House Sitting Westchester

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

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Over 67
pet parents in Westchester have booked house sitting

Westchester, 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: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
45 reviews
16 repeat clients
40 years of experience
River Forest, IL, 60305

Diane is amazing! Our dog Juni is really tough. She's petrified of strangers and sometimes nips. She's very slow to warm up and sometimes won't even let sitters let her outside. There have been times when she boycotted eating for days, and even when we have family watch her, she's often sick for days after we get back because of stress. Diane worked with Juni and treated her with kindness, patience, and understanding. She gave her space and even did some emotion/body coding work with her which I thought was really cool. She treated our house with respect and we returned to it spotless. I felt very safe and comfortable having her stay in our home, and I think Juni did too. She was in great spirits when we got back and she even had a great few days of eating, no stress sickness. We so appreciate Diane's willingness to work with her! In addition, she was very communicative and thorough when it came to the details/logistics of the stay, and came by in advance to meet us and Juni. I would recommend Diane to anyone.

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Jennifer C.
Sitter Profile Image: Sarah P.
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Sarah P.
from
$65
per night
5.0 out of 5 stars
44 reviews
8 repeat clients
12 years of experience
Western Springs, IL, 60558

Sarah was amazing! Our pup felt very comfortable with her and was treated great! Sarah provided awesome updates and made us feel really comfortable. Will definitely use her again!

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Jalena H.
Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
4.9 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Forest Park, IL, 60130

Oh goodness, I don't know where to begin! Miguel is wonderful! He kept in touch with me and if he had questions on Zona's care he reached out to me for clarity. Photos were sent to me daily with days activities! My home was secure and Zona cared for with Miguel. We will definitely use him again. Thank you Miguel!!

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Kathleen D.
Sitter Profile Image: Katalina T.
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Katalina T.
from
$35
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Berwyn, IL, 60402

Katalina was great while watching our dog and cat! She was responsive and left our home spotless! Thank you for helping us get away for a few days… not easy to do with 3 kiddos these days. It was such a relief to not have to worry about the animals. I would def recommend her!

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Jenna G.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$70
per night
4.9 out of 5 stars
39 reviews
13 repeat clients
10 years of experience
Irving Park, La Grange, IL, 60525

Stephanie stayed with our dog, Louie, for 12 days while we were in Italy. She did a wonderful job! She kept us updated each day with pictures and messages, and Louie seemed very happy and content. He even had a bit of anxiety the first few days, and Stephanie kept us in the loop and let us know as soon as he calmed down and settled in. She left our house in great condition. We can’t wait to have her back!

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Lauren N.
Sitter Profile Image: Marin H.
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Marin H.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
14 years of experience
Oak Park, IL, 60302

Marin took great care of my puppy and senior dog. She was very communicative and caring and highly recommend her!

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Mary Alice H.
Sitter Profile Image: Rajda S.
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Rajda S.
from
$50
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Lombard, IL, 60148

Rajda did an amazing job taking care of our 4 small dogs! Each one has their unique personality and she was able to meet each of their needs. They loved her from the first time they met her. She was able to think outside of the box to make sure they all ate and gave our senior dog her daily medicine. She followed our directions and kept us informed and sent photos and videos so we could see how our babies were doing. She was very responsive and left the house in great shape. She even watered our flowers. She was the best sitter we have had! We will be hiring her again!

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Diana B.
Sitter Profile Image: My'Anna R.
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My'Anna R.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
4 years of experience
Westchester, IL, 60154

About: Working in the animal welfare field for a few years now has allowed me to obtain lots of skills other sitters may not obtain. Need to give your pet medication as you are gone? No problem for this experienced veterinary technician! Have an additional set of ease, for you know that your pet is with a sitter that has been trained in first aid, CPR, and even anesthesia! I know what to look for when your pet is staying outside of home. With time I have for my online college courses, I can have the best of both worlds. Sitting your pet while also furthering my education simultaneously. Your pet will truly enjoy my two sided fully fenced backyard! Lots of room to run around and chase a ball or chill on the patio if wanted. Fortunately, pets are allowed on my couch as well, allowing them to snuggle and have comfortablity in my home.

Sitter Profile Image: Paige B.
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Paige B.
from
$30
per night
1 repeat client
5 years of experience
Oak Park, IL, 60302

About: I am always the girl finding a dog and asking to pet them. As a kid, my sisters and I wished for a dog and that finally came true in 6th grade. Bailey was the best Christmas present and gifted us 14 beautiful years. Throughout that time, I’ve dog sat for a range of dogs (small, large, puppy and senior). Along with dogs, I am comfortable with cats. We have 2 orange cats of our own. I am available for walks, play dates and more. I am a teacher and have the summer off. I will be tutoring and will have a lot of flexibility during the week and would love to spend some time with your pets. I am very trustworthy and will take great care of your pets in your home. I love going for walks and playing with your pups or cats.

Sitter Profile Image: Dana R.
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Dana R.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
25 years of experience
La Grange, IL, 60525

Dana was a great sitter! She took note prior to my vacation and carried through with all Mister’s care.

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Mary Beth B.
Sitter Profile Image: Jailene T.
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Jailene T.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Chicago, IL, 60707

Jailene was wonderful! She is very communicative and you can tell she really cares about animals. I will absolutely use her again!

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Lyndsey C.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
122 reviews
26 repeat clients
4 years of experience
Lombard, IL, 60148

Ashley was great!! I had no worries about leaving my dog with her and she did such a good job at updating me throughout the day and responding quickly! Will 100% use her again if I need to!

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Michele R.
Sitter Profile Image: Gena S.
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Gena S.
from
$75
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Brookfield, IL, 60513

Gena was great! My dog can be shy with new people, but she warmed up to her right away. Gena sent pictures and showed them walking and sitting outside on the deck. Gracie was calm and happy when we got home. We’ll definitely use Gena in we have a need in the future.

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Linda H.
Sitter Profile Image: Grace M.
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Grace M.
from
$40
per night
5.0 out of 5 stars
218 reviews
76 repeat clients
6 years of experience
Riverside, IL, 60546

This was Grace's first time watching Maisy at my apartment while I had an out-of-town trip for a night. Maisy took to Grace immediately at the meet-and-greet and was excited to see her again when it came time for my night away. Grace was understanding about my one-key situation and was accommodating for meeting to exchange the keys at the beginning and end of her time with Maisy. Grace was gentle on my apartment and sent me a few updates while I was away. Everything seemed to go smoothly! I'm a nervous dog-mom, so it takes quite a bit to win my assurances.

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Alison S.
Sitter Profile Image: Anthony W.
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Anthony W.
from
$50
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Elmhurst, IL, 60126

We are so grateful to Anthony for spending the weekend with our Sophie. She's a great judge of character and she took to him immediately. All the neighbors have commented on how well he worked with her and how happy she seemed. We will unquestionably rely on Anthony in the future. He is marvelous!

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Glenn R.
Sitter Profile Image: Jamie Q.
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Jamie Q.
Star Sitter
from
$75
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
6 years of experience
Forest Park, IL, 60130

Jamie did a great job with our pups while we were away! 😊Our dogs warmed to her quickly and she took excellent care of our home. Will definitely use her again!

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Lee Ann F.
Sitter Profile Image: Rita O.
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Rita O.
from
$50
per night
5.0 out of 5 stars
6 reviews
35 years of experience
La Grange, IL, 60525

Rita was amazing with our two dogs! She kept us constantly updated with pictures and notes throughout our two week trip. The dogs took to her immediately and gave us peace of mind. The proof is that they were happy and content when we returned home from our trip. I would and will hire Rita again for our future trips. I highly recommend her.

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Sandra D.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
1 year of experience
Norridge, IL, 60706

Very nice, easygoing, arrived punctually and was respectful. was gentle with my very scared cats, still early but im optimistic they will warm up to her.

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zook t.
Sitter Profile Image: Rosario M.
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Rosario M.
from
$60
per night
5.0 out of 5 stars
171 reviews
43 repeat clients
7 years of experience
Cicero, IL, 60804

Rosario was AMAZING while watching my blue heeler Amani. She was so attentive and kept me updated. I felt so at ease knowing she was with him while I was gone.

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Sarah H.
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$84
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
30 years of experience
Villa Park, IL, 60181

Elizabeth was absolutely wonderful with Wrigley! I will definitely use her again! She was extremely reliable and sent lots of happy pictures!

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Elisabeth R.
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The median cost per night for house sitting in Westchester is $50

Pet parents share their Rover experiences - Westchester

1 / 1
5.0 out of 5 stars

Isabel was absolutely wonderful with our two dogs, Hawk and Trigger! She went above and beyond to make sure they were happy, comfortable, and well cared for. We received great updates and could tell that she genuinely cared about them. It gave us so much peace of mind knowing they were in such good hands. We would highly recommend Isabel to anyone looking for a trustworthy, caring, and reliable dog sitter. We will definitely be using her again!

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Patrick H.
House Sitting
5.0 out of 5 stars

Julia did excellent job housesitting my cat and dog - really liked how she provided updates and took great care of house.

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Kristen G.
House Sitting
5.0 out of 5 stars

Gena was great! My dog can be shy with new people, but she warmed up to her right away. Gena sent pictures and showed them walking and sitting outside on the deck. Gracie was calm and happy when we got home. We’ll definitely use Gena in we have a need in the future.

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Linda H.
House Sitting
5.0 out of 5 stars

Stephanie took great care of Drogo and handled my nervous boy with care. She was communicative and responsive and sent lots of pictures while I was away. Drogo had a great time with her and I am looking forward to being able to have her watch Drogo in the future.

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Katy P.
House Sitting
5.0 out of 5 stars

Miguel is more professional and reliable than we could have hoped for in house sitting to care for our Australian Shepard. Miguel is absolutely wonderful, respectful, responsible, and knows dogs!! Our Aussie was well taken care — exercised, fed, meds every morning, and loved. I recommend Miguel and we plan to ask him to watch our pup in the future.

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Anna B.
House Sitting
5.0 out of 5 stars

Kat took care of my four dogs for a long weekend. They all love her and she loves them! I came home to a very clean house which is awesome! Thank you Kat!

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Patricia H.
House Sitting
5.0 out of 5 stars

Katherine was incredibly accommodating and was very thorough to make sure she was giving Caesar the best care. She even stayed additional time to make sure Caesar had company. 100% would book again and highly recommend!

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Steve C.
House Sitting
5.0 out of 5 stars

Sage is amazing. She watched our 2 cats, dog, and home while we were on vacation for 9 days. She sent various updates throughout the day and helped ease my anxiety about being away from my animals for so long. Our dog loved her! We will definitely be utilizing her again. I could not recommend her more!

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Nina P.
House Sitting
5.0 out of 5 stars

The weekend of my son and daughter-in-law’s wedding, Angelina provided care to their cat as well as my three cats, staying overnight for two nights at my home. Prior to that weekend, she came over to meet the cats and myself and run through their daily care routine. Even my shy cat Brody seemed curious about her. Wedding weekend, she was great at providing updates through text and photos throughout her stay, and I appreciated her attention to cleaning up their litter boxes and feeding mats one more time before she left. She has a gift for working with animals and is trustworthy and easy to communicate with. I will definitely use her again!

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Kami B.
House Sitting
5.0 out of 5 stars

Samantha was amazing. We couldn’t have asked for a better sitter for Murphy. He loved her right away. She went above and beyond!

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Lindsay R.
House Sitting
5.0 out of 5 stars

Dana did a great job taking care of our dog while we were on vacation for the week. She was very thorough when meeting with us before hand, and it was obvious that she takes her job seriously! She even stayed in our home a few nights and brought her own sheets so we wouldn’t have to wash them after. Highly recommend Dana!

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Kate H.
House Sitting
5.0 out of 5 stars

Leanna was amazing! She noticed things that needed to be done despite our poor instructions (fish needing to be fed, garbage needing to go out on garbage day). She was very responsive and we loved having her stay with our dogs.

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Kerry R.
House Sitting
5.0 out of 5 stars

Oh my goodness, Holly is truly the best!!! She sat with our 8 week old (VERY energetic) pup for a long day and was so patient & kind 🥰 She was also great with communication.

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Gina R.
House Sitting
5.0 out of 5 stars

Shayla was amazing! She sent regular updates and took wonderful care of both my dog and cats. She's a true pet lover! I would definitely book with Shayla again!

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Hannah B.
House Sitting
5.0 out of 5 stars

We had Cheryl watch our senior dog, who had only ever been left overnight with family before, so I was definitely a bit nervous. Cheryl was absolutely wonderful and put my mind at ease right away. She took such great care of our dog and kept us consistently updated, which meant so much to us. We could not be happier with the experience and will definitely be using Cheryl again in the future. Highly recommend!

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Kaitlin F.
House Sitting
5.0 out of 5 stars

Ola was wonderful with my two critters. Both were perfectly chill when I came back a day early due to weather. Ola is a very calming presence which is exactly what keeps my Sunny girl and Tank the cat relaxed. Thanks so much Ola and I hope to work with you again. Happy Holidays!

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Marcy F.
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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  • Reservation protection

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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
  2. 2. Meet In Person

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Popular requests for house sitting - Westchester

Select a filter and find qualifying sitters offering house sitting.

Sitters in Westchester average 4
repeat house sitting clients

FAQs for House Sitting - Westchester

Frequently asked questions about Rover

The average cost for House Sitting in Westchester on Rover is $111 per night (as of August 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 August 2026, there are 8,134 sitters on Rover offering House Sitting across Westchester. 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 Westchester 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 Westchester 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 Westchester 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 Westchester. On Rover:

  • 93% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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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