House Sitting Woodstock

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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: Madison S.
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Madison S.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 75 reviews
17 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: Olivia L.
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Olivia L.
from
$35
per night
4.8 out of 5 stars
• 10 reviews
2 repeat clients
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: Alyssa M.
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Alyssa M.
from
$32
per night
1 repeat client
5 years of experience
Charlton, MA, 01507

About: I have experience with all kinds of animals from dogs and cats to bunnies and fish. i’ve been looking after animals for friends and family for years in always the first one they think of to ask! I am currently a student in college, but that means i’ll have more time to care and play with your pets. I’m available for drop ins, walking, or overnights! I will care for your animals as if they are my own, I will clean up after myself and them whenever necessary, I will monitor them and send you check in’s

Sitter Profile Image: Laurie B.
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Laurie B.
from
$15
per night
5.0 out of 5 stars
• 4 reviews
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: Jonathan H.
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Jonathan H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
11 years of experience
Monson, MA, 01057

“Jonathan did an exceptional job dog-sitting and house-sitting for us for a full week. He was incredibly conscientious and highly communicative, sending regular updates and adorable pictures. Our dog absolutely adored him, and Jonathan took such great care of our home that we barely noticed he was there—yet we returned to a spotless house. We highly recommend him without hesitation.”

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Michael C.
Sitter Profile Image: Laura O.
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Laura O.
from
$85
per night
5.0 out of 5 stars
• 21 reviews
4 repeat clients
28 years of experience
Grafton, MA, 01519

“Another great stay Laura! Your help with Julian is so appreciated and thank you for the lovely note and autumn goodies! You're awesome!! 👏🏼 🤩👍”

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Patricia F.
Sitter Profile Image: Bradley W.
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Bradley W.
from
$40
per night
23 years of experience
Southbridge, MA, 01550

About: I'm single with no kids, so I can give them all the attention they need! Extra long walks pets treats belly rubs and whatever they need! I'm currently doing uber and rover !the more clients i get for rover will be my more preferred job .I'm single with no kids i love dogs i have 13-year-old husky myself I'm available for drop ins walk overnight stays i can also board if you dog gets along with a older husky. I have my dog crate trained hes a goodold boy never had an issue with him. Love dogs more than people! I have my own place I can board and I have my own car so I can go to you as well whatever's better for you and your pet!

Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
6 years of experience
Mansfield, CT, 06250

“Alyssa was fantastic! I have a house full of different pets, and she did a fantastic job managing all of their unique scheduling and dietary needs. She kept us informed of how things were going, and the house looks like she wasn't even here ( with the exception that she cleaned the litter boxes and took out the trash even though we didn't ask her to do so). Will definitely be booking with her again!”

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Caelyn A.
Sitter Profile Image: Kayla C.
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Kayla C.
from
$75
per night
5.0 out of 5 stars
• 53 reviews
13 repeat clients
3 years of experience
Spencer, MA, 01562

“Kayla was great! She sent regular pictures and updates. We came home to happy pooches. We will definitely contact her again for future stays!”

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Marsha R.
Sitter Profile Image: Jenna Cathryn D.
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Jenna Cathryn D.
from
$65
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
15 years of experience
North Brookfield, MA, 01535

“Jenna was awesome! It was the first time leaving our pup for the night and I missed him as soon as I left but Jenna sent a picture right away of her and him playing outside together. He looked so happy and it made me feel so much better! Throughout the night she continued to send me several pictures and keep me updated on how he was doing. I highly recommend booking with Jenna!”

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Karalyn D.
Sitter Profile Image: Patricia H.
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Patricia H.
from
$75
per night
5.0 out of 5 stars
• 18 reviews
3 repeat clients
15 years of experience
Spencer, MA, 01562

“Pat was absolutely wonderful! She took such great care of our dog and our home while we were away. We came back to a happy pup and a spotless house. She sent regular updates, which gave us so much peace of mind. We’d love to have her back anytime!”

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Elizabeth G.
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: Joseph B.
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Joseph B.
from
$32
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Plainfield, CT, 06374

About: I have taken care of multiple types of animals including domesticated animals, agriculture/farm animals, and aquatic animals. I Have also housesit for friends and clients. I am currently working a full-time time job, I work in the medical industry making health and care #1 priority. I am available after 2:30 PM to 5:30 AM. I have a fenced in yard, no other animals or pets in the environment. Parks nearby for walking and play. Animal Emergency services right down the road.

Sitter Profile Image: Jeffrey B.
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Jeffrey B.
from
$32
per night
5.0 out of 5 stars
• 6 reviews
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: Palma T.
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Palma T.
from
$55
per night
5.0 out of 5 stars
• 33 reviews
6 repeat clients
25 years of experience
Norwich, CT, 06360

“We don’t like to leave our boy home alone if we’re going to be gone longer than a couple hours. Palma graciously came and hung out with him at our house, and everything worked out great! Thank you!!”

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Sarah D.
Sitter Profile Image: Julie B.
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Julie B.
from
$110
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
45 years of experience
Shrewsbury, MA, 01545

“Julie was great! She was easy to communicate with and understood the needs of our two very different dogs. It was clear that they were well cared for while we were away.”

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Melissa T.
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: Marissa R.
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Marissa R.
from
$50
per night
5.0 out of 5 stars
• 32 reviews
22 repeat clients
16 years of experience
Chepachet, RI, 02828

“I do not have words to put into how wonderful Marissa is. She is the most loving and caring person that I have ever met. She took care of my babies like they were her own. My Frenchie has extreme separation anxiety and my Boston has a seizure disorder. She was so good to the both of them, made sure my Boston had her meds on time, and just loved them the way that my family loves them. I came home to my house being spotless and just everything was just wonderful. She even put the sheets that I had put on the bed for her into the washer and dryer so I wouldn’t have to do it when I got home. We are definitely going to use her again and I would highly recommend her to ANY ONE!! Marissa you are the best thank you so much for making our trip so much more enjoyable without having to worry about my babies.”

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Kelly R.
Sitter Profile Image: Shannon E V.
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Shannon E V.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 39 reviews
11 repeat clients
7 years of experience
Marlborough, CT, 06447

“Shannon always does such a great job watching our pups when we are out of town. We feel so safe with her in our home, taking care of them. She is our go-to gal!”

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Lauren G.
Sitter Profile Image: Emma M.
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Emma M.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 32 reviews
13 repeat clients
25 years of experience
Elmwood, providence, RI, 02907

“Emma was amazing. She took such great care of the pets and house. The videos and photos were so nice to receive and I knew my dog and cats were in good hands.”

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Isabel J.
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Pet parents share their Rover experiences - 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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  • 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.

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FAQs for House Sitting - Woodstock

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 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 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 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 , 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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