House Sitting Pound Ridge

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Over 28
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
$50
per night
5.0 out of 5 stars
• 30 reviews
9 repeat clients
30 years of experience
Bedford Hills, NY, 10507

“We are always happy with Joseph’s care for Hunter and Rory. He is very responsible and communicative. He sends lots of pictures and we feel very comfortable that our pups are happy.”

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Anne Marie V.
Sitter Profile Image: John H.
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John H.
from
$100
per night
5.0 out of 5 stars
• 24 reviews
12 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

“Cotter (John) did an amazing job caring for our pups while we were attending an out of state wedding. Very dependable and my dogs were very comfortable with him. Thank you, Cotter.”

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Tanya B.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$80
per night
5.0 out of 5 stars
• 15 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: Dimitrios K.
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Dimitrios K.
from
$100
per night
5.0 out of 5 stars
• 6 reviews
5 repeat clients
3 years of experience
Darien, CT, 06820

About: I’ve cared for a wide variety of dogs and cats, including pit bulls, golden retrievers, poodles, senior dogs, and tabby cats. I’ve also cared for pets with medication and dietary needs, including both oral and injectable medications. My goal is to make every pet feel safe, comfortable, and genuinely cared for while you’re away. Whether that means a long walk, plenty of play and attention, sticking closely to their feeding routine, or simply giving a nervous or senior pet some extra patience, I’m happy to adapt to their individual needs. I’ll keep you updated with how your pet is doing and treat your pet with the same care and attention I’d want for my own. I currently work evening shifts at my family’s restaurant in Darien, so I’m generally available for pet care during the mornings and afternoons, as well as some evenings. My work schedule does not interfere with housesitting, and I’m able to provide attentive care throughout the day and overnight. For walks and drop-in visits, I’m happy to work around my evening schedule and coordinate times that work best for you and your pet. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.

Sitter Profile Image: Courtney R.
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Courtney R.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 65 reviews
24 repeat clients
10 years of experience
Yorktown Heights, NY, 10598

“Courtney was great. We got real time feedback and pictures which really gave us peace of mind. So great to know Bella was well taken care of!”

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Rebecca W.
Sitter Profile Image: Penny N.
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Penny N.
from
$100
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
15 years of experience
Norwalk, CT, 06851

“Penny did such a great job watching our maltipoo, Gwen! Punctual and great communication. 10/10!!”

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Faye B.
Sitter Profile Image: Eliza W.
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Eliza W.
from
$32
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Ridgefield, CT, 06877

“Eliza made herself available on short notice, kept me updated with multiple pictures and videos daily, my two dogs were safe and happy when I returned and the house was spic and span. I highly recommend Eliza!”

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Kelly M.
Sitter Profile Image: Hanaya D.
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Hanaya D.
Star Sitter
from
$90
per night
4.9 out of 5 stars
• 121 reviews
61 repeat clients
4 years of experience
Stamford, CT, 06902

“We came home to two happy and well cared for pups! Our previously booked sitter had to cancel a week before our trip, and we're very grateful to Hanaya for looking after them on such short notice!”

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Elizabeth L.
Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 25 reviews
5 repeat clients
7 years of experience
Ossining, NY, 10562

“We had some last minute changes because I got sick and Brandon was super flexible and responsive. He’s great with our dog and our dog adores him. He takes him on long walks, very on top of food, water and medication. Took excellent care of the house as well.”

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Jennifer A.
Sitter Profile Image: Jayna S.
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Jayna S.
from
$180
per night
5.0 out of 5 stars
• 29 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: Annabel B.
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Annabel B.
from
$68
per night
4.8 out of 5 stars
• 13 reviews
8 repeat clients
10 years of experience
Downtown, Stamford, CT, 06901

“Annabelle was an excellent match for my 15 year old Spaniel. She was conscientious, neat and tidy (she stayed overnight), reliable and trustworthy. My dog’s age brings challenges (vision and hearing issues) yet Annabelle never skipped a beat. I was nervous about leaving my dog with a stranger but it worked fine.”

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Lynn U.
Sitter Profile Image: Karabo T.
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Karabo T.
from
$35
per night
6 years of experience
Bedford Hills, NY, 10507

About: I have over 5 years of experience caring for dogs and currently have two dogs of my own, so I understand the importance of patience, consistency, and love when caring for pets. I have experience with feeding schedules, walks, playtime, and ensuring pets feel comfortable and safe while their owners are away. As a responsible college student and former au pair, I am dependable, attentive, and comfortable managing routines. I treat every pet as if they were my own and strive to provide a happy, safe, and stress-free experience for both pets and their families. As a full-time college student with a flexible schedule, I am able to provide reliable and attentive care for your pets. I am available for drop-in visits, dog walking, and pet sitting during mornings, afternoons, evenings, and weekends depending on my class schedule. I understand the importance of consistency, exercise, and companionship, and I will make sure your pet receives plenty of attention, playtime, and care while you’re away I am a responsible and caring pet owner with two dogs of my own, so I understand how important it is to trust someone with your furry family member. I carefully follow feeding schedules, medication instructions, exercise routines, and any special care requirements. In your home, I will respect your space and maintain your pet’s normal routine to help them feel comfortable and secure. I provide regular updates, photos, and communication so you can have peace of mind while you’re away.

Sitter Profile Image: Nicholas T.
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Nicholas T.
from
$100
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Newfield, Stamford, CT, 06905

About: I haven taken care of dogs and cats since I was 14 years old, and have always had a dog or cat in my household growing up. I grew up with a 110 pound Rhodesian Ridgeback and now have a German Shepherd/Husky mix. I also have a cat at home and am comfortable taking care of cats. I have a lot of experience with dogs over 50 pounds and am comfortable with any size. I have had friends parents throughout high school ask me to care for their pets during vacation. I currently dog walk throughout the weeks for different families, and house sit often as well. I have included pictures of some of the dogs I have taken care of. I work from home and am very flexible when it comes to days and times. I am also able to work remotely from your home. My pet care is done in the clients home. I try to keep the pet comfortable in what they are familiar with in order to stick to their current routine as well.

Sitter Profile Image: Nicholas P.
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Nicholas P.
from
$75
per night
1 repeat client
20 years of experience
Armonk, NY, 10504

About: I've cared for Samoyeds my whole life, including litters from several of my own dogs. I've also looked after neighborhood dogs of all sizes, from chihuahuas to German shepherds, so I'm comfortable with pets big and small. Since my main career is remote, I'm home to keep an eye on dogs throughout the day. My own pets get a morning and evening walk plus feeding, so there's a consistent routine your dog can settle into. Your dog's safety is always the top priority. If everyone in the house needs to step out and there aren't enough eyes to keep watch, I use a crate to keep things calm and secure until someone's back. And if you'd prefer I stay with your dog the whole time instead, that's absolutely fine too — happy to work with whatever makes you most comfortable.

Sitter Profile Image: Gianna M.
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Gianna M.
from
$65
per night
8 years of experience
Downtown, Stamford, CT, 06901

About: I have experience caring for dogs and cats of all ages through walks, drop-ins, and overnight stays. I’ve cared for my own two family dogs as well as pets for multiple families, so I’m comfortable stepping into different routines and environments. I also worked in an emergency veterinary clinic in an administrative role, where I was around a wide range of pet personalities and situations. That experience helped me better understand animal behavior, stress signals, and the importance of clear routines and communication between owners and caregivers. I’m reliable with following instructions closely, including feeding schedules, routines, and administering medications when needed. I understand how important consistency is for pets, especially when their owners are away. My approach is to match each pet’s energy—whether that means calm companionship or active play—while making sure they feel safe, comfortable, and cared for. My goal is always to maintain their normal routine as closely as possible so they feel at ease until you return. My schedule is built around a full-time job, working Monday through Friday from 7–4. I’m available early mornings, evenings, and have the most flexibility on weekends. I can occasionally do midday check-ins depending on my workday, and I’m open to walks, drop-ins, and overnight stays. I’m reliable and do my best to accommodate requests with some advance notice. My goal is to provide consistent, dependable care that fits smoothly into both my schedule and your pet’s routine. I prioritize each pet’s safety, comfort, and routine while caring for them in the client’s home. I follow all instructions closely, including feeding schedules, walk routines, and any specific care guidelines to keep pets consistent and comfortable. I’m respectful of the home and make sure everything is kept clean, secure, and as I found it. I’m very mindful of doors, gates, and leashes during walks and visits to ensure pets are always safe. My approach is calm and attentive so pets feel at ease while their owners are away. My goal is to provide dependable care and give owners peace of mind knowing their pets are in good hands.

Sitter Profile Image: Jessica B.
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Jessica B.
from
$60
per night
4.7 out of 5 stars
• 47 reviews
13 repeat clients
25 years of experience
Norwalk, CT, 06850

“Jessica took great care of our 3 boys! She is thoughtful, and responsive and quickly adjusted to each of the pups personalities and individual needs. We felt totally relaxed being away, knowing that the pups were in such great care. She left the place looking as good, if not better, than it did when she arrived. We would absolutely have Jessica back and recommend her to others.”

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Ryan D.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$70
per night
5.0 out of 5 stars
• 9 reviews
15 years of experience
Katonah, NY, 10536

About: Since I was young, I have been around various breeds of dogs. I have always loved being around other pets as well. I’ve pet sat for bunnies, cats, dogs, and turtles. I have taken care of dogs at my family home since I was 15 years old and I also took care of my own dog for over 13 years. I currently work full time from 8-5 on weekdays. I am free after 5 to pet sit on weekdays. I’m only fully available to care for your pet on weekends and usually Fridays after 5pm.

Sitter Profile Image: Maria F.
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Maria F.
from
$90
per night
5.0 out of 5 stars
• 2 reviews
4 years of experience
Weston, CT, 06883

“Maria is punctual, thoughtful, an effective communicator and caring sitter for my dogs, adapting to their different needs. I highly recommend her.”

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Olga F.
Sitter Profile Image: Skye G.
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Skye G.
from
$32
per night
10 years of experience
Norwalk, CT, 06854

About: I’ve been surrounded by different types of animals my whole life! No breed is too big or too small, I love them all. I’ve taken care of furry friends ever since I was a child and want nothing more to ensure that they are given the necessary love and affection that they deserve. I currently do work and go to school but I can always make time to care for your furry friend. I’m available for boarding, sitting, and walking! I am mostly available Sunday, Monday, Friday, and Saturday. I always ensure safety for your pet. Following your instructions and wishes are important for the job. Each pet has different needs and care. Getting your pet comfortable and to trust me is very important for great service. Your pets are safe with me!

Sitter Profile Image: Laura M.
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Laura M.
from
$75
per night
5.0 out of 5 stars
• 18 reviews
1 repeat client
20 years of experience
Glenbrook, Stamford, CT, 06902

“Laura took our 3 year old Corgi Jack into her home and did an incredible job taking care of him. She is so responsive and a natural with dogs. She treated him like her own and sent us updates and pictures several times a day. She is very active and took Jack on long walks and even introduced him successfully to another dog he became friends with while we were away. We will trust Laura with all of our dog sitting needs in the future and would recommend her to anyone!”

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Katie M.
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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.

How to book house sitting

  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.
  3. 3. Book & Pay

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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 of House Sitting in Pound Ridge is $70 per night as of October 2026. Most bookings cost between $40 and $90 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 3,365 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:

  • 89% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 96% 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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