House Sitting Pleasant Valley

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

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Over 22
pet parents in Pleasant Valley have booked house sitting

Pleasant Valley, 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: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Milton, NY, 12547

TJ was great with Georgie, she was very happy as evidenced in the pictures TJ sent to us several times a day. He even made sure she had a good walk before we came home in the event our flight was delayed. Very happy with his care.

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Kathy V.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$65
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

About: I’ve had animals since I was a child. A horse when I was 10 dogs, cats and still have dogs, cats and a horse in my life as of now have no problems with ministering medication to any animal. I am retired. Looking for a hobby that I love. I am available all times of the day seven days a week. It may be so. I have five small dogs of my own with a backyard fenced in and a doggie door for them to go in and out as they please.

Sitter Profile Image: Stefanie A.
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Stefanie A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
39 reviews
16 repeat clients
31 years of experience
PLEASANT VALLEY, NY, 12569

Stefanie was amazing to work with! She is great at communicating about how your pets are doing and sends lots of photo updates that will help put your mind at ease while you're away from your pets. A few random issues cropped up with our pets while Stefanie was with them and she was great about keeping us updated, and I was confident that she was taking the best possible care of them. Our dog loved spending a weekend with Stefanie and I'm sure yours will too!

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Alex R.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$250
per night
5.0 out of 5 stars
63 reviews
30 repeat clients
8 years of experience
Hyde Park, NY, 12538

About: I offer Dog Sitting-please scroll down. Hi, my name is Elizabeth Tolliver. I am a certified dog trainer. I have 8 years of experience owning and managing this business. My customers describe me as friendly, trustworthy and professional. It gives me great joy to be a part of your family circle. About me: I enjoy learning, being active outdoors, being actively silly and compassionate. SESSION GOALS: My goal for each session is to make sure your animal is safe, loved and entertained. I carry my own business liability insurance in addition to Rover’s insurance plan. Safety always needs to come first with your home and your animals. WHAT TO EXPECT: We will first arrange a meet and greet. This visit is free and will require about 30mins of your time. I will gather information about your pet. Ex: emergency information, personality of your pet, your expectations, your rules, timing and payment arrangements. Every time I arrive for a session, you will receive a summary of the visit, photos, location and arrival/depart timing. CANCELLATION POLICY: This profession requires me to be flexible with accepting last minute requests from pet parents. I will always try to be there for you and your pet for those moments. If your plans change, please notify me as soon as possible to avoid any fees. Cancellations must be made 7 days before the booking. You will not be refunded for cancelling after the 7 day period. A lot of effort is put into scheduling, planning drive routes and reserving your time. I have the right to turn down a job if I feel I am not the right fit for your pet. *DOG SITTING* I provide 6hrs of dog sitting that can be broken up into no more than 3 visits over the course of 24hrs. For example: 1hr at 7am, 1hr at 12pm, 4hrs at 5pm. It is a flat fee of $250 per day. Extra fees apply if it is a holiday or additional animals to care for. AVAILABILITY: I split my schedule between owning/managing a pellet stove business and providing professional pet care as my second business. My available days for you are Monday, Wednesday, Friday (April-August). Monday, Wednesday, Thursday (September-March). Weekends are also available upon approval. I am available on holidays. CANCELLATION POLICY: This profession requires me to be flexible with accepting last minute requests from pet parents. I will always try to be there for you and your pet for those moments. If your plans change, please notify me as soon as possible to avoid any fees. Cancellations on the same day will not be refunded. A lot of effort is put into scheduling, planning drive routes and reserving your time.

Sitter Profile Image: Ebony G.
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Ebony G.
from
$65
per night
5.0 out of 5 stars
11 reviews
1 repeat client
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: Alesandra P.
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Alesandra P.
from
$100
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

Allie was great! She kept me updated throughout the day with photos and videos of all my dogs. She truly went above and beyond in every sense to make sure my dogs were well cared for and was attentive to every little detail. I would absolutely recommend Allie to anyone. I really felt good that my dogs were in good hands all day.

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Felipe R.
Sitter Profile Image: Aliza B.
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Aliza B.
from
$90
per night
5.0 out of 5 stars
83 reviews
46 repeat clients
40 years of experience
Highland, NY, 12528

We are so grateful to have found Aliza! She stayed at our home with our two pups while we were out of town for a family event. This was the first time our pack of four had been separated since Covid, also our first time using Rover, so I wasn't sure what to expect or how it would go. Plus, it was the Fourth of July weekend and one of our pups is not good with fireworks or thunderstorms. But Aliza rose to the occasion! She swaddled and comforted little Leah during the fireworks with her best Mom skills. She sent plenty of pics so that I was able to feel completely at ease while we were away. Good communications via text. We found Aliza to be reliable and flexible, mature, trustworthy and responsible. The house was left for us in the same condition as she found it. The most important part was that the pups were happy and fine when we returned home. Wagging tails all around! Would definitely recommend and we will definitely rebook with Aliza in the future.

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Carol K.
Sitter Profile Image: Patricia H.
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Patricia H.
from
$125
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

Patricia was amazing. Our newly adopted doghas separation anxiety and continued to give her a run for her money the whole first part of the second day. She was patient with Lucy and in the end we were so happy to be able to complete our vacation without worries. We will definitely have her back

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nancy r.
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 was an absolute dream of a sitter. They made sure we got pictures of the boys, left our house probably cleaner than my husband and I left it and was more than willing to meet with us on two separate occasions before our boarding sesh to help acclimate our more skittish doggo son. By mid-weekend, both dogs were fans of Rose and honestly, so am I. 10/10 would recommend.

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Carel B.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Highland, NY, 12528

Rachel was wonderful with our two pups! We really enjoyed working with her and meeting her own fur baby, Marty. Thanks for everything, Rachel!

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Amanda B.
Sitter Profile Image: Angel F.
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Angel F.
from
$63
per night
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Hyde Park, NY, 12538

About: I am an Artist who works from home a lot and would love some extra furry companionship :) I understand that being in a new place with new people can feel stressful for the first time. We can go on long walks together at least twice a day and then they can sleep where ever they are most comfortable. I have a flexible schedule most days, so I can work around any animal care that may be needed. I love having furry companions around. We will play fetch, drink lots of water, go for walks and probably just hangout and read together. Right now I am working freelance so I can arrange my schedule as needed to make animal accomodations. I love to start my day with animal smiles. First I like to survey the areas of the home to make sure there isn't anything dangerous that has been mistakenly left out that might cause harm. And then we can establish a place for the pet items so they can start to feel more comfortable in a new environment. I also make sure the water bowl is always filled.

Sitter Profile Image: Margaret S.
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Margaret S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
17 years of experience
Wappingers Falls, NY, 12590

We had a wonderful experience with our pet sitter Margaret! She took excellent care of my dog, Otto, and made sure he was happy, comfortable, and well-loved while I was traveling. I really appreciated the regular updates with pictures and great communication—it gave me so much peace of mind. Highly recommend to anyone looking for a reliable, responsible, kind and caring pet sitter!

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Vanessa R.
Sitter Profile Image: Dan B.
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Dan B.
from
$45
per night
5.0 out of 5 stars
58 reviews
15 repeat clients
10 years of experience
Hyde Park, NY, 12538

Walter and Arthur can't wait for their next vacation with Dan! There are many great sitters but Dan is their favorite. I plan our vacations based on his availability. My daughter said to me, "I don't worry at all about the dogs when we are away". So true. It is such a relief to be able to go and enjoy ourselves while we know our boys are having the best time of their lives!

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Melinda P.
Sitter Profile Image: Celina I.
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Celina I.
from
$35
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

About: I’ve been taking care of dogs almost my entire life. I’ve taking care of family and neighbors dogs and it’s the best part of my day! Im currently working part time and I have plenty of extra time to take care of someone dog(s) for them. I want to help others out and this is something I would really enjoy doing! I have a dog and I walk him on nice days in my neighborhood after work and I play with him out in my back yard with a few of his favorite toys so he gets exercise.

Sitter Profile Image: Amruta Y.
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Amruta Y.
Star Sitter
from
$77
per night
5.0 out of 5 stars
91 reviews
28 repeat clients
14 years of experience
Poughkeepsie, NY, 12601

Our dogs felt comfortable and loving toward Amruta from the first time they met. She stayed with them and took good care of them. I really appreciated the updates. She is so kind. She did a great job. We will not hesitate to have her watch them again.

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JUSTINE K M.
Sitter Profile Image: Amanda B.
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Amanda B.
from
$35
per night
5.0 out of 5 stars
3 reviews
35 years of experience
Poughkeepsie, NY, 12603

Amanda was awesome! She took care of our dogs very well, kept us updated, and sent plenty of pictures. We will definitely use her again.

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Brian K.
Sitter Profile Image: Timothy D.
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Timothy D.
from
$110
per night
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Arlington, NY, 12603

About: I have spent many years caring for dogs and I pride myself on building trust, providing excellent care, and treating every pet like they’re family. I have a very flexible schedule, allowing me to provide dependable care throughout the week. Animal care is a true passion of mine and I am committed to giving every pet the attention, exercise, and affection they deserve. I understand the importance of trusting someone with your pet and home. I am reliable, responsible, and committed to providing safe, professional care while keeping your pet comfortable and happy in their own home.

Sitter Profile Image: Michele F.
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Michele F.
from
$115
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
11 years of experience
Poughkeepsie, NY, 12603

Michele was fabulous!! Jasper was in great hands! She sent plenty of photos and I appreciated this! She also drove Jasper to his doggie daycare, Central Bark! This kept Jasper occupied and offered Michele a break! Although I know she would have kept him busy at home too.

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Melissa G.
Sitter Profile Image: Andialisa V.
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Andialisa V.
from
$22
per night
5.0 out of 5 stars
1 review
3 years of experience
Poughkeepsie, NY, 12603

About: I have experience taking care of dogs and cats for families and friends, I know how to read body language and know when I've crossed boundaries. I always have patience for animals. I'm working part time so I have a lot of time available to work with pets, check in on them, and stay with them if needed. I am totally available for overnights, I'm a night owl so I can always check in with a pet and take care of them.

Sitter Profile Image: Manuel J.
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Manuel J.
from
$40
per night
4.8 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: If you have an athletic or active dog, we are the hosts for you!!! Trips to parks (on and off leash), running the trails, and swimming in a Lake will happen every day. If your dog is less active, we can bring our activity level to where your dog is most happy and comfortable. I have a very open schedule. Usually I go to the park go with my family who enjoy the day doing things outside the house. If you have a last minute appointment or you need anything on the same day I do take them I have a very open schedule one works in the morning and the other one works in the afternoon so your pet will never be alone. I had pets before they pass away. We used to love our pets so much. We took CPR classes and emergency classes for pets just in case.

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

Pet parents share their Rover experiences - Pleasant Valley

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5.0 out of 5 stars

Donna is absolutely fantastic! She took amazing care of our menagerie of pets for 6 days and stayed at our home and kept our skittish dog feeling safe and loved. She went above and beyond for all of our pets during the holiday for 6 days and was highly communicative, kind and flexible. Already booking her again in 3 weeks! You can't get a better pet sitter than Donna. Recommend her without any hesitation! Thank you for everything!!

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Kelly C.
House Sitting
5.0 out of 5 stars

Donna is amazing. My pets are happy and calm and my pets absolutely adore her. My home is spotless and and I feel so at ease knowing she's got everything under control. She's a blessing!

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Kelly C.
House Sitting
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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
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Popular requests for house sitting - Pleasant Valley

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pleasant Valley average 3
repeat house sitting clients

FAQs for House Sitting - Pleasant Valley

Frequently asked questions about Rover

The average cost for House Sitting in Pleasant Valley on Rover is $66.6 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 810 sitters on Rover offering House Sitting across Pleasant Valley. 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 Pleasant Valley 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 Pleasant Valley 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 Pleasant Valley 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 Pleasant Valley. On Rover:

  • 97% of sitters can help with special care needs
  • 96% 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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