House Sitting South Woodstock

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South 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
5 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: Isabelle P.
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Isabelle P.
from
$35
per night
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: Morgan F.
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Morgan F.
from
$45
per night
4.9 out of 5 stars
15 reviews
4 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: 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: 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: Madison S.
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Madison S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
52 reviews
13 repeat clients
3 years of experience
Putnam, CT, 06260

Madison was very attentive to our pups and kept us updated the entire time we were away. She made sure our two energetic Aussies were well taken care of. A very responsible young lady!

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Amanda G.
Sitter Profile Image: derek g.
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derek g.
from
$50
per night
4.8 out of 5 stars
29 reviews
9 repeat clients
16 years of experience
Dudl, MA, 01570

So nice and very flexible. My dog can be quite mistrustful of new people but he took the time to understand her and won her over basically immediately.

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Lillian D.
Sitter Profile Image: Peyton S.
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Peyton S.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Charlton, MA, 01507

peyton came on time, sent pictures and was professional. i would deffinately use her again.

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Brittne T.
Sitter Profile Image: Olena I.
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Olena I.
from
$65
per night
5.0 out of 5 stars
15 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: Carley L.
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Carley L.
from
$55
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Riverside, North Smithfield, RI, 02896

Carley was fantastic. She sent updates and pictures daily and made us at ease knowing that Zoe was so well cared for.! I have never left my dog alone with anyone before so I was a little nervous, but Carly put my fears at ease and took tremendous care of our baby girl-would highly recommend her and will be using her services again in the future

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

Absolutely amazing experience with Lauren. She gave so many honest updates good and bad that let us know that our three monsters were in very capable hands. We will be using her again in the future and recommend her to everyone in the area.

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Jusin T.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
50 years of experience
Smithfield, RI, 02917

It's always hard to leave the old boy, but Marie was outstanding and kept Bentley safe and warm as well as providing a constant presence. Marie is a neat and conscientious house guest and I would not hesitate to ask her back again.

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Al D.
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: Amy M.
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Amy M.
from
$50
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Whitinsville, MA, 01588

Amy took very good care of my two cats. She sends pictures to me everyday which is a blessing, knowing that the kitties are doing good. She is very responsive and easy to communicate. Would recommend to everyone in need a kitty friend.

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Priyadarshini D.
Sitter Profile Image: Tyler M.
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Tyler M.
from
$65
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Burrillville, RI, 02859

Tyler is an amazing sitter who will go above and beyond for your pups! He took amazing care of our dog Dozer and was very communicative. Would highly recommend him a d will definitely book again in the future!

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Siiri L.
Sitter Profile Image: Avery B.
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Avery B.
from
$85
per night
1 repeat client
10 years of experience
Thompson, CT, 06277

About: I’ve been taking care of all different types of animals from lizards to ferrets to turtles and, of course cats and dogs since before I can remember! All of my life I’ve had and taken care of happy and healthy fur babies of my own that I treat with the utmost love, care, and attention so I’ll definitely treat your fur baby like my own as they should be treated. I’m currently a stay at home mom and I go to school online but outside of that I love taking care of my fur babies and other fur babies as well and have free time and availability to do so! My routine consists of starting the day at 7/8am and taking pup for walks, swimming, the dog park etc. and if you choose me for your pet sitter your baby (unless different needs must be met) will accompany us for a fun-filled day!🥰 I can do all day sits or overnight stays at your home. Or if you prefer me to do drop-ins to your home id be more than happy too! Whatever makes you and your precious fur baby happy.:) Note: I do have a 3.5 year old who usually accompanies me with my regular clients. If you choose me as your sitter this is good to note because I will only be able to be solo on some weekends. She has been around multiple different types of animals big and small since she was born. She is good with being gentle and knowing her boundaries but I recognize she’s still young so I can assure you constant supervision will be had for the safety of your fur baby and my baby. At my home, I also have a boxer who loves small dogs as well! They will be in great company. At your home, I will provide your pet and home with the utmost love and care. I will also be sure to provide you consistent updates to keep your mind at ease because I know how worrisome it could be leaving your fur babies behind and you want to be sure they are being taken care of. So I’ll be sure to show you just that!

Sitter Profile Image: Lily W.
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Lily W.
from
$40
per night
2 years of experience
Foster, RI, 02825

About: I have been house sitting and watching animals for a little over a year and can guarantee a safe playful environment for your fur babies . Contact me if interested in last minute pet care as well. I am actively available for any day or time . A few weeks from now I will be available mornings or nights every day or every other day I will make sure all pets are staying active , eating, playing and maintaining a safe environment for all your animals and pets. Reach out for any questions you may have!!

Sitter Profile Image: Jared V.
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Jared V.
from
$60
per night
5.0 out of 5 stars
7 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.
Sitter Profile Image: Kayla C.
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Kayla C.
from
$65
per night
5.0 out of 5 stars
47 reviews
12 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: 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.

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The median cost per night for house sitting in South Woodstock 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.

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
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Sitters in South Woodstock average 4
repeat house sitting clients

FAQs for House Sitting - South Woodstock

Frequently asked questions about Rover

As of July 2026, there are 1,587 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:

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