House Sitting in Olivebridge

Find a loving house sitter to watch over your pets and your home.

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Top rated Olivebridge house sitters

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
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: linda n.
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linda n.
from
$75
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
60 years of experience
Hurley, NY, 12443

About: I'm very expierienced in caring for a veriety for animals. I currently have 2 horses, 2 cats one being a Bangle and one a Tabby . I also have an Anatolian shepared I'm retired and my schedule is very flexible and would love to help you feel safe with caring for your fur babies while your away I can assure you of not only caring for your loved fur babies, I will respect your home as if it were mine with providing their care as you requested.

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.

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

Paula is the absolute best! I whole heartedly trust her with my animals. She has even taken a pet safety and first aid course to be fully prepared for any unforeseen situations. I don’t worry about them at all when they are in Paula’s care. She is extremely responsive and sends lots of photos. &Both my dog and cat adore her!! There is nobody I feel more comfortable with watching my pets while I’m away! Thank you Paula ❤️❤️❤️

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Mariah A.
Sitter Profile Image: Amanda L.
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Amanda L.
from
$80
per night
33 years of experience
Kingston, NY, 12401

About: I’ve cared for dogs of all breeds since childhood, ranging from energetic puppies to senior dogs needing extra care. I’m a trained dog handler with the Ulster County SPCA and regularly provide dog sitting, walking and drop-in services. Whether your dog wants quiet peaceful snugs, or enthusiastic playtime and hikes… I’m your lady! Clients often tell me their dogs have even better times on vacation than they do! 🩷🐾 I care for each pup like it’s my own. Happy to provide references ups on request! I have a flexible, hybrid work schedule that allows me to accommodate walls, drop-ins, and overnight care throughout the week and on weekends (and even a few work from home days for more time with your pup!). I’m able to provide consistent attention, timely visits, and plenty of engagement, whether your dog needs a quick walk, regular check-ins or more extended care. Your dog’s safety and comfort are my top priorities. I take time to understand each pet’s routine, personality and needs, and I follow all instructions closely. In your home, I aim to keep your dog’s environment familiar and stress-free. For boarding, I offer a calm, quiet, child/pet-ffee space where your dog will receive attentive, individualized care and supervision (and lots of walks or hikes, if you like!).

Sitter Profile Image: Lexi M.
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Lexi M.
from
$50
per night
5.0 out of 5 stars
4 reviews
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: Natalie P.
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Natalie P.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
Olivebridge, NY, 12461

Natalie took care of our mid-sized, active dog Rudy for almost a week and he had a great time! Natalie was super responsive, helpful and kept the house super clean. We'll definitely ask her to stay with Rudy again!

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Kevin D.
Sitter Profile Image: Tiffany P.
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Tiffany P.
from
$55
per night
5.0 out of 5 stars
45 reviews
21 repeat clients
15 years of experience
Accord, NY, 12404

Excellent sitter. Tiffany house sat for us and watched our 3 dogs, who are definitely a handful, she did great with them and they loved her. Will definitely come back next time we need a sitter.

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Stephanie E.
Sitter Profile Image: Amy S.
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Amy S.
Star Sitter
from
$110
per night
5.0 out of 5 stars
90 reviews
31 repeat clients
30 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: Sofia S.
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Sofia S.
from
$39
per night
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Annandale-on-Hudson, NY, 12504

Very responsive with communication, very loving and attentive to our fur babies!!!

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Lori P.
Sitter Profile Image: Iliana C.
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Iliana C.
from
$63
per night
5.0 out of 5 stars
5 reviews
28 years of experience
Kingston, NY, 12401

Iliana stayed with my dog at my house for one night. She was very sweet and caring with my pup. I returned to an impeccable house and a happy dog. I will definitely book Iliana again when the occasion arrives.

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Kerstin v.
Sitter Profile Image: Regan F.
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Regan F.
from
$37
per night
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Kingston, NY, 12401

Regan did a wonderful job caring for my dog Daisy and my cat Eleanor. She did house sitting for the entire week if not longer while I was out of town. She maintained great communication and also was very perceptive about what the animals needed. Thank you, Regan. I look forward to working with you again

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Willow H.
Sitter Profile Image: Grettel G.
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Grettel G.
Star Sitter
from
$115
per night
5.0 out of 5 stars
42 reviews
20 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: Sophia B.
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Sophia B.
Star Sitter
from
$160
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
20 years of experience
Woodstock, NY, 12498

Sophia is reliable, communicative and absolutely wonderful with our senior dog.

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Caitlin N.
Sitter Profile Image: Serena M.
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Serena M.
from
$60
per night
4 years of experience
Kingston, NY, 12401

About: I grew up with two dogs who were my best friends. I have been steadily watching my sister’s beautiful dog Albert and her new puppy Janice for 3 years. Those days are the best days - i walk them, feed them their meals and required medicine, and always make sure they have loads of attention and pets! I work remotely and my schedule is very flexible, so I can cater to your individualized needs! I travel sometimes on weekends, but with enough notice, I will lock your dog sitting needs into my schedule and always show up in a timely fashion! I always keep an eye on the pets I am watching when out in the yard, even if the space is enclosed - I watch for other animals, etc to always ensure your pet’s safety. I have gone on many a walk with medium to large dogs and always make sure their leash is within 6-8 feet and they are secure within their harness.

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

Great experience with Cassandra house sitting my two dogs while I was out of the country. Dogs seem to have had a great time and it was so nice to get “proof of life” photos and videos every few days. I’m sure hoping she’ll be available to care for them again when I go away inJuly.

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Barbara U.
Sitter Profile Image: Eleanor M.
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Eleanor M.
from
$95
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
20 years of experience
Kingston, NY, 12401

Elanor took great care of Dax! She has a great dog park and took him on a few walks, and sent photos throughout the visit reassuring me he was doing great. Will definitely book again so Dax can spend time with his new abuela!

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Elizabeth M.
Sitter Profile Image: Nathan B.
Verified Enhanced Background Check
Nathan B.
Star Sitter
from
$100
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
30 years of experience
Highland, NY, 12528

Nathan did a wonderful job looking after our three eccentric cats. We have one cat who needs meds twice a day and he had no problem dosing him. Even the shy cat came out for him! We came home to calm, happy cats! Thank you Nate!

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Judith M.
Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$80
per night
5.0 out of 5 stars
6 reviews
16 years of experience
Kingston, NY, 12401

About: I didn’t get to experience the joy of growing up with dogs or cats but as soon as I was able I began taking in fosters from the NYC shelter system. It was quite a learning experience spending time with many dogs (and a few cats) of all different types and personalities. I no longer foster but I bring the experience and dedication from working with so many shelter pets to caring for your furry family members. And as a pet parent now myself I have been through many sitters so I understand what makes a good one! A note on boarding and meet and greets: I’m happy to have boarding candidates come by to meet me and check out the space but I do not do meet and greets with my own dogs. My dogs are dog friendly but they are too chaotic and excitable to meet new dogs and owners right away. New dogs are kept separate at first and introduced at their own pace when everyone is calm. This minimizes stress for everyone and allows for better interactions. I currently work out of the house Monday/Wednesday/Friday but my schedule is somewhat flexible. The rest of the week I work at home and I am often available all weekend. Dogs in my home have access to a securely fenced large yard for running and fetch, as well as a quiet neighborhood for walks. If the weather is warm dogs have access to a dog door so they may go outside as they please. If your dog likes to play with other dogs mine will certainly be happy to accommodate but they can also have separate spaces if quiet time is needed. In your home I will make every effort to keep your pets schedule as familiar as possible while offering lots of love and stimulation. As someone who has had many sitters come through and stay at my house I understand the importance of trust and cleanliness so you can be away without worry.

Sitter Profile Image: Ronnie N.
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Ronnie N.
from
$45
per night
4.9 out of 5 stars
15 reviews
5 repeat clients
6 years of experience
Bearsville, NY, 12409

Ronnie went above and beyond to take care of Chaga, and was super accommodating to a few SNAFUs on our part along the way. Chaga is an anxious guy but seemed to warm up to him pretty swiftly.

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Wren S.
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Over 19
pet parents in Olivebridge have booked house sitting

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Olivebridge is $75

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 house 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.

Sitters in Olivebridge average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Olivebridge on Rover as of May 2026 was about $75 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Olivebridge house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, there are 310 house sitters in Olivebridge. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Olivebridge house sitters respond in under an hour.

House sitters in Olivebridge have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Olivebridge.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Olivebridge house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.