House Sitting North Windham

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

When are you returning?
Search

Over 2
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.

1 / 1
Sitter Profile Image: Shannon E V.
Verified Enhanced Background Check
Shannon E V.
Star Sitter
from
$60
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
7 years of experience
Marlborough, CT, 06447

Shannon was absolutely amazing! We felt completely at ease during our vacation, knowing our dogs were in excellent care. She provided frequent updates and photos, which we truly appreciated. Our house looked just as we left it.Our house was exactly as we had left it. I highly recommend Shannon as a sitter; we’re so glad we found her!

Profile image
Rachel K.
Sitter Profile Image: Rebecca F.
Verified Background Check
Rebecca F.
Star Sitter
from
$120
per night
5.0 out of 5 stars
184 reviews
63 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.

Profile image
JoAnne S.
Sitter Profile Image: Orion & Alex M.
Verified Enhanced Background Check
Orion & Alex M.
from
$50
per night
5.0 out of 5 stars
26 reviews
13 repeat clients
10 years of experience
Willimantic, CT, 06226

Orion took great care of our two old dogs while we were away. He was able to manage their demanding food and medicine schedule with easy. The dogs seemed rested and happy and I know they were glad to be able to stay in their own house. We will definitely book Orion again for future trips!

Profile image
Christie W.
Sitter Profile Image: Kelsey W.
Verified Enhanced Background Check
Kelsey W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
10 repeat clients
25 years of experience
Coventry, CT, 06238

Kelsey did great with our energetic puppy. She was very diligent about listening to all the things we told her about our dog, environment and needs. I would highly recommend.

Profile image
Robin G.
Sitter Profile Image: Lauren F.
Verified Enhanced Background Check
Lauren F.
from
$55
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
5 years of experience
Lebanon, CT, 06249

We have only booked Lauren multiple time's. We love her and most importantly Nala loves her. She is very responsible, respectful, loving, caring, and I leave her a list of the rules and she appreciates it. When we get home our house looks the same as how we left it. She is very good about communicating and sending pictures. I would definitely recommend her to anyone who wants the best for their baby.

Profile image
Jennifer W.
Sitter Profile Image: Wendy A.
Verified Enhanced Background Check
Wendy A.
from
$32
per night
5.0 out of 5 stars
4 reviews
50 years of experience
Pomfret Center, CT, 06259

Wendy was a wonderful sitter for Ziggy, providing updates and terrific care! She went above and beyond to leave the house spotless for our return. Hope to use her again in the future!

Profile image
Abigail H.
Sitter Profile Image: Annie D.
Verified Background Check
Annie D.
from
$63
per night
5.0 out of 5 stars
89 reviews
27 repeat clients
10 years of experience
Stafford, CT, 06076

Annie took great care of our pup! She was very accessible and sent regular updates throughout the weekend. We came home to a happy, relaxed dog. Would definitely hire Annie again!

Profile image
Kristen M.
Sitter Profile Image: Velvet W.
Verified Enhanced Background Check
Velvet W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Griswold, CT, 06351

She was awesome! She was kind, sweet and loves your pet for you when you're away. We have an 18 year old dachshund with Alzheimers , he needs special care and she provided it. Sending pictures and updates all day!

Profile image
jennifer s.
Sitter Profile Image: Olena I.
Verified Enhanced Background Check
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!

Profile image
Liz D.
Sitter Profile Image: Sarah E.
Verified Enhanced Background Check
Sarah E.
Star Sitter
from
$63
per night
5.0 out of 5 stars
41 reviews
18 repeat clients
16 years of experience
Windsor, CT, 06095

We have used house and pet sitters for many years because we prefer our pets to stay in the comfort of their own home rather than in a kennel, and this was one of our best experiences. We were away for 10 days and received daily photos and updates, which allowed us to truly relax and enjoy our trip knowing Ali was in good hands. The updates showed a happy, content cat, and it was clear that she spent quality time with Ali and gave her plenty of attention and affection. When we returned home, the house was clean and well cared for, and Ali was relaxed, healthy, and clearly comfortable. In fact, it looked like Ali had become quite fond of her sitter! We are very grateful for the excellent care she provided, both for Ali and for our home. We would not hesitate to book with her again and highly recommend her to anyone looking for a reliable, caring, and trustworthy pet sitter.

Profile image
Anya N.
Sitter Profile Image: Kaitlynn C.
Verified Enhanced Background Check
Kaitlynn C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
19 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!

Profile image
Kathryn D.
Sitter Profile Image: aiden m.
Verified Enhanced Background Check
aiden m.
from
$60
per night
5.0 out of 5 stars
88 reviews
16 repeat clients
12 years of experience
Enfield, CT, 06082

Aiden did an amazing job with watching our dog and house while we were away for 5 nights. Dog was well cared for, happy and comfortable while we were away. Aiden was very communicative and we returned home to our house as clean as we left it. Thank you, Aiden!

Profile image
Erin L.
Sitter Profile Image: Keshia L.
Verified Enhanced Background Check
Keshia L.
from
$45
per night
4.8 out of 5 stars
45 reviews
22 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.

Profile image
Richard W.
Sitter Profile Image: Elizabeth R.
Verified Enhanced Background Check
Elizabeth R.
from
$20
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
35 years of experience
Manchester, CT, 06040

This is the second time Elizabeth has taken car of our pets. They seem to love her. She left the house in good shape and sent lots if pictures. We don't worry about the cat and dog when Elizabeth is there.

Profile image
erin s.
Sitter Profile Image: Dani P.
Verified Background Check
Dani P.
from
$85
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Windham, CT, 06256

About: I am a trained and certified k9 trainer with experience in basic and advanced obedience, behavior modification, odor tracking and an affinity for stray dogs. My partner is a chef who shares that affinity and we have a 4 yo little human whose almost as obsessed. Retired vet in school but my schedule is flexible so I can around most things. My partner is also available for pick up and drop offs if im not. I have multiple sized indoor and outdoor kennels and playpens for your pup, along with dog runs, my property is fenced in on most sides. All dogs are put on a run unless specifically trained by me. Also offer way too many pics for your Instagram. I do training on the property as well so there are areas best suited for that.

Sitter Profile Image: Victoria G.
Verified Enhanced Background Check
Victoria G.
Star Sitter
from
$120
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
East Greenwich, RI, 02818

Tori was amazing! We hired her to stay with our sweet Australian Labradoodle, Birdie, while we were away for five days, and we couldn't have been happier with the experience. She kept us updated throughout our trip with messages and photos, which gave us great peace of mind. When we returned, our home was spotless, and Birdie was happy, healthy, and clearly well cared for. We highly recommend Tori to anyone looking for a reliable, caring dog sitter, and we'll absolutely be using her again!

Profile image
Cary S.
Sitter Profile Image: Jacqueline B.
Verified Enhanced Background Check
Jacqueline B.
from
$60
per night
20 years of experience
Manchester, CT, 06040

About: With a lifelong passion for animals and hands-on experience spanning decades, I provide reliable and loving pet care you can trust. I have over 20 years of experience caring for cats and 15 years of experience with Bernese Mountain Dogs. I am passionate about animals and understand the patience, attention, and care they need to feel safe and happy. I am experienced in daily routines, feeding, playtime, companionship, and providing attentive, loving care while families are away. I’d love to help care for your pets—please feel free to reach out to discuss your pet care needs! Pet care fits naturally into my routine, and I have flexibility in my schedule to provide dependable care. I’m available for regular visits, walks, feeding, playtime, and companionship, and I’m happy to work around each pet’s individual routine and their family’s needs. I prioritize safety, comfort, and trust when caring for every pet. I follow each pet’s normal routine, including feeding schedules, medications if needed, walks, playtime, and any specific instructions provided by their family. I keep a close eye on pets and make sure they are in a clean, secure, and comfortable environment. When caring for pets in a client’s home, I treat their home and belongings with the same respect and care I would want for my own. My goal is for pets to feel safe, loved, and comfortable while their families are away, and for owners to have peace of mind knowing their pets are in caring and responsible hands.

Sitter Profile Image: Stephen S.
Verified Enhanced Background Check
Stephen S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
85 reviews
29 repeat clients
40 years of experience
Hebron, CT, 06231

Steve was absolutely amazing! He sent so many pictures, was quick to respond and overall just a very kind individual who clearly loves dogs. I cannot recommend him enough!!

Profile image
Ken D.
Sitter Profile Image: Sabrina H.
Verified Background Check
Sabrina H.
from
$50
per night
5.0 out of 5 stars
36 reviews
12 repeat clients
9 years of experience
Norwich, CT, 06360

About: Hello! My name is Sab, and I am a student, studying behavioral psychology. I've been a sitter for Rover for over 9 years and just moved to CA from NC with my senior dog and puppy. I am experienced in administering medication to dogs, please just let me know what you need. I’m vigilant when it comes to training and management. I understand consistency is everything for our dogs, especially with our adolescent dogs and dogs that struggle with anxiety, so please if your dog has a strict schedule, specific rituals, or training/rules you're trying to implement with your dogs - sitting when greeting strangers, crate training, one long walk before bed - let me know!! I will definitely work with you on it. I just moved to the area and don’t really have a routine right now! Let me know how I can help, I am flexible and will work with you. Having just moved in, we’re not having visitors over for the moment while we get everything unpacked. But I will be respectful of your home if you require services there, and as long as you let me know what you need for your dog, I’ll do my best to meet your expectations.

Sitter Profile Image: Alyssa S.
Verified Enhanced Background Check
Alyssa S.
from
$50
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
2 years of experience
Tolland, CT, 06084

Alyssa was a great companion for our Maggie. She was timely and kept up communication. Would definitely recommend!

Profile image
Diane C.
1 / 1
View more

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

Pet parents share their Rover experiences - North Windham

1 / 1
5.0 out of 5 stars

Bekka was a terrific companion for my two pugs. She indulged their insatiable appetite for play, and made sure that they got plenty of walks and kept to their feeding schedule. She also did a great job looking after the house and taking care of a few vital upkeep items. Bekka is excellent!

Profile image
Robin C.
House Sitting
1 / 1
Find pet care near you

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 - 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 for House Sitting in North Windham on Rover is $42.18 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 1,264 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.

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 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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

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

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

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

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

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

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

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

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

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

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

  • 96% of sitters can help with special care needs
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge