Pet Sitting Ashland

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 200
pet parents in Ashland have booked pet sitting

Ashland, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Deirdre H.
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Deirdre H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
43 reviews
19 repeat clients
12 years of experience
Framingham, MA, 01702

I’m incredibly grateful to Deirdre for stepping in on such short notice to care for my 80 lb German Shepherd puppy. It was our first time using this service and I couldn’t have asked for a better experience. She was warm, professional, and attentive to my dog’s needs. Her thoughtful updates and excellent communication instantly put me at ease. I’m so happy to have found someone I can trust, and I look forward to reaching out to her for future visits!

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Nina N.
Sitter Profile Image: Sarah D.
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Sarah D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
39 reviews
17 repeat clients
6 years of experience
Ashland, MA, 01721

Sarah was great with our cat Cedar. She took good care of our timid cat and followed our directions perfectly. She is super nice and friendly, as well. Will definitely book with her again!

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Majestia P.
Sitter Profile Image: Maanya L.
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Maanya L.
$17
total per visit
4.6 out of 5 stars
10 reviews
6 repeat clients
10 years of experience
Ashland, MA, 01721

Maanya was great! We have an older dog that take a good bit of care and she was so patient and communicative while we were away. Would recommend her to anyone!

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Caroline W.
Sitter Profile Image: Danya E.
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Danya E.
Star Sitter
$28
total per visit
5.0 out of 5 stars
112 reviews
40 repeat clients
10 years of experience
Framingham, MA, 01702

Danya did a wonderful job taking care of our precious cats and treated them like her own! She was highly responsible, responsive, and went above and beyond our expectations and what we asked of her. She was absolutely wonderful and we will definitely be booking her for future vacations!

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Aaron M.
Sitter Profile Image: Nat S.
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Nat S.
Star Sitter
$32
total per visit
5.0 out of 5 stars
66 reviews
20 repeat clients
15 years of experience
Framingham, MA, 01702

Nat was pretty great in taking care of my babies. She was also very accommodating when my flight got canceled, so I needed her for an extra day. I will use her again.

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Dianna O.
Sitter Profile Image: Jessica G.
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Jessica G.
$23
total per visit
5.0 out of 5 stars
44 reviews
17 repeat clients
30 years of experience
Hopkinton, MA, 01748

Jessica was so fantastic to work with and so great with our two dogs. She was very communicative on our drop in visits, perfectly on-time, and really wonderful with the dogs. Can’t wait to work with her again

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Michael L.
Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
$24
total per visit
5.0 out of 5 stars
137 reviews
57 repeat clients
20 years of experience
Framingham, MA, 01702

I don't have easiest of cats. They don't warm to strangers easily. One hides. The other just get menacing. Brittany took it all in stride and took great care of them. I would use her again in a heart beat!

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Karen M.
Sitter Profile Image: Salina B.
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Salina B.
$24
total per visit
5.0 out of 5 stars
63 reviews
18 repeat clients
36 years of experience
Ashland, MA, 01721

Salina took excellent care of my kitty! She was very punctual and attentive for all drop in visits. She was respectful of our home, and always provided informative updates and cute pictures. Thank you Salina!

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Cristina R.
Sitter Profile Image: Tricia R.
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Tricia R.
Star Sitter
$28
total per visit
5.0 out of 5 stars
74 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Auntie Trish has been a life saver for our family! She is accommodating, responsive and always happy to spend time with our pups. One of our dogs is reactive and can be super slow to take to new people and she was his best friend by the end of our first meeting. Highly recommend Tricia!!

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Kelsey C.
Sitter Profile Image: Nikkita L.
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Nikkita L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
16 reviews
8 repeat clients
4 years of experience
Framingham, MA, 01702

Nikkita was communicative and easy to work with! She helped out with a last minute request and was attentive, which made our dog’s first Rover visits very easy and enjoyable. Would book again!

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Audrey A.
Sitter Profile Image: Nancy M.
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Nancy M.
Star Sitter
$23
total per visit
5.0 out of 5 stars
169 reviews
105 repeat clients
35 years of experience
Southborough, MA, 01772

Nancy was very communicative and took great care of my kitty while I was on vacation. I will definitely be asking her to come back in the future!

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Nicole T.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
12 years of experience
Framingham, MA, 01702

This was my first use of Rover and it was wonderful! My cat was well cared-for and a lot of communication. Will definitely use again. Thank you!

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Iris K.
Sitter Profile Image: Rebecca N.
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Rebecca N.
$34
total per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Ashland, MA, 01721

About: Hey There! I'm Becky. I'm a mother, small business owner, and life-long dog lover. For my entire life I've always had dogs, but a few years my sweet dog crossed the rainbow bridge to doggy heaven. When that happened, my children started asking for a new dog, but I wasn’t quite ready. As an alternative we started helping others with theirs. It’s become an incredible journey for our family, and brings us so much joy! We’re happy to have dogs here for boarding. I only take ONE dog at a time, unless there are multiple dogs coming from the same home that already live together. I have two children (11 & 15) who both love dogs as well. However, my son is nervous around bigger dogs and certain breeds. For this reason, a trial visit is required. Dog sitting has brought an unexpected amount of happiness into our home and family. We get very excited with each new furry friend that we get to love while you’re away. ​ I have a fenced yard and a cozy home. I allowed my dog on the furniture when I had him. I don’t have a crate. Whatever rules apply in your house are what we try to do here. Dogs can run free in my fenced yard or walk on a leash around my neighborhood and in the nearby nature trails. I run a small part-time preschool enrichment program out of my basement, in a separate area where dogs would not have access. During work hours I am generally able let dogs out as needed in a separate fenced area. ​ If you are interested in having your dog stay with us, please feel free to contact me. We would love to provide a safe, happy home away from home for your beloved pet while you're away. Your pet will be treated as if they were our pet. We try our best to make our routines look like yours, creating a safe, happy home away from home. I live in a cute neighborhood abutting conservation land. It is beautiful! We use an organic pest company to keep ticks out of our yard and I keep my home tidy.

Sitter Profile Image: Marilyn M.
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Marilyn M.
$26
total per visit
5.0 out of 5 stars
16 reviews
8 repeat clients
30 years of experience
Hopkinton, MA, 01748

Our appreciation for Marilyn is beyond words. She took care of our animals and our very sick kitty. She treated her like her own. We are forever grateful.

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Amna D.
Sitter Profile Image: Georgina H.
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Georgina H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
126 reviews
21 repeat clients
45 years of experience
Ashland, MA, 01721

Georgina did a wonderful job taking care of our kitties! She sent us a report every day of how things went and also sent great photos. Our cats our shy but they went to greet Georgina at the door. She took the time to play with our cats and was patient when they were being shy. I highly recommend Georgina and would definitely hire her to take care of our cats in the future!

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Michelle S.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$23
total per visit
5.0 out of 5 stars
382 reviews
141 repeat clients
10 years of experience
Framingham, MA, 01701

Lucy was very kind and was easy to communicate with. We haven’t left our cats alone for very long at a time but Lucy made it easy with her thorough check-ins and updates. The cats seem very content and normal when returning home.

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Missy S.
Sitter Profile Image: Kimberly A.
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Kimberly A.
$19
total per visit
1 year of experience
Hopkinton, MA, 01748

About: Hey there! My goal is to help ease the stress of leaving your pet at home when you can't take them with you. I have had dogs since I was a kid, 4 Newfoundlands, a Black Lab-Brittnay Spaniel mix, and I now have Charlie, a 9 yr old German Shepherd-Black Mouth Cur mix and Finn, a 1 yr old Heeler. Finn came to us as a puppy, so I have plenty of experience dealing with those puppy messes and temperaments. Most of our newfoundlands had hip problems near the end of their life, so I have no problem helping with senior dogs that need a little more care. I have also had multiple cats throughout my life and now have Luna, she is 11. Summer is here! If you need someone to check in on your dog while you take a day trip to the beach, I'm happy to stop in and spend time with your furry one. I would ask that we plan a meet and greet prior, then we're all set for those last minute plans! I have 2 boys that are in school, so I'd like to spend time during the day helping other pet parents. My flexible schedule gives me the ability to be available on short notice. I am willing to fit in weekend time, but just need a little heads up due to family activities. I am happy to walk and play with your pet while I visit. If they like a good brush, I'm happy to bond with them in that way, too.

Sitter Profile Image: Alyssa W.
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Alyssa W.
$17
total per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
4 years of experience
Framingham, MA, 01702

Alyssa was great with Tito! She was patient with his amount of energy and made sure to take good care of him while we were out.

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Gabrielle P.
Sitter Profile Image: Wael G.
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Wael G.
$36
total per visit
5 years of experience
Ashland, MA, 01721

About: I owe dogs for more than 10 years and I am confident with playing with them and building trust and funny environment! I love dogs! I can serve two per day on the time being but may be in future having some arrangements to accommodate more within the day and the weekend. We clean our house and yard. Safety first, mowe the lawn on weekly basis. pet boarding, dog walking, and pet sitting required momently monitoring their moves and directions and the pet feels welcome and easy to follow up with basic orders. Safety around and fir my family members are also included.

Sitter Profile Image: Gianna V.
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Gianna V.
$34
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Framingham, MA, 01702

Gianna was super communicative and attentive, she did a great job taking care of our nervous puppy and making sure he had the best experience for his first Rover visit. She was also so thoughtful about small details, like cleaning his Kong toy and bringing in packages, which goes such a long way :) will book again!

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Audrey A.
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The median cost per visit for pet sitting in Ashland is $24

Pet parents share their Rover experiences - Ashland

1 / 1
5.0 out of 5 stars

Brittany was very attentive and gave great care to Lazlo. Daily updates were given and even washed the food bowls!

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Abril R.
Drop-In Visits
5.0 out of 5 stars

We couldn't have asked for a better first experience as first time dog parents! Nikkita sent tons of adorable photos and kept us completely in the loop with updates on walks, bathroom breaks, playtime, and snuggles. It gave us so much peace of mind knowing our pup was in such great hands!

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Sarah R.
Drop-In Visits
5.0 out of 5 stars

Sarah was great! She was super reliable, and very responsive when setting up a time to meet beforehand!

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Mary F.
Drop-In Visits
5.0 out of 5 stars

Elowyn is amazing with my cat Trixie. She goes above and beyond to make sure she gets pets and attention, and all her needs are met. I get really detailed notes on how she’s doing and lots of photos, which set my mind at ease. :)

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Danya E.
Drop-In Visits
5.0 out of 5 stars

Danya does an incredible job taking care of my cat, Mando! He can be a little moody but she is patient and kind with him. So thankful for her!

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Jess G.
Drop-In Visits
5.0 out of 5 stars

Gianna was super communicative and attentive, she did a great job taking care of our nervous puppy and making sure he had the best experience for his first Rover visit. She was also so thoughtful about small details, like cleaning his Kong toy and bringing in packages, which goes such a long way :) will book again!

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Audrey A.
Drop-In Visits
5.0 out of 5 stars

Maanya is a super conscientious sitter—easy to communicate with, quick to respond, sends great updates, and got along with my kitty great! 100% recommend!

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Viola R.
Drop-In Visits
5.0 out of 5 stars

Michelle always does a wonderful job taking care of our kitties. She spends lots of time playing with our cats and they absolutely adore her. We love getting the detailed updates she sends along with lots of pictures and even a few videos! We have already booked Michelle for our next vacation and it's comforting to know our cats will be in such great hands.

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Michelle S.
Drop-In Visits
5.0 out of 5 stars

Always appreciate when Georgina takes care of our kitties. We had 2 extra visiting cats and all got lots of attention! Will continue to rebook with Georgina!

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Julie B.
Drop-In Visits
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

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Abbie H.
Drop-In Visits
5.0 out of 5 stars

Erin was incredibly responsive and able to help on very short notice, which I truly appreciated. She took great care of my dog and made the whole process easy and stress-free. Highly recommend!

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Angelica C.
Drop-In Visits
5.0 out of 5 stars

Our crew love her and so do we! She follows instructions perfectly. We have two very reactive dogs and she knows how to handle them and has gained their trust. We always tell her she can never leave us!

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Amna D.
Drop-In Visits
5.0 out of 5 stars

Danni is wonderful and our cats love her. She’s great at keeping in touch, even when our plans change last minute. I love that she takes so many pictures to send us while we’re gone!

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Juliann P.
Drop-In Visits
5.0 out of 5 stars

Sydney did an excellent job caring for our cat Josie. She communicated regularly and helped us with a new autofeeder device. We would be happy to work with Sydney again.

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Richard L.
Drop-In Visits
5.0 out of 5 stars

Deirdre was very friendly and easy to work with. She took great care of our cat and we would definitely work with her again!

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Arielle S.
Drop-In Visits
5.0 out of 5 stars

Ashley was amazing! Did everything she needed to and more, great updates. Would absolutely book with her again.

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Mia I.
Drop-In Visits
5.0 out of 5 stars

Paula was beyond accommodating and gave me great updates on Louie on her drop-in visit! I would highly recommend her and will happily book her again :)

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Jocelyn O.
Drop-In Visits
5.0 out of 5 stars

Lea was great! She followed the instructions and provided detailed communication. Will definitely use her again!

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Brittany R.
Drop-In Visits
5.0 out of 5 stars

Sarah was so fantastic with our two dogs! She took the extra time, brought them for a scenic walk, and made sure our girls were taken care of. I will absolutely be using Sarah again in the future.

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Danielle W.
Drop-In Visits
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    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

Sitters in Ashland average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Ashland

Frequently asked questions about Rover

The average cost for Pet Sitting in Ashland on Rover is $24.42 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 11,312 sitters on Rover offering Pet Sitting across Ashland. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Ashland stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

Yes, you can find sitters who have experience with handling special pet needs in Ashland. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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.

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.

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