House Sitting in Old Greenwich

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
Maria C.
1.
Dogs are a girls best friend!Port Chester, NY, 10573
House Sitting, Drop-In Visits, Dog Walking

We are SO happy that we found Maria to help take care of our dog Stella! Stella recently went blind, so staying in our home while we're away is the best option … (more)

from
$55
per night
Nicholas P.
Veternarian assistantRye Brook, NY, 10573
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I wanted to send a quick message to let you know how pleased I am with Nicholas. My sitter canceled on me the same day of a major work event, and Nicholas came … (more)

from
$100
per night
Calendar Recently Updated
Wilmary P.
Trust the best with your pets!PortChester, NY, 10573
House Sitting, Drop-In Visits, Dog Walking

We had a great experience with Mary! She was easy to work with and great with our puppy. She sent updates through out her time watching her and was flexible wit… (more)

from
$50
per night
Calendar Recently Updated
Susan S.
4.
For The Love Of Pets!Greenwich, CT, 06831
House Sitting, Drop-In Visits, Dog Walking

Susan has a great deal of experience with dogs and cats, but is a lover of all pets! She is very dependable and a great communicator. Your pet will receive lo… (more)

from
$75
per night
Calendar Recently Updated
Cadence P.
I grew up in a pack!Ridgeway, STAMFORD, CT, 06905
House Sitting, Drop-In Visits, Dog Walking

Cadence braved a weekend with our 4 doggies without hesitation. They were so happy and relaxed with her right away. It is very hard to find reliable, trustworth… (more)

from
$30
per night
Calendar Recently Updated
6.
Dog father and lover of all animalsGreenwich, CT, 06830
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alex has a deep and loving sense for dogs and as part of my own process of getting a dog I looked to Alex for advice and counsel. He is knowledgeable and carin… (more)

from
$32
per night
Confirmed availability: Memorial day
Trustworthy dog loverPort Chester, NY, 10573
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I highly recommend choosing Mathias to look after your pets. He is a very responsible and outgoing person who will make sure your pet is safe and has a fun time… (more)

from
$65
per night
Confirmed availability: Memorial day
8.
Like a dog, I’m loving & dependableCove-East Side, Stamford, CT, 06902
House Sitting, Drop-In Visits, Dog Walking

Kayla was a great dog sitter for my labradoodle. She took great care of him and was extra careful about giving him his medications on time twice a day. He also … (more)

from
$35
per night
Calendar Recently Updated
I just really love animals a lot.Glenbrook, Stamford, CT, 06906
House Sitting, Drop-In Visits, Dog Walking

Chelsea is a very reliable and trustworthy animal caregiver. I frequently rely on her to watch my pet when out of town or aaay on business. (more)

from
$50
per night
Calendar Recently Updated
10.
Your dream dog sitter has arrived!Cove-East Side, Stamford, CT, 06902
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Turid has watched our Wheaten Terrier, Theodore, several times over the past 3 years. She's super responsible and goes above and beyond to keep us (crazy dog pa… (more)

from
$50
per night
Confirmed availability: Memorial day
11.
DOGS AND CATS BRING ME JOY!Port Chester, NY, 10573
Dog Boarding, House Sitting, Doggy Day Care

Claudia has an unparalleled love for animals. Whether they are puppies or grown, healthy or ill, she tends to them as a mother would to her own child. She is… (more)

from
$85
per night
Calendar Recently Updated
12.
Passionate, Responsible dog loverDowntown, Stamford, CT, 06901
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Annie stayed with our 2 dogs for a long weekend and was wonderful. I would highly recommend her! :) She sent updates & pictures multiple times a day. She was al… (more)

from
$38
per night
13.
The perfect pal for your pooch!Cos Cob, CT, 06807
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jessi has shown great care and attention for my dog, Cooper, as long as I've known her. She's a true dog lover, with a sense for how to make sure dogs she looks… (more)

from
$70
per night
Confirmed availability: Memorial day
14.
I’ll snuggle and love your dogGlenbrook, Stamford, CT, 06902
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Jessica is undoubtedly qualified to dog sit, with years of experience, an excellent work ethic, and being extremely caring about the dogs she takes care of. Bey… (more)

from
$50
per night
Dog- Loving youngster !Downtown, Stamford, CT, 06901
House Sitting, Drop-In Visits, Dog Walking

Leslie Ann was great! She treated our dogs like they were her own, they were very happy and stress free once we returned. Can’t beat that! (more)

from
$35
per night
Confirmed availability: Memorial day
16.
Fury friends welcomed😊east, Stamford, CT, 06902
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello there, my name is Maritza. I’m a retired domestic. I have over 10+ taking care of other people’s furry friends and I’ve had pets of my own sin… (more)

from
$70
per night
Calendar Recently Updated
17.
Pet care loverDowntown, Stamford, CT, 06902
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amber is pretty responsive and loving! My dog never left me over one night before, but he had a pretty great time with Amber, I can tell from his wagging tail w… (more)

from
$34
per night
Confirmed availability: Memorial day
18.
Dog & Cat Lover ExtraordinaireRiverside, CT, 06878
House Sitting, Drop-In Visits, Dog Walking

My husband and I have been relying on Sarah for several years now, to care for our pets. When I say "care for", that is truly an understatement. The love and … (more)

from
$95
per night
Confirmed availability: Memorial day
19.
Service Dog Trainer to the Rescue!Riverside, CT, 06878
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lindsey is an amazing caregiver for dogs. She loves her own pets with excellence and will love yours like they were her own! Give her a call. You won’t regret i… (more)

from
$100
per night
Confirmed availability: Memorial day
20.
Treat your pet with love!West Side, Stamford, CT, 06902
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Wendy was awesome while watching my dog, Miley! Couldn't have asked for better service! (more)

from
$45
per night

Rover also offers House Sitting in:


Rover.com is the simple, savvy way to find and book Old Greenwich house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Old Greenwich on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Old Greenwich house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.