Pet Sitting & Drop Ins in Greenbrier East, Chesapeake, VA

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Top rated Greenbrier East pet sitters

1 / 1
Sitter Profile Image: Nicholas S.
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Nicholas S.
from
$16
per visit
5 out of 5.0 stars
321 reviews
122 repeat clients
3 years of experience
Virginia Beach, VA, 23464

Nicholas was fantastic with my boys. He took them out and played, sent me lots of pictures, and followed all the instructions. Would totally book again!

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Susan F.
Sitter Profile Image: Skye M.
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Skye M.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
82 reviews
24 repeat clients
11 years of experience
Greenbrier West, Chesapeake, VA, 23320

Skye was wonderful, took great care of Alex and Luna! It was nice not having to worry while we were out of town. Would definitely have her come back again!

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Tasha S.
Sitter Profile Image: Sara B.
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Sara B.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
46 reviews
19 repeat clients
11 years of experience
Great Bridge East, Chesapeake, VA, 23322

Sara did a terrific job taking care of Scout and McCoy... they even came out of hiding to see her. I am delighted at how comfortable the cats were with her. I will use her again.

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Natalie B.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
34 reviews
6 repeat clients
15 years of experience
Chesapeake, VA, 23320

Emily is an excellent dog walker. She gave wonderful attention to our poodle. We appreciate her flexibility and prompt and clear communication. Highly recommend!

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Jane I.
Sitter Profile Image: Jahnia B.
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Jahnia B.
Star Sitter
from
$10
per visit
5 out of 5.0 stars
106 reviews
30 repeat clients
10 years of experience
Virginia Beach, VA, 23456

Jahnia is incredible with my girl. My dog doesn't respond well to all humans but she adores Jahnia. I get many pictures, updates and am sure my girl is spoiled when Jahnia is checking on her. Jahnia is timely, responsive and really kind. I lucked out!

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A C.
Sitter Profile Image: Beth C.
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Beth C.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
44 reviews
15 repeat clients
20 years of experience
Indian River, Chesapeake, VA, 23325

Beth helped me out when my sitter fell through and I was already out of town. She was able to jump in with barely any notice AND I cannot express how thankful I was for her flexibility to help me out on a holiday. My two dogs looked so happy in all of the picture updates she sent. I would definitely book again :)

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Ally M.
Sitter Profile Image: Tiffany M.
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Tiffany M.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
550 reviews
138 repeat clients
15 years of experience
Virginia Beach, VA, 23464

I can’t thank Tiffany enough. She came through after my original sitter had to cancel the day before my trip due to a death in the family. I was sent pictures of Jersey after each home visit which put me at ease. I was already so nervous leaving my furbaby at home. But getting the updates and pictures allowed me to enjoy my visit with my mom. I will definitely use Tiffany for my future furbaby sitting needs that I have planned this year.

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Lan L.
Sitter Profile Image: Elisabeth L.
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Elisabeth L.
from
$20
per visit
5 out of 4.9 stars
54 reviews
8 repeat clients
30 years of experience
Virginia Beach, VA, 23464

Couldn't have asked for a nicer, more accommodating person. It was last minute and we were in a pinch and she not only agreed to do it, but also went above and beyond to take care of our dog. I would recommend her every time.

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Teanna H.
Sitter Profile Image: Ally H.
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Ally H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
80 reviews
23 repeat clients
30 years of experience
Greenbrier East, Chesapeake, VA, 23320

Ally was very communicative, sent lots of pictures and went above and beyond taking care of my very shy cat - including lying on the floor to slip him treats under the couch. I’ll definitely book with her again!

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Megan G.
Sitter Profile Image: Tina R.
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Tina R.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
84 reviews
25 repeat clients
20 years of experience
Greenbrier East, Chesapeake, VA, 23320

I am so grateful to Tina for caring for my cat while I was away. I typically take my Queenie with me when I travel but couldn’t this trip. Knowing Tina was there to watch out for her was a great relief.

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Denise S.
Sitter Profile Image: Akemi R.
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Akemi R.
from
$12
per visit
5 out of 5.0 stars
57 reviews
26 repeat clients
30 years of experience
Chesapeake, VA, 23322

Akemi is Awesome... patient and kind...my Floofy loves her..per Floof,"Akemi gives me a break from my crate while my mom is working. I get to go on walks, get belly rubs and boy does this lady Akemi know how to give bites of ham..she is fun and I trust her to find fun things and to keep me safe." .

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Jo Ann C.
Sitter Profile Image: Emma M.
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Emma M.
from
$14
per visit
5 out of 5.0 stars
107 reviews
30 repeat clients
5 years of experience
Virginia Beach, VA, 23456

Emma takes very good care of my puppy Maverick! She is trustworthy and timely and always quick to respond if I need to change anything. I know I can count on her when I need her.

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Lindsay S.
Sitter Profile Image: Tyler & Kayla W.
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Tyler & Kayla W.
from
$15
per visit
5 out of 5.0 stars
9 reviews
15 years of experience
Virginia Beach, VA, 23464

Kayla and Tyler were absolutely fantastic! They were so great with our pup, showing genuine care and attention that instantly put us at ease. What really stood out was their reliability—despite our last-minute request, they stepped in without hesitation and handled everything flawlessly. Their communication was excellent; we always felt informed and reassured while we were away. If you’re looking for someone who is dependable, caring, and professional, I highly recommend Kayla and Tyler! We’ll definitely be reaching out to them again.

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Tasia S.
Sitter Profile Image: Ramsey C.
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Ramsey C.
from
$20
per visit
5 out of 5.0 stars
4 reviews
7 years of experience
Chesapeake, VA, 23320

Ramsey was very communicative throughout the entire process, and took good care of Éowyn while I was away for the night.

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Kelsey R.
Sitter Profile Image: Katelyn M.
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Katelyn M.
from
$20
per visit
5 out of 5.0 stars
16 reviews
5 repeat clients
12 years of experience
Greenbrier East, Chesapeake, VA, 23320

Katelyn had been great!!! She agreed to take care of Azra last minute and took such good care of her. She sent a bunch of pictures and always made sure she had clean water. She played with her the whole 30mins! We are so happy we found her.

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Candace J.
Sitter Profile Image: Cate L.
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Cate L.
from
$18
per visit
5 out of 4.5 stars
16 reviews
6 repeat clients
15 years of experience
VA Beach, VA, 23464

About: I grew up with dogs and love spending time with them. We live in a pet friendly home with a nice yard. The bonus here is my kids are dog lovers to so more hands to snuggle and pet your fur baby. We currently have a French bulldog but I have had many other breads of all sizes as we have always had a dog in our home. I currently work from home full time and my kids are virtual learning so we would love to walk or dog sit your baby. I am looking at this today be a fun way to make some money, break up my days, and get me out of the house and keep me active. We look forward to walking your fur baby!!!

Sitter Profile Image: Anna A.
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Anna A.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
93 reviews
32 repeat clients
7 years of experience
Great Bridge, Chesapeake, VA, 23322

We had a drop-in meeting today with Anna. It went fabulously. My dog adored her. She was thorough in her questions & care plan, and knowledgeable about dog behavior. I have no doubts my pets will feel comfortable with Anna, and we will be booking with her for a long vacation in the future.

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Brouk E.
Sitter Profile Image: Julia F.
Verified Enhanced Background Check
Julia F.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
6 years of experience
Greenbrier East, Chesapeake, VA, 23320

Julia was wonderful with our kitties! I always hate leaving them when we travel but they were in great hands. Julia provided photos, daily updates, and was great with communication. We will definitely be using her again.

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Brittany T.
Sitter Profile Image: Eleyna Hana R.
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Eleyna Hana R.
from
$15
per visit
5 out of 5.0 stars
12 reviews
1 repeat client
28 years of experience
South Norfolk, Chesapeake, VA, 23324

Eleyna was fantastic with our dogs! She was attentive, caring, and made sure they were happy and well cared for. It was also a last minute booking. We’ll definitely book with her again. 5 stars!

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John m.
Sitter Profile Image: Alexa G.
Verified Background Check
Alexa G.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
44 reviews
15 repeat clients
8 years of experience
Virginia, VA, 23456

Alexa was very professional, easy to communicate with, and on time or early to every drop in. I looked forward to her updates while we were gone, and our girl was clearly very content and happy when we got home. We would love to use Alexa again!

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Jaime C.
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Sitter Profile Image: Nicholas S.
Verified Background Check
Sitter Profile Image: Nicholas S.
Verified Background Check

1. Nicholas S.

Dog whisperer or maybe just talker
Virginia Beach, VA, 23464
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
321 reviews
122 repeat clients
Profile image

Nicholas was fantastic with my boys. He took them out and played, sent me lots of pictures, and followed all the instructions. Would totally book again!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Skye M.
Verified Enhanced Background Check
Sitter Profile Image: Skye M.
Verified Enhanced Background Check

2. Skye M.

Star Sitter
Vet Tech/Artist, Available Anytime!
Greenbrier West, Chesapeake, VA, 23320
2.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
82 reviews
24 repeat clients
Profile image

Skye was wonderful, took great care of Alex and Luna! It was nice not having to worry while we were out of town. Would definitely have her come back again!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sara B.
Verified Enhanced Background Check
Sitter Profile Image: Sara B.
Verified Enhanced Background Check

3. Sara B.

Star Sitter
Let's go for a walk!
Great Bridge East, Chesapeake, VA, 23322
3.2 mi. away
House Sitting, Drop-In Visits
from
$18
per visit
5 out of 5.0 stars
46 reviews
19 repeat clients
Profile image

Sara did a terrific job taking care of Scout and McCoy... they even came out of hiding to see her. I am delighted at how comfortable the cats were with her. I will use her again.

Availability updated 16 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Emily R.
Verified Background Check
Sitter Profile Image: Emily R.
Verified Background Check

4. Emily R.

Rover 101
Star Sitter
Treated Like Family
Chesapeake, VA, 23320
2.1 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
34 reviews
6 repeat clients
Profile image

Emily is an excellent dog walker. She gave wonderful attention to our poodle. We appreciate her flexibility and prompt and clear communication. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Jahnia B.
Verified Enhanced Background Check
Sitter Profile Image: Jahnia B.
Verified Enhanced Background Check

5. Jahnia B.

Star Sitter
Dogs are totally Pawsome !
Virginia Beach, VA, 23456
4.3 mi. away
Drop-In Visits, Dog Walking
from
$10
per visit
5 out of 5.0 stars
106 reviews
30 repeat clients
Profile image

Jahnia is incredible with my girl. My dog doesn't respond well to all humans but she adores Jahnia. I get many pictures, updates and am sure my girl is spoiled when Jahnia is checking on her. Jahnia is timely, responsive and really kind. I lucked out!

Availability updated yesterday
Sitter Profile Image: Beth C.
Verified Enhanced Background Check
Sitter Profile Image: Beth C.
Verified Enhanced Background Check

6. Beth C.

Rover 101
Star Sitter
In My Dog Sitting Era!!
Indian River, Chesapeake, VA, 23325
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
44 reviews
15 repeat clients
Profile image

Beth helped me out when my sitter fell through and I was already out of town. She was able to jump in with barely any notice AND I cannot express how thankful I was for her flexibility to help me out on a holiday. My two dogs looked so happy in all of the picture updates she sent. I would definitely book again :)

Availability updated yesterday
Sitter Profile Image: Tiffany M.
Verified Background Check
Sitter Profile Image: Tiffany M.
Verified Background Check

7. Tiffany M.

Star Sitter
Dog, Hamster and kid mom :)
Virginia Beach, VA, 23464
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
550 reviews
138 repeat clients
Profile image

I can’t thank Tiffany enough. She came through after my original sitter had to cancel the day before my trip due to a death in the family. I was sent pictures of Jersey after each home visit which put me at ease. I was already so nervous leaving my furbaby at home. But getting the updates and pictures allowed me to enjoy my visit with my mom. I will definitely use Tiffany for my future furbaby sitting needs that I have planned this year.

Availability updated 49 days ago
Sitter Profile Image: Elisabeth L.
Verified Enhanced Background Check
Sitter Profile Image: Elisabeth L.
Verified Enhanced Background Check

8. Elisabeth L.

Dog lover!
Virginia Beach, VA, 23464
2.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
54 reviews
8 repeat clients
Profile image

Couldn't have asked for a nicer, more accommodating person. It was last minute and we were in a pinch and she not only agreed to do it, but also went above and beyond to take care of our dog. I would recommend her every time.

Availability updated 13 days ago
Sitter Profile Image: Ally H.
Verified Enhanced Background Check
Sitter Profile Image: Ally H.
Verified Enhanced Background Check

9. Ally H.

Star Sitter
I SPEAK CAT&DOG
Greenbrier East, Chesapeake, VA, 23320
1.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
80 reviews
23 repeat clients
Profile image

Ally was very communicative, sent lots of pictures and went above and beyond taking care of my very shy cat - including lying on the floor to slip him treats under the couch. I’ll definitely book with her again!

Availability updated 2 days ago
Sitter Profile Image: Tina R.
Verified Enhanced Background Check
Sitter Profile Image: Tina R.
Verified Enhanced Background Check

10. Tina R.

Star Sitter
Loving Pet Sitter
Greenbrier East, Chesapeake, VA, 23320
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$18
per visit
5 out of 5.0 stars
84 reviews
25 repeat clients
Profile image

I am so grateful to Tina for caring for my cat while I was away. I typically take my Queenie with me when I travel but couldn’t this trip. Knowing Tina was there to watch out for her was a great relief.

Availability updated 2 days ago
Sitter Profile Image: Akemi R.
Verified Background Check
Sitter Profile Image: Akemi R.
Verified Background Check

11. Akemi R.

Safe and loving care for your Baby!
Chesapeake, VA, 23322
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$12
per visit
5 out of 5.0 stars
57 reviews
26 repeat clients
Profile image

Akemi is Awesome... patient and kind...my Floofy loves her..per Floof,"Akemi gives me a break from my crate while my mom is working. I get to go on walks, get belly rubs and boy does this lady Akemi know how to give bites of ham..she is fun and I trust her to find fun things and to keep me safe." .

Availability updated 11 days ago
Sitter Profile Image: Emma M.
Verified Enhanced Background Check
Sitter Profile Image: Emma M.
Verified Enhanced Background Check

12. Emma M.

Animals are my specialty!
Virginia Beach, VA, 23456
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
107 reviews
30 repeat clients
Profile image

Emma takes very good care of my puppy Maverick! She is trustworthy and timely and always quick to respond if I need to change anything. I know I can count on her when I need her.

Availability updated today
Sitter Profile Image: Tyler & Kayla W.
Verified Enhanced Background Check
Sitter Profile Image: Tyler & Kayla W.
Verified Enhanced Background Check

13. Tyler & Kayla W.

Dog lovers with flexible schedule!
Virginia Beach, VA, 23464
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
9 reviews
Profile image

Kayla and Tyler were absolutely fantastic! They were so great with our pup, showing genuine care and attention that instantly put us at ease. What really stood out was their reliability—despite our last-minute request, they stepped in without hesitation and handled everything flawlessly. Their communication was excellent; we always felt informed and reassured while we were away. If you’re looking for someone who is dependable, caring, and professional, I highly recommend Kayla and Tyler! We’ll definitely be reaching out to them again.

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ramsey C.
Verified Enhanced Background Check
Sitter Profile Image: Ramsey C.
Verified Enhanced Background Check

14. Ramsey C.

Pet Loving Caregiver
Chesapeake, VA, 23320
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews
Profile image

Ramsey was very communicative throughout the entire process, and took good care of Éowyn while I was away for the night.

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Katelyn M.
Verified Enhanced Background Check
Sitter Profile Image: Katelyn M.
Verified Enhanced Background Check

15. Katelyn M.

We walk the walk and bark the bark
Greenbrier East, Chesapeake, VA, 23320
2.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Katelyn had been great!!! She agreed to take care of Azra last minute and took such good care of her. She sent a bunch of pictures and always made sure she had clean water. She played with her the whole 30mins! We are so happy we found her.

Availability updated 4 days ago
Sitter Profile Image: Cate L.
Verified Background Check
Sitter Profile Image: Cate L.
Verified Background Check

16. Cate L.

I love dogs 🐕 ♥
VA Beach, VA, 23464
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 4.5 stars
16 reviews
6 repeat clients

Cate was on time and professional when we met. My dog sky can be a bit much to handle at first but sky warmed up to her so quickly! I absolutely recommend Cate, my baby girl loves her!

Availability updated 3 months ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Anna A.
Verified Enhanced Background Check
Sitter Profile Image: Anna A.
Verified Enhanced Background Check

17. Anna A.

Star Sitter
Flexible schedule and Animal lover!
Great Bridge, Chesapeake, VA, 23322
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
93 reviews
32 repeat clients
Profile image

We had a drop-in meeting today with Anna. It went fabulously. My dog adored her. She was thorough in her questions & care plan, and knowledgeable about dog behavior. I have no doubts my pets will feel comfortable with Anna, and we will be booking with her for a long vacation in the future.

Availability updated 3 days ago
Sitter Profile Image: Julia F.
Verified Enhanced Background Check
Sitter Profile Image: Julia F.
Verified Enhanced Background Check

18. Julia F.

Rover 101
Star Sitter
Vet Tech in Training!
Greenbrier East, Chesapeake, VA, 23320
1.8 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Julia was wonderful with our kitties! I always hate leaving them when we travel but they were in great hands. Julia provided photos, daily updates, and was great with communication. We will definitely be using her again.

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Eleyna Hana R.
Verified Enhanced Background Check
Sitter Profile Image: Eleyna Hana R.
Verified Enhanced Background Check

19. Eleyna Hana R.

Animal Lover
South Norfolk, Chesapeake, VA, 23324
5.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
12 reviews
1 repeat client
Profile image

Eleyna was fantastic with our dogs! She was attentive, caring, and made sure they were happy and well cared for. It was also a last minute booking. We’ll definitely book with her again. 5 stars!

Availability updated 4 days ago
Sitter Profile Image: Alexa G.
Verified Background Check
Sitter Profile Image: Alexa G.
Verified Background Check

20. Alexa G.

Star Sitter
Experienced and easy-going sitter!
Virginia, VA, 23456
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
44 reviews
15 repeat clients
Profile image

Alexa was very professional, easy to communicate with, and on time or early to every drop in. I looked forward to her updates while we were gone, and our girl was clearly very content and happy when we got home. We would love to use Alexa again!

Availability updated 6 days ago

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