House Sitting Windham

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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.

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Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$28
per night
4.9 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Londonderry, VT, 05148

Lizzie was great with the dogs and everyone was happy on our return. Lizzie was on time and dependable. Everyone was loved as one of her own. I would definitely recommend.

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Amy H.
Sitter Profile Image: Amadie C.
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Amadie C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
36 reviews
10 repeat clients
2 years of experience
Swanzey, NH, 03446

Amadie was amazing! She cared for two of our dogs on a very hot day for three hours. She was prompt, thoughtful, sent great photos, and communicated very clearly. The pups were happy and tired after the time together. Who can ask for more than that? We will definitely book her again!

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Kimberly C.
Sitter Profile Image: Tessa H.
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Tessa H.
from
$70
per night
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Springfield, VT, 05156

Tessa was great! The pets loved her and got lots of picturs. She followed all the directions to the T, and left the place cleane than she found it! I have rebooked her already!

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Amy F.
Sitter Profile Image: Molly Q.
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Molly Q.
from
$30
per night
7 years of experience
Winhall, VT, 05340

About: I have taken care of my two black labs (one puppy & one senior) as well as the pets of neighbors, family, and friends. I am looking for some extra work during my seasonal breaks. For work, I am a ski lift operator in the winter and a climbing course attendant in the summer @ Bromley Mountain. I work seasonal jobs in the summer and winter months. Spring and Fall is my availability to walk, feed, play, and keep your dog engaged. I will make sure that the dog is given food, water, playtime, and attention at said times :). I will also make sure that feces is picked up.

Sitter Profile Image: Emilee M.
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Emilee M.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Jamaica, VT, 05343

Emilee arrived on time and provided us with her presence that the care of our dog Elkie was in good hands. At the end of our scheduled stay we were unable to comply with the arranged end time because of a medical condition that required us to go to the ER. Easily 9.5 hours later Emilee was able to return to her home. We received regular updates, photos and reassurance that our dog was receiving quality care. I highly recommend that you consider calling her to answer to your pet’s care.

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David C.
Sitter Profile Image: Taryn C.
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Taryn C.
from
$75
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Jamaica, VT, 05343

Taryn was awesome during a very long day puppy sitting our 3.5month old Brittany (not an easy ask, as we all know). Our puppy loved her from the first second to the last, and we were very pleased with all aspects of the service. I would highly recommend Taryn to anyone.

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Ella B.
Sitter Profile Image: Brandy V.
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Brandy V.
from
$80
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
18 years of experience
Newfane, VT, 05345

Brandy provides thorough and loving care to your critters when you need to be away. We are so grateful for the gentle care she provided our kitties (and the chicken care too)! Brandy also provided oral and topical meds for our older cats. We highly recommend her.

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Val S.
Sitter Profile Image: Julie H.
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Julie H.
from
$75
per night
30 years of experience
Grafton, VT, 05146

About: I have taken care of many animals, from aquatic to a variety furry friends. I am always willing to offer a hand in any kind of care or training that is needed to be kept up while their humans are away so that you can be sure the critters are getting the best care and love while you’re away. Hello! A little about me, I am an all around animal lover! Every morning and night our 3 girls go on long walks and every afternoon we set time aside specifically for playtime. Going to lakes in the summer and fall is one of their favorite activities, especially if we are going out on a boat! I have 3 female dogs, both very friendly. We have an underground fence, though I would keep your fur baby on a leash when we go outside. We have a nice yard, about half an acre, live near a stream and love taking walks around the neighborhood.

Sitter Profile Image: Lily C.
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Lily C.
from
$38
per night
6 years of experience
Jamaica, VT, 05343

About: Hello! My whole life i’ve grown up with dogs, cats, and farm animals! Animals are a huge part of my life and I love caring for them! I started pet sitting and dog walking since I was 16! Please reach out with any questions and i’d be happy to answer! :) I have a very flexible work schedule. I work a restaurant job so I’m free during the day most days! I would be able to take pets out multiple times a day as well as take them on long walks/runs etc. I live on a dead end street in a residential neighborhood. I love getting outside and taking dogs on long runs/walks/hikes. Lots of cuddles, treats, and walks is how I’ve always cared for my pets and would do the same for yours!

Sitter Profile Image: Devon S.
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Devon S.
from
$75
per night
20 years of experience
Londonderry, VT, 05148

About: I’ve had dogs my whole life and am very accustomed to taking care of them, providing exercise, feeding, cuddling, etc… My childhood dogs were very sweet and I spent many hours walking them around the neighborhood and playing inside with toys while being responsible for their feeding/cleaning. I have a lot of experience with leashed walks, dog parks, electric fences/collars, inside pee pee pads and more. I also have experience working with elder dogs as well as anxious/reactive dogs. I’ve had many multi day to multi week long dog sitting experiences. Dog sitting has taken me all over the US, including Vermont, Maine, NYC and Santa Cruz, California! I work remote for an educational travel organization based out of Vermont! Because of this I have lots of free time to travel and move around. Working remote gives me a very flexible schedule, and I can be available at home with your loved dogs as much as needed to fit their schedule :) I am happy to come to your home and take care of your pets in your space. I am well versed with house sitting and respecting clients homes. I am comfortable walking dogs, using crates, fenced areas and whatever other set up is needed. I am happy to collect the mail and water plants. I am an early to bed, quiet, respectful gal!

Sitter Profile Image: Sadie M.
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Sadie M.
from
$38
per night
5.0 out of 5 stars
13 reviews
5 years of experience
Granville, NY, 12832

Highest praise and accolades to Sadie whom we recently hired to stay with our newly adopted rescue Elkie. We can’t find words to express how satisfied we are with the care and communication we experienced with Sadie. Before our booking date Sadie took it upon herself to visit with us to confirm that she would be a goof fit with our dog. On the day of our departure Sadie showed up early, well before the time we had requested. Our Elkie has a number of issues, the greatest of which is separation anxiety and having Sadie stay in our home to provide comfort and care was our number one priority. Sadie provided everything we had hoped for, and sent us regular updates that allowed us to enjoy our time away without any concern for the needs of our dog. Sadie is a caregiver whom you can trust with you pet and home for your time away. We will absolutely call on her again for future bookings when we have a need to leave our pet home. 🌟🌟🌟🌟🌟 ⭐️⭐️⭐️⭐️⭐️

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David C.
Sitter Profile Image: Erin C.
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Erin C.
from
$100
per night
5.0 out of 5 stars
5 reviews
30 years of experience
Windham, VT, 05359

About: I’ve taken care of all sorts of animals. I have no fear of animals, but of course have a respect and solid knowledge of animal behaviorism. I would do anything for the safety, care and happiness of animals. I’m a marriage and family therapist, but I have a passion for caring for animals too. My cup is filled hy working with animals. I love them so. I don’t have others’ pets in my home out of respect for my own children (three cats) but I will care for your animals the way I expect my sitters to care for my babies. Ex: I have about a 12 page document for them to follow.

Sitter Profile Image: Kate B.
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Kate B.
Star Sitter
from
$160
per night
5.0 out of 5 stars
29 reviews
4 repeat clients
30 years of experience
MANCHESTR CTR, VT, 05255

Kate was a wonderful dog and house sitter! Our two dogs were better off then when we left as Kate did some training with them. They took lots of walks and seemed very happy and healthy. The house was great as well.

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Ginger G.
Sitter Profile Image: Haddie C.
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Haddie C.
from
$80
per night
1 year of experience
Londonderry, VT, 05148

About: For all my dog sitting clients, after each sit I leave homemade dog treats, keeping allergy’s and food sensitivity’s in mind. I have gotten so much great feedback about them! Pet sitting is apart of my weekly routine, in and outside of school. I pet sit year round on top of school, and volunteering. I do pet sitting full time as my only income. I care for pets in clients home, treating the property with respect, while also making myself at home and leaving the animals comfortable and in routine.

Sitter Profile Image: Denisha L.
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Denisha L.
from
$50
per night
35 years of experience
Bellows Falls, VT, 05101

About: I have taken care of my own pets since childhood. Worked with horses for over 20 years and dogs/ cats in a daycare/ boarding setting for 4 years. I am currently working at a dog daycare, and have my own dogs that I take care of. I am available for pet sitting on weekends right now, will be looking to add more services soon. I have many years experience taking care of peoples pets in their home. I treat all pets as if they were my own, attention to details to make sure the animals are happy and healthy.

Sitter Profile Image: Kaeleen F.
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Kaeleen F.
from
$100
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
26 years of experience
Lempster, NH, 03605

Kaeleen watched our dog Sadie and cat Mac for a week. She took great care of them. She provided updates and sent pictures. She was respectful to our home. I would recommend her for anyone looking for a great in-house sitter!

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Jason F.
Sitter Profile Image: Penny S.
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Penny S.
from
$60
per night
5.0 out of 5 stars
2 reviews
7 years of experience
Putney, VT, 05346

Penny is very intuitive and i so appreciate how she honored the unique needs and desires of my while I was on a 2 day/night trip. Great communication and i loved the photos and updates sent. Felt safe leaving my pups and home in the care of Penny. Look forward to booking her again soon!!

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Captolia E.
Sitter Profile Image: Nadine N.
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Nadine N.
Star Sitter
from
$150
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Keene, NH, 03431

What a dear person. Nadine is a natural with knowledge and a love of animals. She showed great judgement, and was kind enough to let me know when our cat was in for the night. She was thoughtful, and clearly is great with animals. Our cat was thoroughly in love.

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Victoria F.
Sitter Profile Image: Kristen O.
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Kristen O.
from
$30
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Chester, VT, 05143

About: I try to make my place a home away from home. We’re a very active family and the dogs will get lots of playtime both inside and out. Both my children absolutely love every dog they have met and are not intimidated by breed or size. I have owned dogs my entire life and have worked at a doggy daycare and boarding facility for the past 3yrs. We tend to do a lot of hiking and swimming that the dogs will be included in whenever possible. We have a large mainly shaded fenced in yard that the dogs will have access to all day. I am very patient and caring and will care for your dog as if it were my own. Thank you ? I am currently working full time 730am-4pm about 20min from my home. I do go home on lunch so I will be able to let them out to play, potty and have lunch if needed. Dogs will go outside one last time at midnight( I am a light sleeper so will wake if they need to potty) and will go out again at 530am. Dogs that come to my home will be treated as my own. I have two dogs myself who absolutely love to play and always welcome new friends. I also have a 4yr old and a 7yr old who have never met an animal they do not like and enjoy helping care for any animal in our home. Animals are allowed on the furniture, bedrooms and in our kiddie pool of they like to swim. We are also within walking distance of a brook deep enough to cool off in. If there osever an emergency I am less than 5min from our local vet.

Sitter Profile Image: Chantelle M.
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Chantelle M.
from
$70
per night
5.0 out of 5 stars
4 reviews
26 years of experience
Mount Holly, VT, 05758

About: Lost my fur baby almost 2 years ago. I raised her from a puppy, I also had another dog as well along with cats. My other dog was a rescue so I’m well versed in dogs with anxiety and other social challenges. I do not shy away from dogs with all kinds of different behaviors and quirks. I love dogs (and cats!) and miss having a dog by my side. I would love to help care for other’s fur babies when they’re in need of outside support. I have a degree in Animal Science and am well versed in animal care. I can clip nails, give meds, care for wounds, support with behavioral challenges and socialization, grooming, etc. I like to provide ample exercise through hikes in the woods and walks. I am also open to taking them places like dog parks or vet appointments. I am available and able to handle multiple animals at a time. I have owned dogs and cats my whole life and have done pet, farm and house sitting since I was a kid off and on throughout the years. I have consistently watched a coworkers dog when she is away as well as other friends and family. Currently in the process of moving and am unsure which days I will have off my regular job. Typically I have a job where I determine the hours so I have ample time to pet sit as well. I currently can’t provide boarding services but may be able to again in the future. I am trustworthy in your home and find most animals are most comfortable and secure in their own homes.

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The median cost per night for house sitting in Windham is $60

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Popular requests for house sitting - Windham

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Sitters in Windham average 2
repeat house sitting clients

FAQs for House Sitting - Windham

Frequently asked questions about Rover

As of September 2026, there are 104 sitters on Rover offering House Sitting across Windham. 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 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.

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 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 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 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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