House Sitting in Madison

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Top rated Madison house sitters

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: Jordan B.
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Jordan B.
from
$40
per night
5 out of 5.0 stars
9 reviews
1 repeat client
6 years of experience
Charlottesville, VA, 22902

Jordan went above and beyond as a dogsitter at our house! She was so great with communication, we did not have to worry about anything. We returned to our house even cleaner than how we left it. I would recommend Jordan to anyone, and I definitely hope she is available next time we need a sitter!!

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Devon C.
Sitter Profile Image: Dawn "Star" C.
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Dawn "Star" C.
Star Sitter
from
$75
per night
5 out of 4.9 stars
109 reviews
32 repeat clients
25 years of experience
Charlottesville, VA, 22906

Star did a fabulous job housesitting and caring for my cat and 2 dogs, one of whom is super timid and requires lots of time and patience to earn her trust. The pets were all happy and relaxed when I returned, and my home was clean and tidy. Star is professional, great at communicating, and is flexible and accommodating too. I highly recommend her if you want peace of mind that your pets and home will be in the best hands while you're away.

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Linda S.
Sitter Profile Image: Amanda W.
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Amanda W.
Star Sitter
from
$75
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
20 years of experience
North Downtown, Charlottesville, VA, 22902

Amanda was a wonderful sitter for our doodle Henry. He loved having her and she really took great care of him. He had walks and playtime and she sent frequent pictures showing us how much fun Henry was having. I was completely at ease knowing she was at our house with him. She also left the house impeccable. We highly recommend her!!!

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Paula P.
Sitter Profile Image: Jonathan S.
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Jonathan S.
Star Sitter
from
$75
per night
5 out of 5.0 stars
18 reviews
6 repeat clients
25 years of experience
Charlottesville, VA, 22902

Jonathan was wonderful, my 16-year-old dog loved him instantly. My dog was not at all out of sorts after a long weekend which means meds were given on time, he had plenty of walks (probably more than normal), and he wasn't left alone for too long. Jonathan communicated appropriately throughout his stay and my home was left very neat and tidy. I'm extremely thankful for his kind care of my old, curmudgeonly dog.

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Anne E.
Sitter Profile Image: Morgan S.
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Morgan S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
76 reviews
25 repeat clients
16 years of experience
Elkton, VA, 22827

I absolutely recommend Morgan! She was professional, attentive, and communicative both before and throughout her stay with my dog. It was such a relief to know my dog was in caring hands, and I really appreciated how she took the time to send multiple photo updates. I look forward to working with Morgan again!

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Melanie M.
Sitter Profile Image: Emily S.
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Emily S.
from
$50
per night
5 out of 5.0 stars
5 reviews
7 years of experience
Charlottesville, VA, 22902

Emily was fantastic with our 4 month old puppy. She was in constant communication and gave us peace of mind while we were gone. We, especially Margaux, can’t wait to use her again!

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Mirna B.
Sitter Profile Image: lindsey g.
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lindsey g.
from
$60
per night
5 out of 5.0 stars
6 reviews
1 repeat client
10 years of experience
Ruckersville, VA, 22968

We hit the jackpot with Lindsey! She watched our 4 pets after a last minute booking and did a wonderful job of following our instructions/requests and keeping us informed every day. One of our dogs got sick and she quickly notified us. We came home to some happy animals!

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Elaina J.
Sitter Profile Image: Amelia Leeann R.
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Amelia Leeann R.
from
$45
per night
5 out of 5.0 stars
10 reviews
6 repeat clients
10 years of experience
Boston, VA, 22713

Amelia was reliable and responded to all my messages in a timely manner. It was my first time using Rover and both of our first experience with overnight visits. Louis is aging and does not do well alone. Not only did she take excellent care of my Louis but she left my home as I left it. She even washed the bath towels she used while she stayed. I highly recommend Amelia. She is trustworthy and I look forward to using her again!

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Jennifer D.
Sitter Profile Image: Ember S.
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Ember S.
Star Sitter
from
$95
per night
5 out of 5.0 stars
46 reviews
11 repeat clients
6 years of experience
Jeffersonton, VA, 22724

Ember was absolutely fantastic with our Husky. She played with him, went out of her way to make him frozen Kings, and even BRUSHED him which is a whole chore for husky owners? She made us feel at ease while we were away and helped around the house while we were gone - took out the trash on trash day, gathered/sorted our mail, and went above and beyond washing towels and sheets. We were very appreciative of Ember and will book again!

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Michelle F.
Sitter Profile Image: Billy C.
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Billy C.
from
$40
per night
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Culpeper, VA, 22701

Billy was the perfect Dog Sitter. All four of my dogs loved him immediately. He took such good care of them. He was prompt, courteous, attentive to all of my dogs. He was fantastic, and I will certainly use him again.

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Lisa M.
Sitter Profile Image: Ronda S.
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Ronda S.
Star Sitter
from
$85
per night
5 out of 5.0 stars
64 reviews
20 repeat clients
35 years of experience
Culpeper, VA, 22701

Ronda was not only efficient and responsive, sharing twice-daily feedback about the care and feeding of our two kitties, but she was also able to establish an affectionate bond with them during our 16-day absence. We are pleased to give Ronda 5 stars and would highly recommend her.

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Betsy H.
Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$60
per night
5 out of 5.0 stars
73 reviews
27 repeat clients
15 years of experience
Barboursville, VA, 22923

I can’t thank Caitlin enough! Took such amazing care of my pup with separation anxiety while I was away, and sent tons of pics and updates. Would highly recommend.

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Taylor L.
Sitter Profile Image: Amber R.
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Amber R.
from
$31
per night
8 years of experience
Culpeper, VA, 22701

About: Hello, I have been taking care of a wide range of animals since I was 15. I’ve had 5 ferrets, guinea pigs, cats and dogs my whole life. I have a Staffordshire terrier, an American bully, and a black lab/ leopard catahoula mix. I am used to having a heavy dog on the opposite end of the leash and I am well experienced in animal body language to keep your baby and myself safe. I am currently looking for a full time job as a stay at home mom. Right now I am available during the day. The only times I will not be available is from 7:50- 8:10 am and 3:40-4:00 I will make sure any and all instructions are followed correctly to ensure adequate and safe service. Plus a few head rubs before I left.

Sitter Profile Image: Samuel B.
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Samuel B.
from
$50
per night
5 out of 5.0 stars
4 reviews
3 years of experience
Stanardsville, VA, 22973

My dogs love Sam! Sam asked good questions and made sure he understood all the medication and special needs. He played with my youngest and cuddled with my older dogs. Sam arrived on time and kept me updated. My dogs were relaxed and happy when I got home and the house was spotless. My boys are looking forward to more visits with Sam!

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Tina M.
Sitter Profile Image: Raniya B.
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Raniya B.
from
$40
per night
5 out of 5.0 stars
2 reviews
1 repeat client
15 years of experience
Orange, VA, 22960

Raniya was great to work with. She took really good care of my dogs, always showed up on time and spent time with them and kept an open line of communication with her. We have already booked her for another stay and highly recommend her to anyone who is looking for pet sitting. This was our first time doing this and it was a very pleasant experience and kept our dogs from being kenneled 24/7 at a boarding facility.

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Brandie C.
Sitter Profile Image: tanisha W.
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tanisha W.
from
$40
per night
5 out of 5.0 stars
2 reviews
15 years of experience
barboursville, VA, 22923

Tanisha was so wonderful. Always a relief when your pets aren’t something you have to worry about while away and that was absolutely how it was with her. I appreciated the amount of updates she provided along the way. Happy pets upon return 🥰Hope to book again in the future

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Gracyn S.
Sitter Profile Image: Sophia B.
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Sophia B.
from
$30
per night
5 out of 4.8 stars
5 reviews
3 repeat clients
3 years of experience
orange, VA, 22960

Sophia is wonderful. She is great with the animals and patient with us. We are a bit chaotic and busy. She will definitely be our go to sitter.

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Justin and Jennifer A.
Sitter Profile Image: JAIRO C.
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JAIRO C.
from
$31
per night
10 years of experience
Culpeper, VA, 22701

About: I have taken care of dogs, cats and even rabbits since my family has taken in stray animals. We help them have the love they need until they are ready to find a permanent home. Currently I’m a student part-time so I will have the ability for the weekends and Wednesday and Thursday! Changes can be made for different days of the week. I have my partner in crime, Camilo, who can also make company to your lovely child in our days of fun! But for both of us respect and maintaining boundaries in someone’s home is always the rule of thumb!

Sitter Profile Image: Samantha W.
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Samantha W.
from
$50
per night
5 out of 5.0 stars
5 reviews
3 years of experience
Locust Dale, VA, 22948

Samantha was highly communicative, and attentive while taking care of General. She even left a frame with pictures of General upon my return home. Highly recommend!

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Nate L.
Sitter Profile Image: Cora H.
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Cora H.
from
$100
per night
5 years of experience
Rapidan, VA, 22733

About: I am very reliable and will treat your pet/animals like my own. I love animals dearly! I will always take the time to update the owner with pictures and messages. I am currently working a part-time job. I will definitely have time to care for your animals! I am open to answering any questions or concerns you may have. I live on my a small farm with my family. We also have 6 cats and 2 dogs. I have a lot of experience with farm animals, feeding schedules and much more!

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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

Sitter Profile Image: Jordan B.
Verified Enhanced Background Check
Sitter Profile Image: Jordan B.
Verified Enhanced Background Check

Jordan B.

Experienced Pet-Sitter & Dog Lover!
Charlottesville, VA, 22902
26.8 mi. away
House Sitting
from
$40
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Jordan went above and beyond as a dogsitter at our house! She was so great with communication, we did not have to worry about anything. We returned to our house even cleaner than how we left it. I would recommend Jordan to anyone, and I definitely hope she is available next time we need a sitter!!

Availability updated 13 days ago
Sitter Profile Image: Dawn "Star" C.
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Sitter Profile Image: Dawn "Star" C.
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Dawn "Star" C.
Star Sitter

*Trusted Pet, Farm & HouseSitters*
Charlottesville, VA, 22906
21.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
109 reviews
32 repeat clients
Profile image

Star did a fabulous job housesitting and caring for my cat and 2 dogs, one of whom is super timid and requires lots of time and patience to earn her trust. The pets were all happy and relaxed when I returned, and my home was clean and tidy. Star is professional, great at communicating, and is flexible and accommodating too. I highly recommend her if you want peace of mind that your pets and home will be in the best hands while you're away.

Availability updated today
Sitter Profile Image: Amanda W.
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Sitter Profile Image: Amanda W.
Verified Enhanced Background Check

Amanda W.
Star Sitter

I love animals and they love me!
North Downtown, Charlottesville, VA, 22902
26.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Amanda was a wonderful sitter for our doodle Henry. He loved having her and she really took great care of him. He had walks and playtime and she sent frequent pictures showing us how much fun Henry was having. I was completely at ease knowing she was at our house with him. She also left the house impeccable. We highly recommend her!!!

Availability updated today
Sitter Profile Image: Jonathan S.
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Sitter Profile Image: Jonathan S.
Verified Enhanced Background Check

Jonathan S.
Star Sitter

Worry free care for your FUR Family
Charlottesville, VA, 22902
29.3 mi. away
House Sitting
from
$75
per night
5 out of 5.0 stars
18 reviews
6 repeat clients
Profile image

Jonathan was wonderful, my 16-year-old dog loved him instantly. My dog was not at all out of sorts after a long weekend which means meds were given on time, he had plenty of walks (probably more than normal), and he wasn't left alone for too long. Jonathan communicated appropriately throughout his stay and my home was left very neat and tidy. I'm extremely thankful for his kind care of my old, curmudgeonly dog.

Availability updated today
Sitter Profile Image: Morgan S.
Verified Enhanced Background Check
Sitter Profile Image: Morgan S.
Verified Enhanced Background Check

Morgan S.
Star Sitter

Dog Mom to Professional Dog Mom
Elkton, VA, 22827
17.4 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
76 reviews
25 repeat clients
Profile image

I absolutely recommend Morgan! She was professional, attentive, and communicative both before and throughout her stay with my dog. It was such a relief to know my dog was in caring hands, and I really appreciated how she took the time to send multiple photo updates. I look forward to working with Morgan again!

Availability updated 4 days ago
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
Verified Enhanced Background Check

Emily S.

Experienced Kennel Tech & Vet Asst.
Charlottesville, VA, 22902
26.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
Profile image

Emily was fantastic with our 4 month old puppy. She was in constant communication and gave us peace of mind while we were gone. We, especially Margaux, can’t wait to use her again!

Availability updated 3 days ago
Sitter Profile Image: lindsey g.
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Sitter Profile Image: lindsey g.
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lindsey g.

The Pet Nanny❤️
Ruckersville, VA, 22968
14.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

We hit the jackpot with Lindsey! She watched our 4 pets after a last minute booking and did a wonderful job of following our instructions/requests and keeping us informed every day. One of our dogs got sick and she quickly notified us. We came home to some happy animals!

Availability updated 16 days ago
Sitter Profile Image: Amelia Leeann R.
Verified Background Check
Sitter Profile Image: Amelia Leeann R.
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Amelia Leeann R.

Flexible, animal-loving, reliable!
Boston, VA, 22713
12.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
10 reviews
6 repeat clients
Profile image

Amelia was reliable and responded to all my messages in a timely manner. It was my first time using Rover and both of our first experience with overnight visits. Louis is aging and does not do well alone. Not only did she take excellent care of my Louis but she left my home as I left it. She even washed the bath towels she used while she stayed. I highly recommend Amelia. She is trustworthy and I look forward to using her again!

Availability updated 66 days ago
Sitter Profile Image: Ember S.
Verified Enhanced Background Check
Sitter Profile Image: Ember S.
Verified Enhanced Background Check

Ember S.
Star Sitter

Fur Baby Enthusiast
Jeffersonton, VA, 22724
26.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5 out of 5.0 stars
46 reviews
11 repeat clients
Profile image

Ember was absolutely fantastic with our Husky. She played with him, went out of her way to make him frozen Kings, and even BRUSHED him which is a whole chore for husky owners? She made us feel at ease while we were away and helped around the house while we were gone - took out the trash on trash day, gathered/sorted our mail, and went above and beyond washing towels and sheets. We were very appreciative of Ember and will book again!

Availability updated 4 days ago
Sitter Profile Image: Billy C.
Verified Enhanced Background Check
Sitter Profile Image: Billy C.
Verified Enhanced Background Check

Billy C.

Treat them like my own
Culpeper, VA, 22701
17.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Billy was the perfect Dog Sitter. All four of my dogs loved him immediately. He took such good care of them. He was prompt, courteous, attentive to all of my dogs. He was fantastic, and I will certainly use him again.

Availability updated 2 days ago
Sitter Profile Image: Ronda S.
Verified Background Check
Sitter Profile Image: Ronda S.
Verified Background Check

Ronda S.
Rover 101
Star Sitter

Worry free Pet care
Culpeper, VA, 22701
16.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
64 reviews
20 repeat clients
Profile image

Ronda was not only efficient and responsive, sharing twice-daily feedback about the care and feeding of our two kitties, but she was also able to establish an affectionate bond with them during our 16-day absence. We are pleased to give Ronda 5 stars and would highly recommend her.

Availability updated 15 days ago
Sitter Profile Image: Caitlin M.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin M.
Verified Enhanced Background Check

Caitlin M.

Fear Free Luxury Pet Care!
Barboursville, VA, 22923
16.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
73 reviews
27 repeat clients
Profile image

I can’t thank Caitlin enough! Took such amazing care of my pup with separation anxiety while I was away, and sent tons of pics and updates. Would highly recommend.

Availability updated 44 days ago
Sitter Profile Image: Amber R.
Verified Enhanced Background Check
Sitter Profile Image: Amber R.
Verified Enhanced Background Check

Amber R.

Wife • mom x3 • dog & cat mom • 27
Culpeper, VA, 22701
17.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$31
per night
2 reviews

Amber has such a huge heart for animals. My Gunner boy was an anxious pup, storms would scare him pretty bad. Seperation anxiety was a struggle, but Amber was so understanding and he felt so calm with her. She was my Go-to for a sitter when it came to him. She loved him like her own, giving him all the cuddles and snuggles he could ever wish for. She was patient and understanding when a new environment was totally new to him and he acted out of character (marking😩) , never having been watched by others, especially in someone’s home was new to him and I both. But it couldn’t have gone smoother. He adjusted so well with her he almost didn’t want to come back home 😂 he loved Amber so much, and we were so sad when we had to part ways. There would never be another sitter like her. Our boy has since crossed the rainbow bridge but I know for sure Amber left a huge mark on him, and I’m positive he left his little paw print on her heart too. We are forever thankful for the kindness and love she showed our boy when we wouldn’t be home to do it. She was his second home.🫶🏻

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samuel B.
Verified Enhanced Background Check
Sitter Profile Image: Samuel B.
Verified Enhanced Background Check

Samuel B.

Your dogs will love me
Stanardsville, VA, 22973
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
4 reviews
Profile image

My dogs love Sam! Sam asked good questions and made sure he understood all the medication and special needs. He played with my youngest and cuddled with my older dogs. Sam arrived on time and kept me updated. My dogs were relaxed and happy when I got home and the house was spotless. My boys are looking forward to more visits with Sam!

Availability updated 53 days ago
Sitter Profile Image: Raniya B.
Verified Enhanced Background Check
Sitter Profile Image: Raniya B.
Verified Enhanced Background Check

Raniya B.

Hi! I’m Raniya!
Orange, VA, 22960
16.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Raniya was great to work with. She took really good care of my dogs, always showed up on time and spent time with them and kept an open line of communication with her. We have already booked her for another stay and highly recommend her to anyone who is looking for pet sitting. This was our first time doing this and it was a very pleasant experience and kept our dogs from being kenneled 24/7 at a boarding facility.

Availability updated 56 days ago
Sitter Profile Image: tanisha W.
Verified Enhanced Background Check
Sitter Profile Image: tanisha W.
Verified Enhanced Background Check

tanisha W.

Animals are my thing !
barboursville, VA, 22923
14.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 reviews
Profile image

Tanisha was so wonderful. Always a relief when your pets aren’t something you have to worry about while away and that was absolutely how it was with her. I appreciated the amount of updates she provided along the way. Happy pets upon return 🥰Hope to book again in the future

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sophia B.
Verified Enhanced Background Check
Sitter Profile Image: Sophia B.
Verified Enhanced Background Check

Sophia B.

Lifelong animal lover
orange, VA, 22960
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 4.8 stars
5 reviews
3 repeat clients
Profile image

Sophia is wonderful. She is great with the animals and patient with us. We are a bit chaotic and busy. She will definitely be our go to sitter.

Availability updated 22 days ago
Sitter Profile Image: JAIRO C.
Verified Enhanced Background Check
Sitter Profile Image: JAIRO C.
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JAIRO C.

NO TIME TO REST LETS PLAY 🎾🐈🦮
Culpeper, VA, 22701
13.4 mi. away
House Sitting
from
$31
per night
10 years of experience

About: I have taken care of dogs, cats and even rabbits since my family has taken in stray animals. We help them have the love they need until they are ready to find a permanent home. Currently I’m a student part-time so I will have the ability for the weekends and Wednesday and Thursday! Changes can be made for different days of the week. I have my partner in crime, Camilo, who can also make company to your lovely child in our days of fun! But for both of us respect and maintaining boundaries in someone’s home is always the rule of thumb!

Availability updated 30 days ago
Sitter Profile Image: Samantha W.
Verified Enhanced Background Check
Sitter Profile Image: Samantha W.
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Samantha W.

I love your pet(s) like my own!
Locust Dale, VA, 22948
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
Profile image

Samantha was highly communicative, and attentive while taking care of General. She even left a frame with pictures of General upon my return home. Highly recommend!

Availability updated 51 days ago
Sitter Profile Image: Cora H.
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Sitter Profile Image: Cora H.
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Cora H.

Loving care for your pets!
Rapidan, VA, 22733
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
2 reviews

Cora H. Is a very responsible person who loves animals! Her experience with 4-H animals has set her up to responsibly pet sit. Cora has taken care of our two cats and we were never concerned about them as they were well fed, petted and loved. She also took care of their kitty litters and everything was neat and clean when we got home. Cora looks after every detail with all pets. I would highly recommend Cora for all your pet sitting needs. Sincerely, Margaret V.

Availability updated today
Confirmed availability for Labor Day Weekend

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  2. 2. Meet & Greet

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