was very helpful.”

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Julieta P.
Sitter Profile Image: Michaela Z.
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Michaela Z.
from
$45
per night
5.0 out of 5 stars
• 30 reviews
15 repeat clients
5 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

“Michaela was AMAZING! So sweet and attentive to Violet, and sent lots of updates and pictures throughout the stay, which gave us so much peace of mind. She administered Violet’s medications and special food three times a day with no issues and made everything feel effortless. Michaela was also very easy to schedule with and super responsive with communication. We’re so grateful to have found her and will definitely be booking with her again!”

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Kayla E.
Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 288 reviews
92 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

“Matt is always our go-to sitter to watch our dog, Marlowe. He is reliable, communicates quickly and we know our dog is in fantastic hands. It our dogs home away from home.”

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Pamela & Paul H.
Sitter Profile Image: Jesse D.
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Jesse D.
from
$45
per night
5.0 out of 5 stars
• 64 reviews
18 repeat clients
32 years of experience
Henrico, VA, 23228

“My pup had a great time with Jesse and his dogs! He got lots of exercise and was a happy boy when we picked him up. Jesse has very prompt and helpful communication. Will book again!”

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Blair H.
Sitter Profile Image: Jonathan P.
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Jonathan P.
from
$40
per night
5.0 out of 5 stars
• 116 reviews
36 repeat clients
10 years of experience
Henrico, VA, 23231

“Jonathan was a great sitter, i appreciated the kindness and communication he provided. This was my dog’s first time being away from me and she did really really well. Thank you for sharing the videos and texts.”

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Miguel B.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

“Aaren and Jordon are practically family now. This is the second time they have watched my girl and they take the BEST care of her. They love on her, make sure she is getting fresh air, and even take her on outings. I almost hesitated to write this review because I don’t want yall to know how great they are and then start taking all to spots - just kidding! I can’t be selfish! Everyone deserves to feel the peace I feel when my pup stays with them ❤️.”

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Jessica F.
Sitter Profile Image: Donetta N.
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Donetta N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 72 reviews
14 repeat clients
10 years of experience
Richmond, VA, 23223

“Donetta was great with Graham! I was a little worried leaving him because I wasn’t sure how he would adjust being gone overnight without seeing me. However, she sent pictures and she gave updates on how he was doing. I was very pleased with her services. I highly recommend Donetta, you won’t be disappointed she’s great with dogs.”

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Ashley B.
Sitter Profile Image: Ayme Z.
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Ayme Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 614 reviews
178 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

“Ayme was great. She came highly recommended and for good reason. We felt very comfortable leaving our dog with her and knew he was in good hands. She was responsive and sent photos of our dog throughout the weekend. Would recommend!”

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Nadia S.
Sitter Profile Image: Mara F.
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Mara F.
from
$35
per night
7 years of experience
Highland Springs, VA, 23075

About: I believe pets deserve to feel just as loved, comfortable, and cared for while you’re away as they do at home. I’m attentive, dependable, and treat every pet like they’re part of the family. What sets me apart is the personal attention I give each pet. I take the time to learn their personality, routine, and individual needs, whether they’re a playful puppy, an energetic dog, a shy pet, or a senior who needs a little extra patience and care. I’m happy to keep up with feeding schedules, walks, playtime, medications, and all the little routines that help your pet feel comfortable. Communication is also important to me. I’ll keep you updated with photos and messages so you can relax knowing your pet is happy, safe, and getting plenty of love and attention. Pet care fits naturally into my daily routine, and I enjoy making time for animals throughout the day. I have a flexible schedule that allows me to give pets plenty of attention, including walks, playtime, feeding, potty breaks, and lots of cuddles. When caring for a pet, I make their routine a priority. I’m happy to follow their normal schedule and keep them comfortable in a familiar environment. I also make time for regular updates and photos so their owners know how they’re doing. Whether your pet is staying in my home or I’m caring for them in yours, I focus on making them feel safe, comfortable, and loved. In my home, pets get plenty of attention, playtime, walks, cuddles, and opportunities to relax. I’m happy to follow their normal feeding, walking, and bedtime routines so they feel as comfortable as possible while you’re away. When caring for pets in their own home, I respect their familiar environment and stick closely to their routine. I’ll make sure they’re fed, exercised, given plenty of attention, and have everything they need. I’m also comfortable caring for pets with different personalities and energy levels, including puppies and senior pets who may need extra patience and care. Most importantly, I treat every pet like they’re my own and keep their owner updated with photos and messages along the way.

Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

“Michelle was wonderful! Highly communicative and sent a bunch of pictures. Her pup was so friendly and welcoming to my pup. They had a blast together!”

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Holly E.
Sitter Profile Image: Hilary R.
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Hilary R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 221 reviews
76 repeat clients
20 years of experience
Reedy Creek, RICHMOND, VA, 23225

“Hilary and her family were great with Dallas! We are so thankful to have been able to place him in the care of a wonderful family while we traveled out of the area and celebrated our youngest daughter’s birthday ?”

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Marcea M.
Sitter Profile Image: Ryan W.
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Ryan W.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Church Hill North, Richmond, VA, 23223

About: I frequently dogsit for friends and family, and I've had my soul-dog for 5 years! She's a rescue shepherd-husky mix and has taught me SO much about training and caring for a smart, high-energy dog! She's entering her senior years and has slowed down a lot, which means I have more time in my day to care for other pups, whether it's a check-in, walk, or boarding in my home. I have a fenced front and back yard, and with my location in Church Hill, there are countless places to walk and explore. I currently work from home 95% of the time! The other 5% is a mix of working at coffee shops and going in to my work's coworking space, but I'm never away from home for more than 8 hours a day. My days are very flexible and I'm happy to work around you and your pup's schedule! I have a fenced front yard that is grassy and a shady, fenced back patio/yard that pups can run around in. I only take 1 boarding or day-care client at a time, so your dog gets my full attention (alongside my pup!). Your dog must be friendly around other dogs for boarding or day care.

Sitter Profile Image: Miguel A.
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Miguel A.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 50 reviews
15 repeat clients
7 years of experience
Henrico, VA, 23231

“Pretzel had a great time! She got lots of attention and playtime and came home and immediately went to sleep because she was so exhausted from all her fun.”

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David B.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
13 years of experience
Fulton, Richmond, VA, 23231

“My dogs are family to me, so I'm always nervous leaving them somewhere new. No worries needed though, Stacey was great! We had a meet and greet to ensure our dogs got along, and I was able to meet her at her home in advance to see where my dogs would be staying. She asked thoughtful questions about my dogs' needs and made sure I had peace of mind while I was on my trip. She has a fully fenced in yard which was great for my younger, high energy dog to run laps around the house and get her energy out. My dogs have a somewhat significant age range - one is 1.5 years old and the other is 8.5, and she was able to cater to both of their activity levels to make sure they had a fulfilling experience. We will definitely work with Stacey again the next time we need dog care!”

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Kim H.
Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$38
per night
5.0 out of 5 stars
• 82 reviews
22 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

“We were worried chewy wouldn’t want to come home! Ava and Ross are definitely dog whisperers. He had a great time and they sent lots of good photos. We felt he was in safe hands.”

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Melissa B.
Sitter Profile Image: Le'Quitta R.
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Le'Quitta R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 19 reviews
9 repeat clients
10 years of experience
Northern Barton Heights, Richmond, VA, 23222

“Above and beyond care for Princess! This sitter didn’t just watch our fur baby; they truly cared for her. Every detail was handled with so much compassion, and it showed in how calm and content Princess was when we returned. Our sweet Princess was treated like family. We received thoughtful updates and photos and videos that reassured us every day. Exceptional care for our sweet Princess. Reliable, kind, and very attentive. Knowing she was safe and happy gave us total peace of mind. An absolutely wonderful experience overall! She was punctual, communicative, and incredibly kind with our pet. It’s such a relief knowing your furry family member is in safe and loving hands. We will definitely book again. A wonderful experience from start to finish. Highly Recommend!!”

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Sanam C.
Sitter Profile Image: Amy M.
Verified Background Check
Amy M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 597 reviews
237 repeat clients
6 years of experience
Glen Allen, VA, 23060

“Our pup Fizz always loves going to Amy’s house. Both her and her husband are fantastic people who treat Fizz like a family member. We always love the pictures and videos she provides daily to keep us updated.”

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Kyle J.
Sitter Profile Image: Evie B.
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Evie B.
Star Sitter
from
$26
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
6 years of experience
Chimborazo, Richmond, VA, 23223

“Evie was amazing. We had a 6 night trip and she was able to help watch our 1 year old Dutch Shepherd. Large backyard which is great for the pup to run around in as well. We will definitely ask again when we go on another trip!”

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Kevin S.
Sitter Profile Image: Connor M.
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Connor M.
from
$50
per night
5.0 out of 5 stars
• 39 reviews
12 repeat clients
12 years of experience
Fairmount, Richmond, VA, 23223

“Connor was a great sitter to Kratos & Motley! Responsive and sent pictures. He helped calm them down when the fireworks went off for July 4th as well. We would definitely use him again!”

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Jared L.
Sitter Profile Image: Imani C.
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Imani C.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
8 years of experience
Shockoe Bottom, Richmond, VA, 23223

About: I’ve been a dog lover for as long as I can remember. Growing up, my family always had dogs, so caring for them has always been a natural part of my life. I genuinely see animals as family, and I believe they deserve the same love, patience, and attention we give our children. Friends know they can trust me with their pets, and I’ve cared for my best friend’s pug whenever she travels, making sure he feels loved, comfortable, and keeps his routine. My goal is to provide every pet with a safe, nurturing environment where they can feel happy and at home until they’re reunited with their family. Your pup will enjoy a calm, clean, and cozy home where they’ll be treated like part of the family. I work around a flexible schedule, allowing plenty of time for potty breaks, walks, playtime, enrichment, cuddles, and rest throughout the day. My apartment community features a fenced dog park, and we’re surrounded by beautiful walking trails that are perfect for exercise and sniff adventures. Whether your dog loves to play or prefers a peaceful place to relax, I’ll make sure they feel safe, comfortable, and cared for while you’re away. As someone who naturally enjoys caring for both children and animals, creating a warm, loving environment comes easily to me. I’m patient, attentive, and believe every dog has their own unique personality and needs. Whether your pup enjoys long walks, playing fetch, lounging on the couch, or simply having someone nearby, I’ll make sure they receive personalized care, plenty of affection, and regular updates so you can have peace of mind while you’re away.

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The median cost per night for dog boarding in Oakwood is $45

Dog parents share their Rover experiences - Oakwood

1 / 1
5.0 out of 5 stars

Matt has watched my dog on multiple occasions and is great every time! He always provides updates and photos.

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Colleen M.
Boarding
5.0 out of 5 stars

Chris was great with Walter! He sent pictures through and even took him to his dog club to get some energy out. He dealt with his health issues, especially some sudden ones, before we dropped him off. I would absolutely have Chris watch Walter again!

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Stephanie M.
Boarding
5.0 out of 5 stars

Excellence all around. We can tell Lottie had fun and made new friends. We got a lot of updates throughout.

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Jose A.
Boarding
5.0 out of 5 stars

Juniper had a great one-night stay with Stacey! She got along well with Stacey’s dogs, who are total sweethearts, and she came back to us happy and well-cared-for. We would trust Stacey to watch our dogs again!

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Jared M.
Boarding
5.0 out of 5 stars

Our puppy Nola loved Jordan!! She was also super responsive and sent lots of pictures, Nola seemed to have a great stay!

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Julia H.
Boarding
5.0 out of 5 stars

Imani was very communicative during my boy’s stay. She was mindful of the heat and made sure he got plenty of exercise and attention. My baby loves her!

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McKenzie C.
Boarding
5.0 out of 5 stars

My dog Mina is a senior chihuahua with a bit of a temper and can be extremely difficult to work with. Starlynn went above and beyond with her care. I have never seen Mina as calm and cozy with someone new like this. Cannot recommend Starlynn enough!

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Dominique G.
Boarding
5.0 out of 5 stars

Ayme was the best with my dogs. She sent me photos of them every day; they looked really happy and relaxed. I’d definitely leave them with her again.

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Ximena A.
Boarding
5.0 out of 5 stars

Evie is amazing and so loving on our girl! She has even knitted a cute bandana and provided extra treats and foods when our pup stays with her.

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Lindsey K.
Boarding
5.0 out of 5 stars

Great Sitter! We had such a great experience with Miguel and his wife! They took wonderful care of our dog and kept us updated throughout the stay with interactive videos like seeing our Zuko rip and run around which gave us so much peace of mind and relief with seeing how much fun he had. It was clear that Zuko was comfortable, happy, and well cared for. Miguel was reliable, communicative, and genuinely caring. We really appreciated the pictures and updates and would definitely trust them with our dog again. Highly recommend! 5/5.

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Mahalia T.
Boarding
5.0 out of 5 stars

Amazing sitter!! Very nice and provided daily updates. My dog can be high maintenance at times and there zero issues. I picked up a happy and healthy boy!

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Alex R.
Boarding
5.0 out of 5 stars

Triston watched over our two dogs while we went on vacation for a week and we couldn’t be more pleased with the experience we had! Triston has a genuine compassion towards animals that we immediately felt when meeting him. He preferred knowing daily habits and schedules which we really appreciated. We will definitely be reaching back out to Triston again in the future!

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Spenser C.
Boarding
5.0 out of 5 stars

Michaela was such a pleasure to deal with! Will definitely rebook with her again. My baby was a happy boy. Thank you!

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Maria R.
Boarding
5.0 out of 5 stars

Donetta is an excellent sitter! She treats our beagle Charlie with the utmost care. We certainly appreciate her attention to details regarding Charlie. 5 stars!!!

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John D.
Boarding
5.0 out of 5 stars

Newman was so happy in the pics that were sent during his stay. Le’Quitta and her crew spoiled him and took great care of him. Definitely will rebook and use her again!

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Nikki P.
Boarding
5.0 out of 5 stars

As always, the absolute best. Ross and Ava take wonderful care of Layla whether it’s a last minute booking or far in advanced. HIGHLY RECOMMEND

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Whodey A.
Boarding
5.0 out of 5 stars

Ashley came through with a last minute request for our puppy. Really appreciate the communication before and during the stay, and pics! Our puppy had some particular needs (as all puppies do) and she took really good care of her. Thanks so much Ashley!!!

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Amzi J.
Boarding
5.0 out of 5 stars

Excellent sitter, took very good care of fur baby and sent us lots of pictures to keep us updated throughout the stay. My fur baby would be going back to her for repeat visits.

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Tejaswi S.
Boarding
5.0 out of 5 stars

Morgan has taken care of my pup multiple times now, and each time she comes back very happy and healthy. Morgan is kind, responsible, trustworthy, and provides so many updates! I would 100% ask her to watch my pup in the future.

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Lindsay M.
Boarding
5.0 out of 5 stars

Joyce took awesome care of Rue and gave plenty of updates including photos and videos! I would book for our puppy to stay with her again!

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Miles R.
Boarding
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Sitters in Oakwood average 12
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