House Sitting East Woodstock

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East Woodstock, 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: Olivia L.
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Olivia L.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 year of experience
Putnam, CT, 06260

Olivia was excellent with our two active dogs. We received pictures with updates. Top notch sitter and we would not hesitate to use her again!

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Richard W.
Sitter Profile Image: Wendy A.
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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!

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Abigail H.
Sitter Profile Image: Keshia L.
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Keshia L.
from
$45
per night
4.8 out of 5 stars
44 reviews
21 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: Madison S.
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Madison S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
56 reviews
13 repeat clients
3 years of experience
Putnam, CT, 06260

Madison was phenomenal. We left her with our elderly 12 year old dog, our 1 year old puppy, and our two 3 year old cats and she was nothing less than professional. 10/10 would recommend!!

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Matthew C.
Sitter Profile Image: Hannah H.
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Hannah H.
from
$45
per night
5.0 out of 5 stars
4 reviews
14 years of experience
OXFORD, MA, 01540

About: I have hands-on experience with dogs of all sizes, from 10 to 100+ lbs. I'm confident handling puppies, seniors, and high-energy breeds with care and patience I am currently home on summer break as a college student. Most days throughout the week I am available, and on these days I have lots of flexibly with my hours. When caring for pets in a client’s home, I do my best to follow their usual routine to help them feel safe and comfortable—whether that means crating, using a fenced yard or cable, or giving them space to roam freely with supervision, depending on what works best for them

Sitter Profile Image: Isabelle P.
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Isabelle P.
from
$35
per night
1 repeat client
18 years of experience
Woodstock, CT, 06281

About: I love to give pet owners peace of mind knowing their pets are safe and receiving attentive care while they’re away. I will give them all the love and attention to help them pass the time until you’re home. I am currently working part time so I have a lot of flexibility in my work schedule. Part time also allows me to provide care on days that I am working. Any rules or boundaries set by you will be honored. I will respect your home and your pets and provide the care you know they deserve.

Sitter Profile Image: Laurie B.
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Laurie B.
from
$15
per night
40 years of experience
Thompson, CT, 06255

About: I am a mature single woman. I had a purebred Pomeranian whom I’ve loved and cherished for the last 16 years. Mister Cooper passed away in December. I can’t bear to get another dog but miss his companionship terribly. Since I work remotely and only require a router and a modem, I thought I’d try loving other people’s pets while traveling at the same time. Cooper was diabetic, requiring insulin injections twice a day. He was also blind and deaf. Cooper and I took 3 nice long walks every single day, until the last couple of years. We would walk in blizzards, nothing stopped him, he LOVED it! I am prepared and comfortable caring for pets with any physical ailments. I will travel just about anywhere in the country or the world. I am a non-smoker. I would like to keep assignments between 1 week and 1 month so I can spend time with my family and friends in Massachusetts. Please allow me the opportunity to love and spoil your pet. Sincerely, Laurie

Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$40
per night
4.9 out of 5 stars
12 reviews
3 repeat clients
3 years of experience
Sturbridge, MA, 01566

About: What sets me apart is my patience, consistency, and genuine love for animals —I focus on making them feel secure, understood, and cared for just like they’re my own. I'm new to Rover as I'm sure my profile shows lol However, Im able to show reviews & plenty of pet love I've given thus far 🥰 This job is equally as enjoyable for mee as the beautiful fur babies ❤️ (maybe more) Pet care fits naturally into my daily and weekly routine. I plan my schedule around my bookings to make sure each pet gets consistent attention, care, and reliability. Whether it’s walks, drop-ins, or boarding, I build my day with their needs in mind so I can provide dependable, stress-free care I care for pets by keeping their routine as consistent as possible, whether in my home or the client’s home. I make sure they feel safe, loved, and comfortable by following their normal feeding schedules, exercise needs, and any special instructions, while also giving them plenty of attention and affection.

Sitter Profile Image: Jadyn W.
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Jadyn W.
from
$60
per night
16 years of experience
Thompson, CT, 06255

About: I fostered kittens and cats until I was 6 years old, and I grew up around big dogs like mastiffs and pitties! I’ve grew up with cats my whole life and currently have one; I have owned a dog, leopard gecko, guinea pig, fish, and small insects. I have also pet sat a lovebird and bunny before! I currently only work during weekends and have a completely flexible weekday schedule as of now, I often go on daily long hikes/walks and am free throughout any part of the day and have plenty of time to hang out with and care for your pets! I have a large back yard in which your dogs are free in run in, though not fenced in, and a spacious house with one cat that has her own space if needed to be separated. I also go on hikes every week and try to go on them every day, so I’d love to take your pet on long walks or just chill at home with them!

Sitter Profile Image: sarah b.
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sarah b.
from
$65
per night
28 years of experience
Webster, MA, 01570

About: Trustworthy, flexible pet care: home hosting or in-home stays, hiking buddies or cozy cuddles, and one family’s pets at a time to ensure your pets needs are my focus. I am flexible and available to work around both you and your pets schedule. : I’ll partner with you to tailor care so your pet stays relaxed and well-supported. My fenced-in backyard provides a safe, spacious space for your dog with plenty of playtime and fresh-air exploration. Your pet will be treated like family.

Sitter Profile Image: Michael F.
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Michael F.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
60 years of experience
Southbridge, MA, 01550

Mike had taken great care of our pets, his relaxing nature allowed our dogs (we have a reactive one) to trust Mike and made them feel safe with him.

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Ryan C.
Sitter Profile Image: April G.
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April G.
from
$70
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
30 years of experience
North Brookfield, MA, 01535

Incredibly kind and wonderful to my animals, especially my senior dog. She truly went above and beyond, highly recommend!

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Andrew P.
Sitter Profile Image: Fiorella B.
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Fiorella B.
from
$71
per night
4.8 out of 5 stars
26 reviews
7 repeat clients
17 years of experience
Worcester, MA, 01604

Fiorella took the absolute best care of our two boys. They are both high energy dogs and she very much understood their needs and met them wonderfully. Extra bonus was that our house was in amazing shape when we got home. Thank you so much!

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Aylin A.
Sitter Profile Image: Jeffrey B.
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Jeffrey B.
from
$32
per night
30 years of experience
Webster, MA, 01570

About: I decided to try letting a husky pull me on roller blades 27 years ago, and a bond was created that I am convinced was the greatest thing ever. I became an aspiring writer and began researching dogs, playing with them and loving them all the same. I understood that some people just had that dog thing, but I wanted to know why. Still working on my writing, and still researching, I started roller blading around Webster lake with a rescue puppy this past year. I remembered the incredible joys that a dog would have discovering the freedom, and it's really incredible. I don't claim to be a dog whisperer, but I have learned from studying dog behaviors and personalities. Honey has been incredible this season. Some dogs would rather just sniff, and it's arguably the most incredible of dog traits. Sometimes finding the space to run can be a challenge, but even just on a walk, it's all about giving them the chance to choose when you can. I have been an educator as a substitute and a paraprofessional, and enjoyed 20 years with a number of schools and institutions. Coaching tennis, track, and rock climbing, I love giving new experiences. As director for an adventure camp or as recreation games coordinator, I was able to incorporate a team into all the fun. Relying on the service industry for work, I have developed my communication skills in many fields. 3 years working for the May Institute with adults with severe disabilities gained me a humility not found elsewhere. In the Healthcare industry I found incredible individuals who just fit their calling, and you were better for being around them. The last 2 years I have traveled the state as a licensed pest technician solving homeowner problems, and keeping people safe. I enjoyed being a source of information, and health, and was careful to appreciate coming into someone's home and life. I'm currently planning on returning to school to attain my message therapy certification and utilize my background in health. It's a good plan with modification, and I am hopeful that Amazon flexibility will help. I'm the kind of person who starts with a smile, and believes that kindness is always an option. I understand that taking care of your animals and home is a sacred thing, and I will remain transparent and available. I'm currently working for Amazon, Sunday through Wednesday, and have Thursday, Friday, and Saturday completely free for services. Additionally I can be available for any other days with proper notice, due to Amazon's flexibility with their scheduling. Our yard is fenced in, and our two rescue dogs enjoy their space very much playing and running around. Our 16 year old cat enjoys being an inside/outside cat very much, and has adapted to our precocious new additions. Our back door is opened frequently.

Sitter Profile Image: Kayla C.
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Kayla C.
from
$65
per night
5.0 out of 5 stars
48 reviews
13 repeat clients
3 years of experience
Spencer, MA, 01562

Kayla has watched my home and two pups, twice. She is great! Always keeps us informed and send pics. We had a stress free vacation with Kayla watching our home and fur babies!

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Julie J.
Sitter Profile Image: derek g.
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derek g.
from
$25
per night
4.8 out of 5 stars
29 reviews
9 repeat clients
16 years of experience
Dudl, MA, 01570

Derek was very responsive and very flexible with how short-notice our request was. Was willing to learn about cat asthma and how to handle it if an attack occurred, which we greatly appreciated as that was a major concern for us. Overall very chill and got some great photos!

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Emma K.
Sitter Profile Image: Thomas C.
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Thomas C.
from
$60
per night
5.0 out of 5 stars
1 review
20 years of experience
woodstock valley, CT, 06282

About: I am a retired London “Bobby” Police Officer who loves animals. Since 2016 I have made the quiet corner of New England home after working and traveling throughout the world in my two former careers. Now after being here for sometime I find myself with plenty of free time and I am putting myself out there to help out. I had my first dog in 2003 when he was a 3 month old puppy handed in to a London Police Station where i was working as a Police Constable. Message me if I can help out in any other way also. My rates may be negotiable. I work full time from around 8am and I am usually home no later than 3pm. Weekends are clear and free. Your pets will be very well cared for. After learning the hard way with a Coonhound who likes to chase anything that moves, I am alert to the individual needs of owners and their pets. I am happy to exercise Pets on or off their leases depending on one's wishes.

Sitter Profile Image: Robert S.
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Robert S.
from
$32
per night
12 years of experience
Oxford, MA, 01540

About: I am in the middle of a career shift and have some additional free time on my hands and would love to turn my love of dogs into a little extra cheese... "who said cheese, can I haz some cheese". If you dog is in need of some extra walks, I am your man to keep that pup happy. I will be going to class in the evening, I can come over and walk your pet between 9:30am and 3:30pm. I regularly walk my own dogs over 2 miles everyday I am a loving a trustworthy person who has had or been around pets for over 20 years. I promise to treat your pet as if they were my own

Sitter Profile Image: Velvet W.
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Velvet W.
from
$55
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Griswold, CT, 06351

Amazing service. My dogs were so happy. Highly recommend Velvet.

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Karen C.
Sitter Profile Image: Jared V.
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Jared V.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
11 years of experience
Auburn, MA, 01501

Jared was great, attentive and communicated well. Was glad to have someone caring for my dog while he was in cone head mode and had to stay behind on Thanksgiving! Would definitely re-book

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Rachel C.
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The median cost per night for house sitting in East Woodstock is $60

Pet parents share their Rover experiences - East Woodstock

1 / 1
5.0 out of 5 stars

Katie is the best house-sitter and dog-sitter ever! We left Daisy with a medical problem with new meds for 3 weeks, and she was so good about letting us know all the time how Daisy was doing. Takes great care of the house and Daisy, and Daisy can be a challenge! Thanks again Katie!!

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Suzanne R.
House Sitting
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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - East Woodstock

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Sitters in East Woodstock average 4
repeat house sitting clients

FAQs for House Sitting - East Woodstock

Frequently asked questions about Rover

As of August 2026, there are 1,535 sitters on Rover offering House Sitting across East Woodstock. 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 East Woodstock 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 East Woodstock 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 East Woodstock 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 East Woodstock. On Rover:

  • 95% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 94% 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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