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: Madison S.
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Madison S.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 69 reviews
15 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
• 8 reviews
1 year of experience
Putnam, CT, 06260

“Olivia was great hanging out with my 13 year old pup while I went to a wedding! She was flexible and communicated well. Definitely recommend!”

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Brooke R.
Sitter Profile Image: Morgan F.
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Morgan F.
from
$45
per night
4.9 out of 5 stars
• 20 reviews
6 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: 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: 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: Annie D.
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Annie D.
from
$63
per night
5.0 out of 5 stars
• 92 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: Keshia L.
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Keshia L.
from
$45
per night
4.8 out of 5 stars
• 46 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: Wendy A.
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Wendy A.
from
$32
per night
5.0 out of 5 stars
• 5 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: abbi g.
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abbi g.
from
$35
per night
5.0 out of 5 stars
• 12 reviews
7 repeat clients
3 years of experience
Southbridge, MA, 01550

About: Hello! My name is Abbi. I’ve grown up around a variety of animals from dogs, cats and hamsters to fish and others! I understand the ins and outs of caring for animals. Animals are a huge passion of mine and I have worked in kennels for 3 years. My future goals is to have a comfort K-9 while working as a victim advocate. Know that by choosing me as your sitter will ensure experienced, compassionate, and trustworthy care! Availability for Walks/Drop-Ins My full time job is pretty flexible so just need to double check if i am available or not that day! Weekends i have plenty availability. Your pets safety is first and foremost! It is always nerve-wracking to leave your pet with someone you don’t really know and I fully understand that. I always start by ensuring your pet is a good fit with a meet/greet. I will always confirm the leash/collar/harness is secured properly before beginning any adventure outdoors. When coming into your home, I will be cautious in making sure there are no escape-attempts. I never want harm to come to your “furbabies” and will do everything in my power to uphold that!

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: amanda G.
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amanda G.
from
$50
per night
5.0 out of 5 stars
• 1 review
1 repeat client
3 years of experience
holland, MA, 01521

About: Hi! I’m Amanda—a lifelong animal lover, BCBA by day, and your pet’s new favorite human by night! 🐾 Whether your pup needs belly rubs and a brisk walk or your cat just wants a cozy companion, I’m here to make sure they feel safe, loved, and well cared for while you’re away. As a full-time educator, I know how important consistency, safety, and connection are—yes, even for our four-legged friends! I bring that same gentle, attentive energy to every visit and walk. ✅ Available for drop-in visits, dog walks and companionship ✅ Experienced with different sizes and temperaments ✅ Patient, playful, and calm energy ✅ Happy to support feeding, litter cleanup, and routines ✅ Updates and photos every visit for your peace of mind Let’s chat—I’d love to meet your furry family member! As a BCBA working in the school system, I am currently off for the summer, so my availability is wide open. In the fall I will work regular school hours 7:30-2:30pm 4 days/ week. During the week I am available for afternoon and early evening visits. On the weekends my availability is open! I build in dedicated time for each visit to ensure I’m never rushed, and every pet gets my full attention. I care for pets in their own home with the same respect and attentiveness I would offer in my own. I follow all provided instructions closely—whether that includes feeding schedules, medication, preferred walking routes, or favorite toys—and I always take time to observe how each pet is feeling that day and send updates and pictures. During drop-in visits, I offer gentle, calm energy and prioritize connection so your pet feels safe and seen. I’ll make sure they’re fed, comfortable, and get affection or playtime based on their needs and personality. On walks, I stay alert and keep pets secure while still giving them time to sniff, explore, and enjoy the moment. I will always leave your home just as I found it—or even a little better. My goal is for both pets and owners to feel completely at ease while we’re on our routine together

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: Sarah F.
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Sarah F.
from
$40
per night
1 year of experience
Webster, MA, 01570

About: I love animals and I am available to care for your dogs and cats in your time of need during work, vacation, or any other reason. I'm available nights and weekends! Everyday except Wednesdays. Monday,Tueday, Thursday and Friday anytime after 530 works for me. On the weekends I can do anytime. I will take great care of your babies and treat them as if they are my own with love and attention. I will also abide by any rules and/or schedules you may have.

Sitter Profile Image: Jonathan H.
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Jonathan H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 9 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: 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: Lubjana B.
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Lubjana B.
from
$32
per night
5.0 out of 5 stars
• 5 reviews
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: Kayla C.
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Kayla C.
from
$65
per night
5.0 out of 5 stars
• 50 reviews
13 repeat clients
3 years of experience
Spencer, MA, 01562

“Kayla watched our house and two dogs. She is reliable, dependable and my dogs love her. We have a great peace of mind when she is sitting for us.”

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Julie J.
Sitter Profile Image: Saskia H.
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Saskia H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 9 reviews
5 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: Ellen B.
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Ellen B.
from
$40
per night
25 years of experience
MILLBURY, MA, 01527

About: As a child, I was the neighborhood pet sitter. As an adult, I have vast experience caring for animals. For 25 years, I did pet sitting and house sitting in the Boston area before moving to Puerto Rico 13 years ago. The first month I lived there, I found a box of kittens in the road. I have been a rescuer since, being one of few who take on the most challenging cases. I have saved hundreds, if not thousands, of dogs and cats over the years and I have seen it all. Nothing intimidates me or grosses me out. I will give baths, dispense medications, clean up accidents, whatever is needed. I am 58 years old and am very reliable and trustworthy. I am 58 years old and do not work anymore so my availability is wide open. I do sometimes go to Puerto Rico where I am in the process of selling my home but the dates for those trips are flexible. I generally find that caring for pets in their own home is ideal as they really do appreciate routine, stability, and a familiar environment. However, I am certainly willing to care for them in my home as well and offer a fully fenced in back yard for dogs. There is an 11 lb dog at my house but he is used to cats and dogs coming and going so he should not pose a problem (or I can separate them, if preferred). In terms of routine, I am willing to adapt to whatever you have established and have no problem with giving medications, baths, or any other special care needed. With 13 years of rescuing in Puerto Rico and 25 years of pet care before that, I have seen it all (and nothing grosses me out!). If you like frequent updates and photos, no problem. If you like to relax and not think about home when you are away, no problem. Your beloved pets are in safe, loving hands.

Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 35 reviews
9 repeat clients
50 years of experience
Smithfield, RI, 02917

“Marie was an excellent catsitter and housesitter. She was patient with our precious boy R2-D2 and left the house as she found it. She communicated well and responded to messages quickly. Marie is a great choice to care for your pet!”

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Matt J.
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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

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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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Popular requests for house sitting - East Woodstock

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Sitters in East Woodstock average 4
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FAQs for House Sitting - East Woodstock

Frequently asked questions about Rover

As of September 2026, there are 1,523 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:

  • 96% 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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