House Sitting Pound Ridge

Find a loving house sitter to watch over your pets and your home.

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Over 27
pet parents in Pound Ridge have booked house sitting

Pound Ridge, Find top rated house sitting

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: Joseph R.
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Joseph R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
30 years of experience
Bedford Hills, NY, 10507

My dog just went through a few stressful events that has made him very anxious around strangers but he was very comfortable with Joe. We did a meet and greet before booking he did not show signs of anxiousness; in fact he took to Joe immediately licking him on his face. Joe then watched him all day on back to back days over the weekend which went very well. My dog was relaxed all day and did not have any issues. Joe is very flexible, priced extremely reasonable and I look forward to using him again in the future.

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Robert A.
Sitter Profile Image: Allison L.
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Allison L.
from
$80
per night
1 repeat client
6 years of experience
South Salem, NY, 10590

About: I love all pets. I’ve taken care of over seven different dogs ranging from 8 weeks old to 15+. I’ve administered medication orally and topical long walks and assistance after medical procedures. I do not do boarding in my own home. 100% in the comfort of your own home please do not hesitate to reach out for any questions! I am very flexible for any pet care for any questions. Feel free to reach out. I’m available at all times of day and night to make sure our babies are okay I have a dog and cat we feed both twice a day the correct amount needed for them. Our dog goes on a daily walk. Other client care I do whatever the pet parent needs and wants to ensure the safety of their pet and whatever they are comfortable with.

Sitter Profile Image: Carrigan M.
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Carrigan M.
from
$75
per night
4.8 out of 5 stars
23 reviews
11 repeat clients
8 years of experience
North Stamford, Stamford, CT, 06903

Carrigan took great care of Sadie. She was on time and in touch with us regularly while we were away. Sadie was happy to see us and Sadie was well taken care of in our absence. I recommend her and we will re-book with her next time we are away.

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Alison S.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
68 reviews
19 repeat clients
45 years of experience
Turn Of River, Stamford, CT, 06905

Have had Nicole housesit twice with us. Each time she is prompt, extremely communicable, and able to navigate not only complicated instructions for each of our two dogs, but also how complicated our house is with codes, alarms and construction workers. She looked after my middle-aged slow Bichon who needs constant food and attention and our new rescue dog who is 10lbs of energy and desperate to escape. She handled them both with grace and sent lots of pictures and videos. I am happy to know I don't have to worry now when I travel!

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Kim G.
Sitter Profile Image: John H.
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John H.
Star Sitter
from
$119
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

Cotter was great with our two dogs! He helped us out in a crunch over the holiday weekend, was extremely responsive and provided a ton of updates. Our dogs were very comfortable with him, we will definitely be using him again in the future. Thank you Cotter!

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Paul & Stephanie E.
Sitter Profile Image: Claire C.
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Claire C.
from
$68
per night
5.0 out of 5 stars
90 reviews
34 repeat clients
3 years of experience
Greenwich, CT, 06807

About: I have 3 years of pet-sitting experience. Have experience with all ages pet including oldest 16 years old senior dog to puppies, also cats. I am totally an animal lover and treat them like my own baby. I will update pet parents everyday with pet’s videos. I own a small neutered Maltese boy who’s only 5 lbs. We stay at home the whole time. We promise that we will give the best care to your pets and look after them with patience and love. We send video updates to pet parents everyday. We have big open spaces in our house. There are multiple big lawns and dog parks in the neighborhood. Pets can run freely at home and play safely outside. We will strictly follow feeding and walking schedule you prefer for your pets. Clean them with wet tissues after each walk and send you daily video updates.

Sitter Profile Image: Crystal I.
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Crystal I.
from
$85
per night
5.0 out of 5 stars
11 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

Crystal was great. She was helpful teaching me about training a husky i recently adopted thos week. My doggie adored her and cat Jackie. She provided pictures. Great sitter who communicated keeping my anxiety at bay. I am using her again.

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Dina M.
Sitter Profile Image: Hanaya D.
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Hanaya D.
Star Sitter
from
$90
per night
5.0 out of 5 stars
106 reviews
55 repeat clients
4 years of experience
Stamford, CT, 06902

Hanaya was every bit as great as her reviews said she’d be. I have rebooked. Thank you!

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Susan J.
Sitter Profile Image: Jason S.
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Jason S.
from
$50
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
North Salem, NY, 10560

Jason was great with our animals. He sent some photos and kept in touch letting us know how everything was going and how sweet our pets were for him. We hope to be able to book him again in the future.

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Rob S.
Sitter Profile Image: Gabriella W.
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Gabriella W.
from
$85
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Ridgefield, CT, 06877

Gabby was attentive and caring for my Siberian Husky for the time I was gone. She sent daily updates that put my mind at ease, and loved him like one of her own.

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Michael M.
Sitter Profile Image: Anastasia P.
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Anastasia P.
from
$55
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Glenbrook, Stamford, CT, 06906

Anastasia dog sat our dachshund for 2 weeks and I couldn’t have felt more comfortable. She is warm and friendly and a great communicator. She spent a lot of time with our dog during the day which is what we wanted and he actually seemed tired when we returned which was a relief and we were happy he wasn’t in his crate for long stretches. Our dog really loved her and I loved getting pictures of them snuggling on the couch. I was able to relax and not worry about his care and him being left in crate unstimulated for most of our time away which made me so happy. Our dog can be nervous at first with new people and she patient with him. Highly recommend and will use again!

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Andrea D.
Sitter Profile Image: Vladimir C.
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Vladimir C.
from
$69
per night
5.0 out of 5 stars
82 reviews
27 repeat clients
11 years of experience
Greenwich, CT, 06878

We had a wonderful experience with Vladimir. This was my first time using Rover. I have two labs. One lab who is older with some medical needs. I could not take him to “camp” anymore. So knowing the two were comfortable in their home brought a peace of mind to me. Vladimir was very responsive and accommodating all throughout the experience. He took very good care of my “boys” and took lots of great pictures of their adventures. He also left house spotless. Overall, I would highly recommend Vladimir. Your fur babies will be well cared for. We look forward to working with him again in the future!

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Maren S.
Sitter Profile Image: Jayna S.
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Jayna S.
from
$180
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
19 years of experience
Cross River, NY, 10518

Jayna is a responsible house sitter who follows detailed directions thoroughly, and is very responsive. My 100 lbs hound is on 3 medications and needs specific attention. Jayna took care of him, my fish and my home exactly as I would have hoped while I was away with my family for a number of days. We would like to work with her again.

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Joseph C.
Sitter Profile Image: Alexandra T.
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Alexandra T.
Star Sitter
from
$120
per night
5.0 out of 5 stars
86 reviews
21 repeat clients
6 years of experience
Stamford, CT, 06907

Alexandra was great! We left her with our 10 week old kitten and she did an amazing job of keeping him entertained and out of trouble. She sent us lots of updates and went above and beyond to make sure that Bergamot was well cared for. We'll definitely be using her again.

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Celia E.
Sitter Profile Image: Andrea P.
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Andrea P.
from
$60
per night
10 years of experience
Norwalk, CT, 06851

About: I’ve taken care of animals since I was a young girl. From working in pet stores, to boarding places, dog walking and sitting watching/walking friends and families pets. I started vet school but having children I had to put it on pause for now. I know to give medication, prepare meals bathe and so on. My love for animals is very strong and I’ll treat them just like my own . I’m currently working part time at a day care so which I have mornings and evenings open to take care of them and the weekend are available to watch your pets. I have a full fence in yard which is safe for your dogs to go out to use the potty and play. Inside is a safe environment as well with lots of love and playtime . We do have a older cat , a Guinea pig and a rat terrier who loves other dogs and cats.

Sitter Profile Image: Caroline M.
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Caroline M.
from
$75
per night
5.0 out of 5 stars
2 reviews
12 years of experience
Ridgefield, CT, 06877

Caroline did an awesome job. She house sat for my 2 older dogs; a 13.5 year old Labrador and a 14 year old Jack Russel. The lab is very needed gets very nervous when we aren’t home. Both dogs loved Caroline but the lab was completely calm and happy. We would and will hire Caroline again in the future. She did a great job and we couldn’t be happier.

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Jay M.
Sitter Profile Image: Emma A.
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Emma A.
Star Sitter
from
$90
per night
4.9 out of 5 stars
48 reviews
22 repeat clients
10 years of experience
Stamford, CT, 06901

Emma was absolutely amazing . She was so great with my rescue. He has social anxiety but would have never known with how quickly he bonded with Emma . She went above and beyond in communication and giving extra care to my needy dog. Highly recommend

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Olivia O.
Sitter Profile Image: Katharine M.
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Katharine M.
from
$125
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Downtown, Stamford, CT, 06901

This was our first time using Kat and she was a wonderful dog sitter! She focused on Irie, took great care to remember our specific instructions, and asked just the right questions, and we felt very comfortable leaving him in her care. We look forward to working with Kat often in the future. :-)

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Liz D.
Sitter Profile Image: Claire R.
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Claire R.
from
$40
per night
4.9 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Waterside, Stamford, CT, 06902

Claire is absolutely the best dog sitter you could find. We came home from an extended trip to find out senior dog calm and happy after Claire’s overnight stays at our home. Claire sent photos, videos and text updates daily which were lovely and reassuring.

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Deborah M.
Sitter Profile Image: Haley C.
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Haley C.
from
$125
per night
5.0 out of 5 stars
6 reviews
15 years of experience
New Canaan, CT, 06840

Haley was fantastic! She sent photos and updates each day and Wilma seemed to have a great time with her.

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Bonnie W.
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The median cost per night for house sitting in Pound Ridge is $65

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  • 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

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  • 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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Pound Ridge

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Sitters in Pound Ridge average 3
repeat house sitting clients

FAQs for House Sitting - Pound Ridge

Frequently asked questions about Rover

The average cost for House Sitting in Pound Ridge on Rover is $69.55 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 3,461 sitters on Rover offering House Sitting across Pound Ridge. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Pound Ridge walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Pound Ridge maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Pound Ridge choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Pound Ridge. On Rover:

  • 92% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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