Dog Boarding Winding Wood

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Winding Wood, 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: Athena & Richi E.
Verified Enhanced Background Check
Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
454 reviews
120 repeat clients
18 years of experience
Dunedin, FL, 34698

Athens and Richi were wonderful hosts for Puccini, Recording every moment of his play time with the other dogs. He was glad to see me, but I think he misses socializing with the other dogs! I will certainly recommend Athena and Richi to others in need of a long-term sitter. Peace for all animals! Brenda

Profile image
Brenda T.
Sitter Profile Image: Heather D.
Verified Enhanced Background Check
Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
119 reviews
36 repeat clients
25 years of experience
Dunedin, FL, 34698

We are repeat users. Heather was great with our 8 year old male maltese for two weeks. Our pup left happy and enjoyed his playmates and Heather's attention.

Profile image
Philip R.
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check
Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
15 years of experience
Palm Harbor, FL, 34683

This was our first time using Rover! We picked Jennifer because of her excellent prior reviews. Jennifer is the most kind and compassionate person we have met in some time. Her love for dogs was quite apparent from the time we met her and throughout our Golden Retriever Buddy’s stay. She sent photos daily to comfort us that our Buddy was enjoying the 5 days with her family. We will definitely use her in the future for our boarding needs. We highly recommend her!! 😁😁😁

Profile image
Dave D.
Sitter Profile Image: Beata R.
Verified Enhanced Background Check
Beata R.
from
$40
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
17 years of experience
Oak Forest Of Countryside, Clearwater, FL, 33761

Beata and her family were outstanding. Oreo had a great time with them all. We loved that we received photos and video updates on a regular basis. We will definitely be having our baby stay again.

Profile image
Samuel H.
Sitter Profile Image: Jennifer b.
Verified Background Check
Jennifer b.
Star Sitter
from
$42
per night
4.9 out of 5 stars
163 reviews
49 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

Jennifer was very good at communicating and kept me very assured while traveling! Updated me daily with pictures and videos! Nala loved the stay and I would trust Jennifer with my dog boarding needs going forward! I could tell she really cares about the animals she brings in and took care of mine like her own! Thanks Jennifer!

Profile image
Will D.
Sitter Profile Image: Norma H.
Verified Background Check
Norma H.
Star Sitter
from
$49
per night
5.0 out of 5 stars
164 reviews
73 repeat clients
20 years of experience
Dunedin, FL, 34698

Norma and her sweet family were wonderful and exceeded any expectations we had. They treated our dog like an absolute princess. We received many pictures and in every photo we could see how happy our dog was. They welcomed her with much love and warmth. I would highly recommend Norma!

Profile image
Stefanie D.
Sitter Profile Image: Ann J.
Verified Enhanced Background Check
Ann J.
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
60 years of experience
Dunedin, FL, 34698

The whole family is beyond attentive, loving, and trustworthy! My dog had the best time and we will surely book again 😊

Profile image
Alyssa S.
Sitter Profile Image: Kristen S.
Verified Background Check
Kristen S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
15 years of experience
Dunedin, FL, 34698

I really appreciate Kristen being available during the holiday season. My pet fit right in with her family pets. Kristen is very friendly and her home is cozy. I hope she is available for my next booking!

Profile image
Tina K.
Sitter Profile Image: Kayla & Joseph B.
Verified Enhanced Background Check
Kayla & Joseph B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
21 reviews
9 repeat clients
10 years of experience
Clearwater, FL, 33756

"Rocco had a great stay! He was well taken care of and we could tell he was comfortable and happy. Communication was easy and everything went smoothly. Would book again. Thanks so much!"

Profile image
Jason T.
Sitter Profile Image: Taylor A.
Verified Enhanced Background Check
Taylor A.
from
$35
per night
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Wilshire Estates, Dunedin, FL, 34698

About: Hi! I’ve been caring for animals of all kinds since I was 11 years old, and they’ve always been a huge part of my life. I currently have a mini Goldendoodle, and my roommate has a medium Goldendoodle, so I’m very familiar with their energy, personalities, and daily care needs. I’m reliable, hardworking, and treat every pet as if they were my own. Whether your furry friend needs walks, playtime, cuddles, or attentive care while you’re away, I’d love the opportunity to help. My goal is to make sure both you and your pet feel comfortable, happy, and cared for every step of the way! I work fully from home with a flexible schedule, which allows me to give your pet the attention, care, and companionship they deserve throughout the day. Whether it’s frequent potty breaks, walks, playtime, or just having someone around to keep them company, I’m able to be attentive to their needs. I’ll make sure your furry friend feels safe, loved, and well cared for while you’re away. I have a fully fenced-in backyard where dogs can safely play, explore, and get some fresh air. I especially enjoy taking dogs on walks to help them get exercise. Every dog is different, so I’m happy to match their energy level and routine to make sure they feel comfortable, happy, and well cared for.

Sitter Profile Image: Leslie P.
Verified Enhanced Background Check
Leslie P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
50 years of experience
Dunedin, FL, 34685

Leslie, Willa & company did an absolutely fantastic job caring for our Benny. She sent us regular photos and updates and he came home healthy, happy and relaxed. She has a relaxed yet attentive manner which fits perfectly with our boy’s personality. Her girl Willa welcomed Benny and both set their boundaries maturely, quickly and fairly. A+ for Willa too! Always a treasure to find someone who takes such great care of our little man. We’ll definitely rebook with Leslie in the future. Highly recommend!

Profile image
Linda C.
Sitter Profile Image: Elyse D.
Verified Background Check
Elyse D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
37 reviews
20 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

Amazing they cared for my pitty as if i she were theirs. Very great communication the whole time. Definitely recommend and Definitely using her an her family.

Profile image
Krista H.
Sitter Profile Image: Laura L.
Verified Enhanced Background Check
Laura L.
from
$39
per night
5.0 out of 5 stars
45 reviews
17 repeat clients
14 years of experience
Clearwater, FL, 33759

Laura took great care of Scout while I was gone for a week this month. My dog was happy and healthy throughout his visit. He adores Laura. I will definitely book with her again!

Profile image
Patricia W.
Sitter Profile Image: Lorena M.
Verified Enhanced Background Check
Lorena M.
from
$35
per night
6 years of experience
Palm Harbor, FL, 34684

Great experience!

Profile image
Maristella M.
Sitter Profile Image: Mary G.
Verified Enhanced Background Check
Mary G.
Star Sitter
from
$32
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
14 years of experience
Tampa, FL, 33635

Mary is amazing!! She is a great communicator and super responsive. She has a beautiful home and was super loving towards my dog. Highly recommend her to everyone :)

Profile image
Hayley C.
Sitter Profile Image: Marquita H.
Verified Enhanced Background Check
Marquita H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
47 reviews
16 repeat clients
20 years of experience
Clearwater, FL, 33756

She took excellent care of our standard poodle and our kitty while we were away. Great communication and she also administered medication to our cat. Not an easy feat. Would definitely recommend her and have her sit for us again.

Profile image
Sarah M.
Sitter Profile Image: Marisa & Robert C.
Verified Enhanced Background Check
Marisa & Robert C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
80 reviews
24 repeat clients
15 years of experience
Tampa, FL, 33635

Our cavapoo, Lexi, always has a great time with Bob and Marissa. They take wonderful care of her and give her attention and love. This is our second time leaving Lexi with them and we feel very comfortable. Last time we went out of the country for over two weeks and Lexi pretty much had her own vacation with Bob and Marissa too. We get several updates and pictures every day, which is fun to see.

Profile image
Randy M.
Sitter Profile Image: Debbie T.
Verified Enhanced Background Check
Debbie T.
from
$42
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
45 years of experience
Dunedin, FL, 34698

Debbieis an amazing sitter! Murray is always excited to be there on his visits. She’s always available when needed has great communication. I know he’s always safe and loved when he’s there.

Profile image
Darlene D.
Sitter Profile Image: Jessica & Colin M.
Verified Enhanced Background Check
Jessica & Colin M.
from
$34
per night
5.0 out of 5 stars
40 reviews
9 repeat clients
30 years of experience
Palm Harbor, FL, 34684

We felt very comfortable leaving Bella and Monty with Jessica and Colin. Our dogs were happy to see us when we picked them up, but felt no need to leave immediately and went right back to laying down and playing with their toys. A sure sign they'd been well taken care of. Definitely recommend.

Profile image
Cindy T.
Sitter Profile Image: Marissa H.
Verified Enhanced Background Check
Marissa H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
54 reviews
15 repeat clients
9 years of experience
Greenbriar Club, Clearwater, FL, 33763

Marissa was great! She was very responsive and provided updates during my dog’s stay. Bodhi loved staying there and playing with the other dogs. Marissa made sure the dogs got lots of exercise and play time. This was our first time booking with Marissa but we will definitely be using her in the future.

Profile image
Bailey A.
1 / 1
View more

The median cost per night for dog boarding in Winding Wood is $40

Dog parents share their Rover experiences - Winding Wood

1 / 1
5.0 out of 5 stars

Denise was a great find for us, she is very knowledgeable loving and provided great care for our Enzo. I would highly recommend her and look forward to using Denise for all of our future sitter needs😁😁

Profile image
Sam T.
Boarding
5.0 out of 5 stars

Shannon and his family watched our Lily (GSP) over the holiday weekend. They took excellent care of her and provided daily updates. We would recommend and would use him again in the future!

Profile image
Casey R.
Boarding
5.0 out of 5 stars

Our pup seemed to have a great time. They sent us multiple pics throughout the day. We were very grateful they were available on short notice on a holiday weekend

Profile image
Kristine R.
Boarding
5.0 out of 5 stars

Mia is wonderful! She is very friendly, took excellent care of our dogs, and was great with communication and updates. We highly recommend Mia!

Profile image
Ca S.
Boarding
5.0 out of 5 stars

She is amazing! She communicated throughout each day including pictures and she is a true animal lover! She is outstanding and will continue to use her!!!!

Profile image
Corey A.
Boarding
5.0 out of 5 stars

Lori is right on! She was totally professional from start to finish. We were very satisfied. Will use her services again. Will recommend to others. Thank you.

Profile image
Margo M.
Boarding
5.0 out of 5 stars

Cameron is fantastic. My dogs were so happy with him. I will definitely work with Cameron again. He was fantastic to work with.

Profile image
Tracie R.
Boarding
5.0 out of 5 stars

Suzie was absolutely amazing. I do not leave Roscoe much. I work from home and we do not travel much. He had the best time with Suzie. I received pictures and messages on him consistently. Roscoe was a family member in their home not a visitor. I would absolutely recommend Suzie to anyone.

Profile image
Chrissy B.
Boarding
5.0 out of 5 stars

Mariah was very professional and cared for my baby to the nines. She communicated well and as a trained vet tech I felt confident that if any issues arose she was someone I could rely on. Highly recommend her services

Profile image
Gina P.
Boarding
5.0 out of 5 stars

I needed a sitter last minute, who has experience with geriatric dogs, and Georgina was great. She made sure my pup was comfortable during her stay, and consistently sent me photos and updates so I wouldn’t worry. I highly recommend Georgina.

Profile image
Stacy M.
Boarding
5.0 out of 5 stars

Pepper loves Barb and her pets. She has stayed with Barb on multiple occasions and has been healthy and happy at each pickup. She has a great fenced side yard for the dogs to go out that Pepper loves. Thanks Barb and we’ll see you before our next trip.

Profile image
Carole T.
Boarding
5.0 out of 5 stars

My two Corgis just spent a wonderful week in Norma's care. She is the best! The dogs had lots of attention and a chance to run outdoors. And I received lots of lovely photos with them having a good time, including some action shots of running full speed! I will definitely book them with Norma the next time I travel

Profile image
Inguna C.
Boarding
5.0 out of 5 stars

Elyse was responsive and sent regular updates. She went above and beyond, I will definitely book her again when I need a sitter.

Profile image
Alyssa F.
Boarding
5.0 out of 5 stars

Marissa was fantastic! I was nervous leaving my dog who’s on several medications but Marissa made me feel at ease with her updates! Thank you so much for keeping Odie company on such short notice. Will book again if I’m in the area!

Profile image
Elizabeth P.
Boarding
5.0 out of 5 stars

We have two small dogs that we hate to be away from, but Jennifer was fantastic with them. She sent lots of pictures and videos. They were well taken care of and received plenty of healthy treats and attention.

Profile image
Heather S.
Boarding
5.0 out of 5 stars

My boys had a nice time at Angie’s and looking forward to their next stay in July. Thank you for taking such good care of them and for the pics. 😊

Profile image
Michele M.
Boarding
5.0 out of 5 stars

Olena did a great job with Pina. She looked so happy in every photo. She really did go above and beyond to make Pina feel comfortable. Highly recommend! Thank you so much!!

Profile image
Steve D.
Boarding
5.0 out of 5 stars

We are so lucky to have found Faith! We have never left Chesney for a week, especially with someone she didn’t know, but she did great. Faith and her family gave Chesney so much love and attention. Faith provided me with daily updates and photos and I could tell Chesney was well taken care of. When I picked up Chesney I could tell she was very comfortable being there. Faith will be our forever sitter as long as she will have Chesney. Thank you Faith and family for being so caring and attentive!!!

Profile image
Sandy H.
Boarding
5.0 out of 5 stars

Debbie is always a pleasure for my Gypsy baby to stay with. She keeps me updated with good communication and the best photos! Thanks Debbie!

Profile image
Richard S.
Boarding
5.0 out of 5 stars

Thank you for providing such amazing care for my little Buddy. It was a huge relief knowing that he was in such wonderful hands while we were away on vacation. I was kept up to date on how well he was doing and how much fun he was having. Overall, definitely five plus stars experience. 😊❤️

Profile image
Artemis B.
Boarding
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your dogs like family

  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 - Winding Wood

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Winding Wood average 11
repeat dog boarding clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge