House Sitting Windham

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Windham, 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: Sofia S.
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Sofia S.
from
$45
per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
3 years of experience
Germantown, NY, 12526

“Sofia was great! We felt really happy with her care for our dog Tanda. We requested very last minute and she was so quick to respond and help us out. Would recommend!”

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Jack S.
Sitter Profile Image: Petra Angelika L.
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Petra Angelika L.
from
$70
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
14 years of experience
Westerlo, NY, 12193

“Petra is so caring, communicative, and wonderful. She always sends updates and goes above and beyond to take perfect care of our pup, who she loves like her own. She’s also a fantastic houseguest. Highly recommend!”

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Casey & Doug C.
Sitter Profile Image: Shelby C.
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Shelby C.
from
$70
per night
5.0 out of 5 stars
• 29 reviews
12 repeat clients
14 years of experience
Saugerties, NY, 12477

“Shelby was wonderful. I left her with my senior dog and two cats for a whole day and she went above and beyond. She sent photos and updates and could t have been more thoughtful. I can't recommend her highly enough. Completely responsible and honest.”

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Anne M.
Sitter Profile Image: Hannah O.
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Hannah O.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
6 years of experience
Coxsackie, NY, 12051

“Hannah did an AMAZING job cat and apartment sitting for me! She sent me pictures and stories of my cat daily which made me feel so much better about leaving him with somebody 🫶 When I came home, I saw that she had changed the sheets and tidied the apartment, going the extra mile. I cannot express how much that was appreciated after getting off a LONG series of flights. 10/10 recommend, her partner who I met was also very nice. Thank you so much Hannah! 🐱”

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Vanessa J.
Sitter Profile Image: Marilla A.
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Marilla A.
from
$100
per night
4.5 out of 5 stars
• 4 reviews
13 years of experience
Hunter, NY, 12442

About: I grew up with all different types of animals my whole life. I have been a dog mom for 13 years. I am great at walking dogs who have aggression towards other dogs, I know how to find a calm route to take and distract them before conflict arises! I recently lost my 90 lb alapaha blue blood bulldog mix to a terminal illness and am looking forward to spending time with other people's dogs. I am a self employed artist, volunteer, and executive director of a free store that I physically staff on Saturdays, so I have a very flexible schedule. I I will care for your pets with so much attentiveness and love! Just give me a set of instructions and I will show them a great time. I am happy to board as well as make house calls, and I live in a 2 bedroom apartment with my 4 year old foster daughter. We live next to many swimming holes and in a location with greay walkability.

Sitter Profile Image: Edward M.
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Edward M.
from
$60
per night
10 years of experience
Kingston, NY, 12401

About: I excel at making dogs feel calm and like their owners never even left the house. Learning their schedules, quirks, and favorite walking spots helps me make them feel comfortable for extended stays. Energetic puppy? I’ll run around w them and tire them out. Senior dog? We can relax and go at their pace. What sets me apart is my intuition and caring heart. I have a flexible, remote job so I am able to stay with your pet as long as needed through the day and take them on frequent walks in the neighborhood good or to the dog park! I do live-in dogsitting/housesitting at the client’s house. I like to learn about your dog (how they like to play, chill, etc..) so I can make them feel as comfortable as possible.

Sitter Profile Image: Kacey M.
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Kacey M.
from
$100
per night
5.0 out of 5 stars
• 115 reviews
41 repeat clients
8 years of experience
Woodstock, NY, 12498

“Kacey was great with our fur babies! A senior pug and scaredy-cat kitty. She was very attentive and sent lots of updates and pics! She’s also a super nice person and you can tell she really cares about what she does! Highly recommended!”

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Nicoletta P.
Sitter Profile Image: Joseline L.
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Joseline L.
from
$70
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
4 years of experience
Purling, NY, 12470

About: I worked as a veterinary reception and received knowledge from our vets on dog/ cat behavior training and administering injections. I have kennel experience and training with special needs in dogs and cats. I’m open and flexible with my schedule whether it’s morning or night. Ready to take care of your magnificent pup or kitty in a safe environment. My cozy apartment is a safe and welcoming space for your pet to relax and play. I also have a super-friendly dog who absolutely loves meeting new friends. For pups or cats that like some quiet time, I'm happy to provide a cozy crate or room area where they can feel secure.

Sitter Profile Image: Vanessa M.
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Vanessa M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Big Indian, NY, 12410

“Vanessa was by far the best sitter we’ve had in nearly ten years. She went above and beyond. She took pebbles on hikes and swims and dog parks, kept her super clean and managed her food and meds very well. We returned in over a week to find pebbles thriving. We would call on Vanessa in a heart beat going forward whenever we need someone to care for our pup.”

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Samarth N.
Sitter Profile Image: Karla R.
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Karla R.
from
$110
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Kingston, NY, 12401

“Karla is a gentle and kind animal whisperer. Our pup was immediately calmed by her energy. From his daily med routine, to even feeding him by hand when he put up a “my humans are traveling fight” she cared for him with grace and love. AND we got daily pics.”

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Laura H.
Sitter Profile Image: Clara A.
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Clara A.
from
$50
per night
5.0 out of 5 stars
• 24 reviews
3 repeat clients
20 years of experience
Shandaken, NY, 12480

“Very thankful to have met Clara and her husband through Rover. They took amazing care of our two dogs and our home. We will definitely call on them again when needed!”

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Kathryn R.
Sitter Profile Image: Rochelle M.
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Rochelle M.
from
$120
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
Saugerties, NY, 12477

“Rochelle is a wonderful sitter and I'm so grateful to have found her to watch my dog Gogo. I've hired Rochelle for both short and long-term stays and she is my most entrusted sitter. Dedicated, responsible, caring, and experienced.”

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Nicole N.
Sitter Profile Image: Robert I.
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Robert I.
from
$70
per night
12 years of experience
Cairo, NY, 12413

About: Since I been born my parents have had dogs and I was luckily able to care for them. I have dog sat for friends and family before and had nothing but a great experience. I work part time and sometimes have soccer practice. I will make time for any responsibilities I need to uphold. If you reach out I will tell u my availability. My care for your dog will not change regarding the location. I care for each dog the same way I have cared for my dogs in the past.

Sitter Profile Image: Elizabeth H.
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Elizabeth H.
from
$125
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
10 years of experience
Jefferson, NY, 12093

“Elizabeth took such good care of Niobe! Everytime I wondered about what was happening at home, I received a message and photo from Elizabeth. I will book with her again.”

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Annette M.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$125
per night
5.0 out of 5 stars
• 31 reviews
10 repeat clients
15 years of experience
Hudson, NY, 12534

“This is the second time Sophie has cared for our two cats, and she’s been wonderful each time. She gives them so much love and playtime, and keeps us updated regularly, which we really appreciate. It’s such a comfort knowing they’re in good hands while we’re away. They were happy and content when we got back.”

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kristen l.
Sitter Profile Image: Brian L.
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Brian L.
from
$69
per night
4.9 out of 5 stars
• 159 reviews
84 repeat clients
20 years of experience
Schenectady, NY, 12306

“We have used Brian before for overnight stays for our dog Molly! He is is great, very trustworthy and reliable! We will definitely use him again!”

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Ashley R.
Sitter Profile Image: Rebecca D.
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Rebecca D.
from
$85
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Albany, NY, 12207

“Wonderful in all ways! Her care of Jake was spectacular!! Becca sent daily updates, house was super clean when we returned. Becca is very kind, easy, responsible, practical and caring - understands house care as well as loving our dog. A truly rewarding experience.”

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Lori M.
Sitter Profile Image: Jeannys Q.
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Jeannys Q.
Star Sitter
from
$200
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Davenport, NY, 13750

About: I have been around animals my entire life and have cared for my own pets since I was young. Over the years, I have owned and cared for many different types of animals, including Pit Bulls, Yorkshire Terriers, German Shepherds, Bulldogs, Shar-Peis, mixed-breed dogs, cats and kittens, turtles, rabbits, and chickens. Through this experience, I have learned how to understand different temperaments, provide daily care, maintain feeding schedules, exercise pets, and ensure they feel safe and comfortable. I am patient, responsible, and genuinely love animals. I understand that every pet has unique needs, and I am committed to treating them with the same care and attention that I give my own pets. I have a flexible schedule while attending university, with plenty of availability to dedicate time and attention to the pets in my care. My classes are mostly concentrated during the late morning and early afternoon, so I am generally available in the mornings, evenings, and on weekends, with additional flexibility on days when I have fewer classes. I’m available for walks, drop-in visits, daycare, and boarding, and I’m happy to work around each pet’s individual routine and needs. I understand how important consistency is for pets, and I always do my best to provide reliable, attentive, and loving care. I live in a pet-friendly home with no other pets, which allows me to provide focused attention and a calm environment. My home has a living area, kitchen, bathroom, and multiple rooms, giving pets space to relax and feel comfortable. While there is not a fenced yard, there is plenty of outdoor space nearby for leashed walks, and a park is located close to my home for additional exercise and enrichment. When caring for pets, I prioritize safety, follow the owner's instructions carefully, maintain regular feeding and potty schedules, and make sure pets always feel secure, comfortable, and well cared for.

Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$160
per night
5.0 out of 5 stars
• 283 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice took great care of my newly-adopted, senior GSD mix, Granger! Bonus was getting to meet a 20-minute old lamb at Janice's beautiful farm! I cannot recommend Janice enough. If I need sitting services in the future, I will seek her care.”

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JV F.
Sitter Profile Image: Chad D.
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Chad D.
from
$24
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
1 year of experience
Cohoes, NY, 12047

About: I've had pets in the past and love caring for them and playing with them. Grew up with a cat, had a dog and coserved a cat with my wife. Because we may move some time internationally, we haven't wanted to make a long term commitment, be we would love to be grandpetparents where we help out by babysitting while people need to travel pet free for a short time. I work full time but from home several days a week. My son, who loves animals will be around on days I am not at home. We would welcome any pets as part of the family. They can cuddle with us on the couch and play out in the yard or chill on our screened in porch. Unfortunately, we cant care forndigs for more than 5 or 6 days as we arent physically able to care for them.

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Book with peace of mind

  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Windham

Select a filter and find qualifying sitters offering house sitting.

FAQs for House Sitting - Windham

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 Windham 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 Windham 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.

<b>Tip:</b> 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 Windham 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 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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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