House Sitting South Woodstock

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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: 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: Madison S.
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Madison S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
65 reviews
13 repeat clients
3 years of experience
Putnam, CT, 06260

Madison took care of our 4 pets- 2 large dogs & 2 cats while we were out of town for 5 days. One of the dogs had just had surgery and ended up being somewhat challenging with his bandage. She made sure he was taken care of and kept us up to date the whole time. She went above and beyond! We will use her in the future!

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

Morgan is a fantastic pet sitter! I was able to relax and enjoy my vacation knowing my dog and cat were in the best hands. Her communication was perfect, from coordinating a meet and greet through the end of sitting. She followed my pet's routines and gave them tons of love and attention, I highly recommend her! She also sent me pictures and video updates which were super appreciated.

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Kelly L.
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: Jadyn W.
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Jadyn W.
from
$60
per night
5.0 out of 5 stars
2 reviews
16 years of experience
Thompson, CT, 06255

What a relief it was to have Jadyn caring for my senior dog and rambunctious adult cat while I was away for several days. She followed all instructions and was very caring and attentive. She respected my home and communicated throughout so I knew how my loved ones were doing. I definitely recommend her!

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Amanda L.
Sitter Profile Image: Keshia L.
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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.

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Richard W.
Sitter Profile Image: Emily C.
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Emily C.
from
$80
per night
5 years of experience
Thompson, CT, 06255

About: I love caring for dogs of all sizes, ages, and personalities! I’ll make sure your pup gets plenty of exercise, attention, playtime, fresh food and water, and lots of love. I’m also comfortable caring for dogs with special routines or medications. Your dog’s safety and happiness are my top priorities, and I’ll keep you updated with pictures and messages while you’re away! 🐶❤️ I recently moved to Connecticut with my boyfriend to start a new chapter in our lives. While we look for a new home, I have no work. I’m looking for pet-sitting opportunities. Right now I have a very flexible schedule, so I’m available to give your pets plenty of attention, care, and love! 🐾❤️ I’m currently staying somewhere temporarily while my boyfriend and I look for our own home, so I’m not able to have pets stay with me right now. However, I’m more than happy to come to your home and care for your pets there! I have a very flexible schedule and can stay for as long as your pets need, whether that’s a few hours, overnight, or multiple days. 🐾❤️

Sitter Profile Image: Velvet W.
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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!

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jennifer s.
Sitter Profile Image: Annie D.
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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 was so wonderful with Sunny -- giving lots of love and keeping us up-to-date with photos and messages. It was our first time away from Sunny and Annie made it easy. Thank you!!!

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Jeanne Z.
Sitter Profile Image: Lubjana B.
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Lubjana B.
from
$32
per night
5 years of experience
Douglas, MA, 01516

About: I have two cats and grew up with dogs. Love caring for fur babies and everything in between. I have been a cat mom for 4 years now. Love my two cats. I work full time Monday-Friday 9-5 and full time availability on weekends. Also have flexibility during the week. Excited to get started and work with your fur bub! I am very attentive and loving. Provide my cats with tons of lovings and treats. Play time is a must! Also make time for photos and videos for memories.

Sitter Profile Image: Thomas C.
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Thomas C.
from
$60
per night
5.0 out of 5 stars
1 review
1 repeat client
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 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. My wife is a former high school teacher and has a wealth of pet experience. My wife and I are both available individually and together for pet sitting. 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: 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: Marie S.
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Marie S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
50 years of experience
Smithfield, RI, 02917

Marie is an outstanding and caring pet sitter, very responsive and attentive, spends quality time with your pet while providing updates and pictures for your peace of mind. I highly recommend her and will be using her services in the future for sure!

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Steve J.
Sitter Profile Image: Nora H.
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Nora H.
from
$40
per night
5.0 out of 5 stars
3 reviews
4 years of experience
Grafton, MA, 01560

Very good communication. Took very good care of my cat.

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Yashodhar V.
Sitter Profile Image: Saskia H.
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Saskia H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
3 years of experience
Mansfield, CT, 06268

Saskia was an amazing sitter for our 2 fur babies! They took to her the first time they met her, so we knew they would be in good hands. We had Saskia sit for us, bring them to our wedding reception for photos, and stay overnight. She took such good care of our dogs and we were more than pleased with her care!

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Todd W.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$65
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
3 years of experience
Killingly, CT, 06241

Lauren is great! She stayed with our elderly dog snd cat for the weekend. We came home to very happy pets and a tidy home. Lauren administered medication, sent great pics, and kept us updated. Shes great with communications and is very loving with animals.

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Ann R.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$45
per night
6 years of experience
Mansfield, CT, 06250

About: My veterinary assistant experience with small and large animals sets me apart as I keep a close eye on your animal’s health and well-being. I am not easily spooked, but I want your pet to receive the best care I can give. I am not a trainer, but I am comfortable dealing with some pets with behavioral issues. I want to create the safest and most comfortable environment for your pet, your sanity and myself! I currently work four days a week and have a three day weekend. I am looking to pet sit for people who are going on a short trip or need routine weekend care. I can be flexible with week nights, but it will need to be established well in advance. I am looking to house sit in the owners residence. My cats would not be happy to have any new comers to our family. I am very punctual with breakfast and dinner time, and I am typically one to spend time wherever the pet would like to whether that be indoors or outdoors!

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: 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: Rachel D.
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Rachel D.
from
$40
per night
5.0 out of 5 stars
1 review
10 years of experience
Webster, MA, 01570

About: I’ve never been lucky enough to own my own, but I am lucky enough to have tons of friends and family with doggies that I get to care for and love! I only work 3 days a week and it switches every week! Those 3 days are 12 hour shifts from noon until midnight. Can work with you to accommodate schedule! I live in an apartment complex, we have a huge middle area of grass and many places nearby to walk such as neighborhoods or parks.

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

Pet parents share their Rover experiences - South Woodstock

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5.0 out of 5 stars

Isabelle took such great care of our dogs and house while we were away! We didn’t have to worry, communication was great, and the animals were so happy.

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Cheryl S.
House Sitting
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  • 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?

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  • 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
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Popular requests for house sitting - South Woodstock

Select a filter and find qualifying sitters offering house sitting.

Sitters in South Woodstock average 4
repeat house sitting clients

FAQs for House Sitting - South Woodstock

Frequently asked questions about Rover

As of September 2026, there are 1,543 sitters on Rover offering House Sitting across South 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 South 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 South 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 South 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 South Woodstock. On Rover:

  • 94% 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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