House Sitting North Windham

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

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Over 3
pet parents in North Windham have booked house sitting

North 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: Orion & Alex M.
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Orion & Alex M.
from
$50
per night
5.0 out of 5 stars
• 28 reviews
13 repeat clients
10 years of experience
Willimantic, CT, 06226

“Amazing dog sitters, they ensured that we had plenty of updates and pictures of the dog while we were out of town! Spent lots of time and did an amazing job ensure the dogs backed comfortable with them! 10/10 will be booking them again!!”

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Austin J.
Sitter Profile Image: Lauren F.
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Lauren F.
from
$65
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
5 years of experience
Windham, CT, 06226

“Lauren stayed at my house and watched my two dogs! I came back to happy and healthy pups. She was great at responding and sent many photo updates. Would absolutely use her again. Thanks lauren!”

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Kailey R.
Sitter Profile Image: Tiffany R.
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Tiffany R.
from
$97
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
29 years of experience
Willimantic, CT, 06226

“Tiffany is wonderful. Very proactive, lots of communication, so attentive with our girls, and she is really fun to talk to. A great added bonus! We will definitely have her with us again.”

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Charles S.
Sitter Profile Image: Lucas B.
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Lucas B.
from
$60
per night
8 years of experience
Willimantic, CT, 06226

About: I'm currently the behavior manager for our dog team at Our Companions Animal Rescue. I work at our sanctuary where I manage a team of competent handlers and I work with reactive/aggressive dogs. I'm currently working on getting my CPDT. If you hire me, I promise your canine companion will receive the care, compassion, patience, and attention they deserve. I'm generally always free Sundays and Mondays. I do work full-time Tuesday to Saturday, so my availability is somewhat limited. I can provide my dog walking/activity assistance after 4pm on those work days, except Fridays. Due to my long history and experience working with dogs, I have the ability to read dogs very well to detect if they are anxious, fearful, or uncomfortable. My goal is to make sure your dog gets exactly what they need, whether it's a certain activity they enjoy, training they need, or a certain destination they love for their outdoor time. Positive reinforcement is the name of the game.

Sitter Profile Image: Emara D.
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Emara D.
from
$45
per night
7 years of experience
Mansfield, CT, 06268

About: I have been surrounded by animals my entire life, growing up with two dogs, two cats, and even turtles and birds. Throughout high school, I cared for my neighbors' dogs and cats and regularly looked after my extended families pets while they were away, this gave me years of hands on experience with animals of all kinds. I have experience with fostering animals so I have taken care of blind dogs, dogs with diabetes and other disabilities that I am familiar with. I currently work part time at a grocery store, I don’t get a lot of hours so I have a lot of free time! I love animals so I make time for them at all times of the week :). I have a dog park at my apartment that many dogs i have watched loved to run around and play with the other dogs in. My apartment is also very spacious so cats and dogs have plenty of roaming space. I often make sure I get used to any animals environment fast, check out their favorite spots and make sure they’re as comfortable as possible while I am around them!

Sitter Profile Image: Olena I.
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Olena I.
from
$65
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
1 year of experience
Willington, CT, 06279

“Olena was amazing! Extremely friendly, well prepared, arrives on time, perfect communication, and really knows what she’s doing when it comes to taking care of animals!”

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Liz D.
Sitter Profile Image: Lila S.
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Lila S.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
5 years of experience
Storrs Mansfield, CT, 06268

About: I’ve cared for dogs and cats of all ages, from energetic puppies to gentle seniors and I treat every pet like my own. I’m reliable, patient, and always focused on keeping pets comfortable. With experience in walks, feeding routines, medication support, and giving plenty of affection, I make sure every pet feels at home while you’re away. I am currently home from college so I’m pretty much free all week days! But I will do my best to always be there for your pet! I have four dogs at home and very confident that I will be able to take care of yours. My animals are very loved and social because of our loving atmosphere.

Sitter Profile Image: Rebecca F.
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Rebecca F.
Star Sitter
from
$128
per night
5.0 out of 5 stars
• 187 reviews
65 repeat clients
20 years of experience
Manchester, CT, 06040

“Rebecca was AMAZING. VERY RESPONISIBLE and LOVING to our two elderly furry family members while she took care of them over a 5 day period. Our only option was a 5 STAR RATING however she is in an ELITE GROUP that is WAY ABOVE the 5 star rating scale.”

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JoAnne S.
Sitter Profile Image: Hailey L.
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Hailey L.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
10 years of experience
East Windsor, CT, 06016

“Hailey was great with Banner! He was a little wary at first, but she was patient with him and eventually won him over. She took good care of him and left my house clean and tidy. Thanks Hailey!”

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Megan L.
Sitter Profile Image: Keshia L.
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Keshia L.
from
$45
per night
4.8 out of 5 stars
• 46 reviews
23 repeat clients
10 years of experience
Pomfret, CT, 06259

“Keshia was great! My dogs loved playing with her and told us that we should go away more often. On time and our dogs were extremely happy and slept all night with out needing to go out. We were very pleased to have Keshia as oidog sitter.”

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Richard W.
Sitter Profile Image: Michelle D.
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Michelle D.
from
$70
per night
5.0 out of 5 stars
• 1 review
14 years of experience
Coventry, CT, 06238

About: As a furmama of 14 years to my sweet chocolate lab and now caring for my 3 year old German Short-haired Pointer I know how important they are to us. I have trained both of my pups to walk without pulling and at a heel. Would love to meet your furbaby and help get them some exercise while you are busy. I'm available Fridays, Saturdays and Sundays anytime. I work full-time so during the week my flexibility is worked around my work schedule which fluctuates. Message me to check availability. I do have a fenced in yard and a 3 year old GSP that loves to play. I have had dogs my whole life and love to play and spend time with them as long as they are friendly.

Sitter Profile Image: Rowan J.
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Rowan J.
from
$70
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
6 years of experience
Mansfield, CT, 06269

“Rowan was fantastic. She kept our boy busy with swimming, walks and a lot of playtime with other dogs. He was exhausted and seemed disappointed to see us when we returned! Our house was immaculate when we got home. She sent pictures and updates all during the weekend. Thanks Rowan, we look forward to working with you again soon!”

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Dave D.
Sitter Profile Image: Ermelinda D.
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Ermelinda D.
from
$45
per night
4.8 out of 5 stars
• 6 reviews
5 repeat clients
22 years of experience
Ashford, CT, 06278

About: I love animals, especially dogs and cats. I had two Pekingese dogs when I was younger, they lived until 16 yrs old. A few years ago my family adopted a Border collie/lab mix. Benson is so energetic and loves to go on mile long walks. My husband and I also have a Labrador retriever, he loves to go on walks but more so to the dog park so we do frequent there. This past Christmas we also added a new addition to the family, Mikey, our hyperactive and fun labradoodle. He’s still a puppy but he’s definitely good at keeping us on our toes especially his older brother Jordey! I also have my own personal experience with dogs, Ive been walking/caring for others’ pets since 2017. I love it so much, meeting new dogs, all breeds, sizes and ages. I would love nothing more than to make your pet feel loved, safe and nurtured whether you just may be at work or away on a trip! But I’m pretty flexible so feel free to message me even if it’s outside these times and maybe I can squeeze your furbaby into my schedule! I always tell my clients to feel free to leave me a note or list of things they’d love for me to follow. Can be any special dietary needs or structure they need me to follow.

Sitter Profile Image: Morgan F.
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Morgan F.
from
$45
per night
4.9 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
Thompson, CT, 06255

“Morgan has been absolutely wonderful. She stayed with our Chihuahua for eight days while we were away on a family vacation. Our Chihuahua doesn’t easily warm up to people, and she took to Morgan very well! Morgan took care of our baby, played with her, cuddled with her, and sent pictures and videos throughout the whole week. She was also house sitting! Our pup will miss her; hopefully we will be able to book Morgan again sometime. Highly recommended!”

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Kelly A.
Sitter Profile Image: Meg S.
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Meg S.
from
$100
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
20 years of experience
NORTH FRANKLIN, CT, 06254

“Meg is an amazing dog sitter. she was the most caring and thoughtful, conscientious, and loving sitter. My dogs absolutely loved her and the neighbors all commented about how friendly and wonderful she was with the dogs. She left my house spotless. Cannot recommend Meg highly enough!”

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Jalena B.
Sitter Profile Image: Cierra C.
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Cierra C.
from
$40
per night
4.9 out of 5 stars
• 19 reviews
10 repeat clients
5 years of experience
andover, CT, 06232

“Cierra was extremely awesome to our dogs and cat. The communication and meet and greet went seamless, and she spoiled them during her watch. She even stayed composed when my dogs acted up beyond what a dog sitter should have to deal with. I would 100% recommend her to watch your companions as well, and would reach out again if I needed a sitter.”

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The E.
Sitter Profile Image: Camber M.
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Camber M.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
10 years of experience
Vernon, CT, 06066

“We had a wonderful first experience with Camber and would absolutely use her again! From the very beginning, she was incredibly responsive to our initial outreach, which immediately gave us confidence. When she came to meet our dogs, she was calm, patient, and took the time to let them get comfortable with her at their own pace. She also asked thoughtful, detailed questions to make sure she fully understood their routines and needs. While we were away for spring break, she provided frequent updates and photos, which we really appreciated—it made it so much easier to relax knowing our dogs were in good hands. She went above and beyond by checking in to see if there was anything she could help with around the house! When we returned home, everything was in great shape, and our dogs were happy and well cared for. We couldn’t have asked for a better first experience and would highly recommend her to anyone looking for a reliable, attentive, and thoughtful dog sitter. Thank you, Camber - you’re the best!!”

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Stephanie P.
Sitter Profile Image: Emily W.
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Emily W.
from
$100
per night
4.8 out of 5 stars
• 20 reviews
5 repeat clients
5 years of experience
Portland, CT, 06480

“I am so thankful for Emily being able to step in as a last minute holiday sitter for my dog. She was personable, attentive, and caring. My pup gladly cuddled her for hours!”

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Anna W.
Sitter Profile Image: Phoebe S.
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Phoebe S.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
9 years of experience
Manchester, CT, 06042

“Phoebe is an absolute pro! She is kind, considerate, and detail oriented. She clearly has a gift with animals. She stayed at my house with my two needy dogs while my husband and I were in Philly getting married. Weddings are stressful, but I TRULY didn’t stress about my pups at all, and that is the greatest wedding gift anyone could have given us! She left our house in better condition than we left it, and my dogs went outside to look for her when we came home! I really can’t thank you enough, Phoebe! :) I will absolutely book again!!”

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Olivia I.
Sitter Profile Image: Kaitlynn C.
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Kaitlynn C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
3 years of experience
Coventry, RI, 02816

“Kaitlynn stayed with my anxious dog Cora for over a week and I was able to enjoy my vacation and trust that she was in great hands! Kaitlynn provided consistent updates on Cora including many photos which my family & I loved to receive multiple times throughout the day. She followed Cora’s feeding & medication routine perfectly & overall my anxious 65 lb potties mix was so happy & content for the whole stay. I highly recommend Kaitlynn she was wonderful!”

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Kathryn D.
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The median cost per night for house sitting in North Windham is $60

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.

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

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

Popular requests for house sitting - North Windham

Select a filter and find qualifying sitters offering house sitting.

Sitters in North Windham average 3
repeat house sitting clients

FAQs for House Sitting - North Windham

Frequently asked questions about Rover

The average cost of House Sitting in North Windham on Rover is $42 per night as of October 2026. Most bookings cost between $42 and $42 per night. 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 1,265 sitters on Rover offering House Sitting across North 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 North 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 North 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 North 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 , 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 North Windham. On Rover:

  • 96% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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