House Sitting Cuddebackville

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Cuddebackville, 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: Vicky A.
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Vicky A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 27 reviews
11 repeat clients
15 years of experience
Middletown, NY, 10940

“Vicky is excellent with our Frenchie, who has some dietary and exercise restrictions. She cares for him in our home and is trustworthy and respectful. We feel very lucky to have someone as caring and competent as she is to take care of our sweetie when we are away.”

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Dawn F.
Sitter Profile Image: Oona S.
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Oona S.
from
$98
per night
5.0 out of 5 stars
• 8 reviews
25 years of experience
Otisville, NY, 10963

“Oona watched our 2 chihuahuas and did an excellent job. She cared for our elderly dog and gave him his medicine. She kept us updated during our vacation and even tidied up the house before she left. We would definitely work with Oona again!”

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Kevin C.
Sitter Profile Image: Izzy Z.
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Izzy Z.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
21 years of experience
Huguenot, NY, 12746

“Izzy exceeded all of our expectations as a dog sitter! She was incredibly attentive and loving toward Brody, and she kept us updated and communicated with us throughout our entire trip, which gave us so much peace of mind while we were away. By the time our trip was over, Brody had completely decided that Izzy was part of the family. 😂 Even after we got home, he would wait for her in the spare bedroom, hoping she’d come back for more cuddles and love. It was so sweet to see how comfortable and happy he was with her! We would absolutely recommend Izzy to anyone looking for a trustworthy, caring, and reliable dog sitter. We couldn’t have asked for anyone better!”

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Lauren A.
Sitter Profile Image: Steven F.
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Steven F.
from
$70
per night
4.7 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Wallkill, NY, 12589

“Steve, is a lovely person who was the absolute best with our boy Willow. Very attentive to a very playful pup. We are grateful to Steve for the peace of mind he gave us with his regular updates and photos of Willow, he deserves more than 5 stars ⭐️. I highly recommend him. Thanks again Steve.”

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Jannese & Gisele R.
Sitter Profile Image: Joseph & Alexandra F.
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Joseph & Alexandra F.
from
$75
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Wurtsboro, NY, 12790

About: Originally from upstate NY, I spent time working as a professional veterinary assistant in Atlanta, GA while in school. In this role, I worked directly under a veterinarian to monitor, clean, and provide medical check-ups for dogs at local pet centers, while also providing care for other animals at a boarding and daycare resort. With this hands-on experience, I am deeply familiar with dog health, sanitization, and administering medications. I enjoy spending time with dogs, understand how to spot early signs of illness, and know how to keep dogs on a fun and healthy routine. Since moving back to upstate NY, I do part-time work as a tech consultant from home. This allows me to give plenty of attention to your pet, while also providing plenty of outdoor activities. My wife also works from home, which allows her the flexibility to help as well. Our house is situated right next to the D&H Canal trail, and we take regular walks on a daily basis.Whether your dog is a growing puppy who needs attentive care or an older dog who requires a reliable, experienced handler, my top priority is maintaining their health, safety, and happiness while you are away. My wife and I both work part-time from home, which gives us highly flexible schedules to prioritize your pet's care throughout the week. Our daily routine naturally includes multiple walks along the scenic D&H Canal trail, which directly borders our property. Because our work keeps us at home, guest pets enjoy consistent supervision, frequent potty breaks, and plenty of playful companionship. Our home sits far back from the road at the end of a long driveway, offering a very quiet, safe environment. We sit on 10 acres of land, featuring 3 groomed acres for supervised play and 7 acres of private woods. While our yard is only partially fenced, we have two large, fully enclosed decks that are completely fenced in—perfect for safe sunbathing, lounging, and secure outdoor activities. We also utilize a collapsible fence that we can pull out and set up to create customized secure boundaries if necessary. For exercise, dogs are strictly supervised and kept on-leash as we head down the driveway to our private access point for the D&H Canal trail, keeping them completely away from traffic.

Sitter Profile Image: Brittany C.
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Brittany C.
from
$80
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
23 years of experience
Goshen, NY, 10924

About: I will treat your pets like family. I have one cat and one small Pomeranian. If your pet has special needs I am able to dispense medication. I love giving animals attention and love. I have a large house and a decent sized backyard. I am able to travel to your pets. I have pet first aid experience. I am alert and watching your pet at all times. I have had pets since I was born. I grew up around both cats and dogs. I have a non-profit where I super coupon for pet food and pet supplies and donate them to my local animal shelter. 50% of the money I make on here goes towards funding my donations for the animal shelter. Thank you for your time.

Sitter Profile Image: Sidra R.
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Sidra R.
from
$70
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Pine Bush, NY, 12566

“Sidra was wonderful at taking care of my pack. She was reliable and prompt. She also kept good contact during the evening and morning she stayed with them.”

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Peggy N.
Sitter Profile Image: Rachel K.
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Rachel K.
from
$50
per night
5.0 out of 5 stars
• 32 reviews
10 repeat clients
10 years of experience
New Windsor, NY, 12553

About: Hi, I’m Rachel! I’ll care for your loved one as if they were my own—whether that means long walks, playtime, or just extra cuddles. You can count on me to provide a safe, loving, and reliable environment where your dog feels like part of the family. I have a fully fenced 1-acre yard where dogs can play safely and freely, and as an athletic caretaker I’m happy to take them on long walks or runs to burn off extra energy. Whether it’s playtime in the yard or outdoor adventures, I’ll make sure your dog gets the exercise and attention they need. Please let me know of any special considerations during the visit. I will ensure and guarantee that your loved one is comfortable and has unlimited pets and snuggles while you are away.

Sitter Profile Image: Erica C.
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Erica C.
from
$65
per night
21 years of experience
Wallkill, NY, 12589

About: Hi, I’m Erica! I grew up on a farm, so caring for animals has been a part of my life for as long as I can remember. I’ve always loved animals of all kinds, and my experience goes far beyond cats and dogs. I’m comfortable caring for a variety of animals, including chickens, ducks, goats, fish, and other farm, household, or small animals. Growing up around animals taught me that every species—and every individual animal—has different needs, routines, and personalities. I’m comfortable following detailed care instructions for feeding, fresh water, cleaning, medications, enclosures, and daily routines, and I understand how important consistency is when you're away. I’ve also had cats and dogs of my own and have years of experience pet sitting, so I’m comfortable with both everyday pet care and animals that need a little extra attention or specialized care. I’m a nonsmoker, and genuinely enjoy spending time outdoors and caring for animals. Whether you have chickens that need their morning routine, goats that need care and companionship, ducks, fish, or a combination of animals, I’ll treat them with patience, kindness, and respect—and follow your instructions carefully. I currently have the privilege of working remotely part-time, which gives me a flexible schedule and allows me to work around your pet’s routine rather than leaving them alone for long periods. I can adjust my schedule around feeding times, walks, medications, playtime, and whatever routine helps your pet feel comfortable and cared for. When caring for pets in their home, I focus on keeping them safe, comfortable, happy, and as close to their normal routine as possible. I make sure they always have fresh water, the right food, clean surroundings, and anything else they need. I’m happy to give them space and simply stay nearby if that’s what they prefer, or provide plenty of playtime, attention, cuddles, and companionship if they’re more social. I also follow your instructions carefully and make sure your home and your pet’s space are left clean, safe, and comfortable.

Sitter Profile Image: Tammie B.
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Tammie B.
from
$125
per night
5.0 out of 5 stars
• 41 reviews
19 repeat clients
25 years of experience
Newton, NJ, 07860

About: Hello! I'm Tammie and animals have always been a central part of my life, and I couldn't imagine my world without them. I have years of personal experience caring for both dogs and cats—from managing high-energy playtimes to providing a quiet, comforting space for senior pets. I am observant, patient, and deeply passionate about ensuring that both your dogs and cats feel secure and happy in my care. I also have experience working with llamas, alpacas, goats, sheep, and chickens. I’m looking forward to meeting my new furry friends and my journey working for Rover. Im currently working part time and I have plenty of time to play with your pups and cats. I'm available early mornings and late night visits with open availability on weekends. I have a pet friendly apartment and sidewalks to walk dogs. I’m very reliable and extra cautious of my surroundings and other animals near by.

Sitter Profile Image: David G.
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David G.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 95 reviews
29 repeat clients
8 years of experience
New Windsor, NY, 12553

“No worries your dog is with a superstar! He was accommodating and loving towards our very senior Maltese and he also took time to reach out and update. Hes great with my lab too!!! He is fantastic! Highly would recommend and rebook. Very caring individual”

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Mel G.
Sitter Profile Image: Jessica F.
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Jessica F.
from
$75
per night
4.7 out of 5 stars
• 33 reviews
3 repeat clients
6 years of experience
Dover, NJ, 07801

“My husband and I recently had a 5 day trip planned and were struggling to find care for our 6 year old dog and our young puppy ! I was super anxious about leaving them for the first time but after meeting with Jessica and Guillermo I immediately felt at ease. Jessica was super communicative and sent lots of pictures throughout the day of our pups! I never had to guess what they were doing and both the pups had a blast! Jessica was also very respectful of our home, we came home to everything clean and put together just how it was before we left. Our puppy is a huge chewer and she ended up chewing a little bit of our carpet, Jessica immediately informed and showed me, and it was wonderful to have someone so transparent and honest about anything they happened while we were gone. We will absolutely be using them again for our next trip! (As long as they’ll have us) haha.”

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Amanda C.
Sitter Profile Image: Elena K.
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Elena K.
from
$70
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Newburgh, NY, 12550

“Elena was an absolute godsend for our pets!!! She came over a few days before she housesit - and the dogs were nervous at first, but she sat on the floor with them and waited until they were comfortable - and basically, she's the dog whisperer. When she came for the housesit, the dogs recognized her and were excited to see her. She sent pictures and let us know how they were doing the perfect amount, and the pictures she sent were some of my favorites that I have of them now! I didn't worry at all while we were away, and that is 100% thanks to Elena. Her kindness, patience, and flexibility, among a million other amazing qualities, make Elena the only person I would ever want to housesit for us in the future!”

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Ashley P.
Sitter Profile Image: Jamie F.
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Jamie F.
from
$75
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
27 years of experience
Bloomingdale, NJ, 07403

“Jamie is awesome. We have worked together a couple times and she is super reliable, and so kind to our pets. It's great to have such a great petsitter!”

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Cody S.
Sitter Profile Image: William S.
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William S.
from
$125
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
36 years of experience
Hopewell Junction, NY, 12533

“William did a great job watching all our pets, especially our dog Rosie, who just really loves someone by her side (a lot). We had some unexpected travel changes and William was communicative and flexible as we worked it all out. He is prompt, responsible, and was eager to know the details of how to best care for our pets. Everything went smoothly and we're glad we found William!”

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Matthew N.
Sitter Profile Image: Rachel B.
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Rachel B.
from
$185
per night
4.9 out of 5 stars
• 29 reviews
2 repeat clients
20 years of experience
Beacon, NY, 10524

“We can’t thank Rachel enough! I was nervous to leave The girls with strangers, but my worries quickly faded away! From the very start Rachel was awesome! Sending pictures and even working with our youngest in the back yard. The house was left in perfect order! We can not give Rachel enough praise! Would definitely use and recommend!”

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Mike H.
Sitter Profile Image: Vincent T.
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Vincent T.
from
$85
per night
4.8 out of 5 stars
• 38 reviews
8 repeat clients
13 years of experience
Cedar Grove, NJ, 07009

“Vincent was very responsive, flexible with us in a last-minute situation and cared about getting to know the dogs/us. The dogs warmed up to him pretty quickly and knowing they were cared for was a huge relief for me.”

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Faith F.
Sitter Profile Image: Daniela O.
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Daniela O.
from
$95
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
11 years of experience
paterson, NJ, 07505

“My Golden appeared to be happy when I got home. Gave me periodic updates. Thank you”

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Gary G.
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The median cost per night for house sitting in Cuddebackville is $65

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.

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.

Popular requests for house sitting - Cuddebackville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Cuddebackville average 3
repeat house sitting clients

FAQs for House Sitting - Cuddebackville

Frequently asked questions about Rover

As of November 2026, there are 417 sitters on Rover offering House Sitting across Cuddebackville. 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 Cuddebackville 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 Cuddebackville 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 Cuddebackville 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 with handling special pet needs in Cuddebackville. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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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