House Sitting Olivebridge

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Olivebridge, 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: Elizabeth M.
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Elizabeth M.
from
$50
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
20 years of experience
Shokan, NY, 12481

Elizabeth was incredible, and we feel so lucky to have found her. This was not the easiest sit—our senior dog and younger cat require careful management and don’t always get along—but Elizabeth handled everything with so much patience, attentiveness, and care. It gave us real peace of mind knowing she was so capable and calm in navigating their dynamics. She kept us updated with the sweetest photos and little notes throughout our trip, which made being away so much easier (and honestly, we looked forward to her updates every day). Communication was always quick, clear, and thoughtful—she was super responsive and proactive if anything came up. On top of that, she treated our home with total respect and left everything in great shape. You can tell she genuinely cares—not just about doing a good job, but about the animals themselves. We would 100% have Elizabeth back and recommend her without hesitation to anyone looking for a reliable, kind, and truly exceptional sitter.

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Colette Q.
Sitter Profile Image: Shelby C.
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Shelby C.
from
$70
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
14 years of experience
Saugerties, NY, 12477

Shelby was excellent with our dog. She asked plenty of questions to make sure she took the best care of Bella, sent us plenty of updates, and made sure Bella was comfortable at all times. We came home to a very happy pup. Would definitely recommend Shelby.

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Alan C.
Sitter Profile Image: Kacey M.
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Kacey M.
from
$95
per night
5.0 out of 5 stars
108 reviews
39 repeat clients
8 years of experience
Woodstock, NY, 12498

We couldn't have found a better dog sitter! Our skittish rescue was very well cared for and Kacey bonded with her right away. Kacey gets 2 thumbs up and a 5+ rating from us! S&M visiting from Virginia.

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Elena M.
Sitter Profile Image: Amy S.
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Amy S.
from
$150
per night
5.0 out of 5 stars
92 reviews
31 repeat clients
32 years of experience
Shokan, NY, 12481

She is the absolute best! I would not use anyone else! She treats our pets like our own; accommodates our every request and is as trustworthy as they come! Don't hesitate to have her care for your grumpy old dog, energetic larger dog or your cats. She handles it all with ease. I've already booked her for our next trip.

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Karen D.
Sitter Profile Image: Rose V.
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Rose V.
Star Sitter
from
$40
per night
4.9 out of 5 stars
260 reviews
90 repeat clients
25 years of experience
Kingston, NY, 12401

Rose is the the absolute best. There are just no words to even say. Already have her booked 3 more times. My puppies lover her and she keeps everything neat and clean even better then it was left.

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Melissa F.
Sitter Profile Image: Lexi M.
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Lexi M.
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Kerhonkson, NY, 12446

Lexi watched my three pets, including an older special needs cat. Her communication was wonderful - great question, photos and updates, and just a cheerful confidence that helped me feel very comfortable leaving them in her care. They and the house were in great shape when I returned and I could tell the cats and dog were well cared for. Thank you so much!

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Lucy G.
Sitter Profile Image: Sofia S.
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Sofia S.
from
$44
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
3 years of experience
Woodstock, NY, 12498

Sofia was great! We felt really happy with her care for our dog Tanda. We requested very last minute and she was so quick to respond and help us out. Would recommend!

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Jack S.
Sitter Profile Image: Sophia B.
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Sophia B.
from
$160
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
20 years of experience
Woodstock, NY, 12498

Sophia was so great with Scout! Scout had some extraordinary needs with her back legs being very weak - Sophia made she was comfortable in our home and we came back from our trip to a very happy dog. She very much understands what a dogs needs.

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Kyle B.
Sitter Profile Image: Paula W.
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Paula W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
250 reviews
22 repeat clients
39 years of experience
Ellenville, NY, 12428

Paula is amazing! So caring and thoughtful, our dog Rosie loved spending the night with her. Lots of walks, lots of snuggles—10/10 would recommend, and can’t wait to work with her again!

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Jessica C.
Sitter Profile Image: Grettel G.
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Grettel G.
Star Sitter
from
$115
per night
5.0 out of 5 stars
54 reviews
25 repeat clients
13 years of experience
🏳️‍🌈 Rosendale, NY, 12401

Grettel has been amazing!! Scout is a very nervous and anxious dog and as soon as Grettel and Scout met I knew that Scout was going to be comfortable with Grettel! It only took him about 10 minutes to relax, which is huge for Scout!! She is also very thorough, which puts us at ease. She also provides video and pics of him while we are away! :)

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Jessica W.
Sitter Profile Image: Amanda L.
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Amanda L.
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$95
per night
5.0 out of 5 stars
17 reviews
1 repeat client
33 years of experience
Kingston, NY, 12401

Amanda took great care of my dogs and home over a long weekend of housesitting. We would gladly have her back for our next trip.

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Michael F.
Sitter Profile Image: Ebony G.
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Ebony G.
from
$65
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

My dog was immediately comfortable with Ebony, and I came home to a very happy dog (and a spotless home!). Really great experience having Ebony as a sitter. 😊

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Jenny P.
Sitter Profile Image: Katrina A.
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Katrina A.
from
$80
per night
4.4 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Kingston, NY, 12401

Katrina and her boyfriend, Ken, were very communicative, kind, and genuinely loved animals. Our dog, Jack, is a nervous boy, but they did the best they could in calming his nerves, and putting in the effort to gain his trust. I highly recommend!

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Jessica G.
Sitter Profile Image: Cassandra M.
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Cassandra M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
67 reviews
18 repeat clients
25 years of experience
Rhinebeck, NY, 12572

Cassie is wonderful! She was incredibly responsive and communicative while sitting my dog. I loved how she sent me multiple photos as requested and felt like my dog was in great hands.

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Regina A.
Sitter Profile Image: Elishamaria R.
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Elishamaria R.
Star Sitter
from
$85
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
20 years of experience
Catskill, NY, 12414

Elisha did a wonderful job watching my shy pup and two kitties while we were gone for an evening. Although my dog is rather nervous around strangers, my pup ended up sleeping with Elisha during a storm. It gave me great comfort to know my animals were being looked after during the storm and while we were away. Looking forward to having her watch my pets again next week!! Thanks for everything, Elisha!

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Meghan M.
Sitter Profile Image: linda n.
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linda n.
from
$125
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
60 years of experience
Hurley, NY, 12443

Linda is awesome! We have a full house, 3 dogs and 2 cats and Linda did an amazing job taking care of all of them while we were away. Highly recommend.

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Masha & Neel
Sitter Profile Image: Bryson F.
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Bryson F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
61 reviews
18 repeat clients
20 years of experience
East Tampa, Roxbury, NY, 12474

Bryson did a great job, and we will definitely book again. We have older dogs with lots of different medicines so it's always a little nerve-wracking to leave them. But we returned to happy pups and a clean place with adorable pictures to boot!

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Christina S.
Sitter Profile Image: Chana W.
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Chana W.
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Kingston, NY, 12401

Chana took excellent care of my two cats, she stayed overnight with them between house guests while I was away. She is a responsible and caring cat sitter (and house sitter). During my time away she later returned to for a five day extended sit, which was also well done. I highly recommend her as a cat sitter.

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Teresa S.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$105
per night
5.0 out of 5 stars
7 reviews
18 years of experience
Woodstock, NY, 12498

Elizabeth is fantastic! She took excellent care of Hugo. We could see he was so happy and relaxed in every pic she sent us. She was great with communication, sending us photos and updates, and also took great care of our house. Most importantly, Hugo was having such a good time. He was in great hands with Elizabeth and we will absolutely ask her to stay with Hugo again!

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Teva K.
Sitter Profile Image: Kayte P.
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Kayte P.
from
$60
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
25 years of experience
Boiceville, NY, 12412

About: I have been surrounded by dogs since birth and I have had a deep rooted love and passion for all animals from as early as I can remember. My parents bred our beloved family weimaraner when I was young and I was lucky to grow up surrounded by puppies as well as learning what it takes to raise and care for a dog. I am the fairy godmother to many of my close friends pets, as my love for them is nearly palpable. I have experience with many types of dogs, and I look forward to playtime & pushing some pavement with your precious pooch! I am available Friday-Sunday most weeks. I work as a flight attendant and am typically away from home Monday-Thursday. I am enthusiastic about the outdoors and can take your furry friend on beautiful weekend hikes. I live in Boiceville on just under an acre of land. My yard is not fenced in, however there’s plenty of space for your doggo to roam around under my supervision. Being in the Catskills there is also an abundance of beautiful places to walk and hike. I can feed, walk, play, board, crate (if needed), etc, in my home or yours.

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The median cost per night for house sitting in Olivebridge is $70

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
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Olivebridge

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Sitters in Olivebridge average 3
repeat house sitting clients

FAQs for House Sitting - Olivebridge

Frequently asked questions about Rover

As of August 2026, there are 436 sitters on Rover offering House Sitting across Olivebridge. 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 Olivebridge 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 Olivebridge 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 Olivebridge 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 Olivebridge. On Rover:

  • 97% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 100% 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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