House Sitting Osterville

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

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Over 27
pet parents in Osterville have booked house sitting

Osterville, Find top rated house sitting

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

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Sitter Profile Image: Jacqueline H.
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Jacqueline H.
Star Sitter
$123
total per night
5.0 out of 5 stars
• 126 reviews
29 repeat clients
20 years of experience
Hyannis, MA, 02601

“In all honesty, I hesitate to leave an EXCELLENT review for Jacque because I want to keep her to myself, and I don’t want anyone else to take her. 🤣🤣 Yes, she’s THAT amazing with our 2 little Frenchies. We don’t have any family in the area to watch our little girls while we’re away, so finding Jacque was the best thing to ever happen to us. She’s the absolute BEST pet nanny you’ll ever meet. She never simply does the “basics” (eg: feed, water, walk) the girls—she loves on them constantly & spoils them just as we would. They get so excited every time they see Aunt Jacque come through the door. You won’t find a better pet nanny than her.”

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Audra H.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
$78
total per night
5.0 out of 5 stars
• 18 reviews
9 repeat clients
10 years of experience
Mashpee, MA, 02649

“Kait went above and beyond to make sure Nessie was comfortable and very well taken care of. She was extremely easy to communicate with and shared updates throughout her stay with our girl. I would Highly recommend Kait, she is amazing!!”

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Erica P.
Sitter Profile Image: Kristen F.
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Kristen F.
$95
total per night
5.0 out of 5 stars
• 27 reviews
7 repeat clients
5 years of experience
Yarmouth, MA, 02673

“Kristen was an awesome dog sitter. Took good care of Rufus during the week we were away. Gave him lots of TLC and kept him active with daily dog walks”

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Alison J.
Sitter Profile Image: Miranda B.
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Miranda B.
$62
total per night
1 repeat client
2 years of experience
Bourne, MA, 02532

About: What sets me apart from other sitters is my reliability, patience, and genuine love for animals. I understand that every pet has its own personality and needs, and I make sure they feel comfortable, safe, and loved while in my care As a college student at mass maritime, I have class for at least a few hours every day with some days being longer but I can definitely work around my classes to give your pets the best care I will follow any rules and care instructions you give, also I won’t snoop around or go anywhere in your house that you don’t want me to be.

Sitter Profile Image: Sharon C.
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Sharon C.
$111
total per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
45 years of experience
Yarmouth, MA, 02673

“Sharon was wonderful with watching and bringing our dog to our wedding. She clearly really cares about dogs and making sure they are comfortable and well cared for. We felt very comfortable with leaving him in her capable hands. We will certainly have our dog stay with Sharon again when we are back on the cape! We can’t recommend her more! Thank you Sharon!!”

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John B.
Sitter Profile Image: Ashley R.
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Ashley R.
$84
total per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
20 years of experience
Harwich, MA, 02671

“Ashley is our border collie Tess' new best friend. We are new to the area and Ashley has been an excellent resource. She is very personable, handled Tess well from the start, and kept us informed while we were away. We look forward to having her stay with Tess soon.”

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Lisa K.
Sitter Profile Image: Liza Maria M.
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Liza Maria M.
$92
total per night
5.0 out of 5 stars
• 49 reviews
14 repeat clients
30 years of experience
Falmouth, MA, 02536

“Liza was simply the best. Our dog got sick last minute and Liza saved the day. She was fantastic with my dog Tali who loved her. I would highly recommend Liza to anyone”

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Paul K.
Sitter Profile Image: Collin N.
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Collin N.
$39
total per night
5.0 out of 5 stars
• 28 reviews
5 repeat clients
21 years of experience
Cotuit, MA, 02635

About: Back on Rover after a two year hiatus! I currently live with my mother at her house in Cotuit. My house is located in a very safe family oriented neighborhood. I currently have one amazing dog named Smoki (Texas Cattle Dog) who has never met a dog he didnt like! He loves dogs of all sizes and is extremely well tempered. Several parks, trails are nearby and sidewalks line every street. Virtually my entire life growing up I was surrounded by animals (dogs,cats,fish etc) in my house and learned to love and properly take of animals at a young age. My current house is very pet friendly so i would love to take care of your dog/dogs while your away. We have tons of toys, leashes or whatever else you may have forgot to pack. I work from home on the computer doing apprasial work/school so my schedule allows me incredible flexibility. Anything from a Chihuahua to a St. Bernard would be a joy to spend time with. I have experience with almost every size/age of dog so no need to worry! I pay EXTRA attention to detail and have a lot of experience with special care for dogs (oral medicine,special diet,blindness, etc.). Iam up everyday at 6am to run so feel free to contact me at any time. My days revolve around my children or to some people dogs. I spent ten years out in Portland, Oregon and amassed a ton of experience with dogs over that time working for Rover. I would like to bring that experience to the Cape! I’m currently working from home so my schedule is as flexible as it gets. My schedule revolves around exercise and my dog so I’m always up early (6am) and always active. Expect your fur baby to be treated as a member of the family. Be it my home or yours I pride myself in going the extra mile. Everything from toys and treats are in abundance. Expect constant supervision and constant photo updates. My house is extremely safe and pet friendly. I have everything you could ever need to take care of a dog or cat!:)

Sitter Profile Image: Carolyne T.
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Carolyne T.
$62
total per night
5.0 out of 5 stars
• 20 reviews
12 repeat clients
25 years of experience
Plymouth, MA, 02360

“Carolyne was able to help me out with a last minute sit and took great care of my dog. Will use her again and greatly appreciate her. Smokey is looking forward to hanging out with her again in the future.”

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Tyler C.
Sitter Profile Image: Kerry H.
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Kerry H.
$78
total per night
10 years of experience
Centerville, MA, 02740

About: Hi, my name is Kerry, and I’m an experienced and caring pet sitter with a genuine love for animals of all ages and personalities. I have experience caring for puppies, adult dogs, senior dogs, and cats, including pets that need a little extra patience and attention. I’m comfortable walking dogs of different sizes and temperaments, helping with basic puppy training and routines, feeding, playtime, and providing plenty of companionship and affection. I understand that every pet is different, and I always try to follow their normal routine so they can feel safe, relaxed, and happy while their family is away. I’m currently working full-time as a pet care professional, which gives me a very flexible schedule. I’m available every day for dog walks, drop-in visits, and personalized care for your pets. When caring for pets in a client’s home, I always respect their routine, space, and individual needs. During walks, I focus on safety, exercise, attention, and making sure every dog feels comfortable, happy, and well cared for.

Sitter Profile Image: Tara S.
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Tara S.
$167
total per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Barnstable, MA, 02601

About: My family has owned 4 dogs. A Chow-Chow , Rat terrier, Golden Doodle and a Maltese. My favorite part of taking care of them was being able to go on walks with a furry friend 😊 I try to be as flexible as possible. I work at a restaurant- usually working until 3pm. would love to fit your furry friend into my weekly routine Having a clean and tidy space for animals to play safely. Make sure to always have an eye on them when they are walking around the house.

Sitter Profile Image: Mary C.
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Mary C.
$111
total per night
4.9 out of 5 stars
• 13 reviews
2 repeat clients
30 years of experience
Cotuit, MA, 02635

About: I have had dogs and cared for dogs, for many years. My husband and I love dogs and caring, for them. They bring us joy and happiness. We love to spoil pets. They are so loving and wonderful. They deserve it! I am home full time. Caring for dogs. I have experience, with administering, special dog needs, medications, senior dogs. I prefer dogs 1+ Your dog will be loved and spoiled by my husband Dave and I!! I have a friendly, loving yellow Labrador. For good company, for your dog. We will walk you dog frequently. Reliable experienced dog care. Special dog needs and senior dog experience. I can inject and administer medication.

Sitter Profile Image: Eliza W.
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Eliza W.
$156
total per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
East Sandwich, MA, 02537

About: I treat all dogs as if they’re my own! I have an Aussie Mix and a German Shepherd who love to be outdoors and stay active. I look forward to meeting you and your pup. Can be flexible on cost for reoccurring walks/drop ins! I work as a full time medical sales rep which helps me create a flexible work schedule during the week and weekends! I can plan in advance or help out last minute. I have a safely wooded yard on a private quiet road with only 8 homes on the street. We are always outdoors playing fetch and going on walks.

Sitter Profile Image: Dani N.
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Dani N.
$111
total per night
5.0 out of 5 stars
• 6 reviews
18 years of experience
West Yarmouth, MA, 02673

“Dani was great. We needed a last minute booking, and she responded promptly. Our pet is a bit of a drama dog and pretty much pouts while we are away. Dani rolled with it and managed to get him to cuddle a bit. We will definitely keep Dani in mind for future bookings.”

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Ron A.
Sitter Profile Image: Isabella D.
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Isabella D.
$89
total per night
20 years of experience
Falmouth, MA, 02536

About: We’ve had dogs in both of our lives forever. Experience with dog walking and sitting for friends, relatives and neighbors. Not only do we know how to take care of dogs, we know how to love dogs. I’m available on weekends and weeknights in the evening, as I’m currently working full time. I’m always happy to be flexible and work around your schedule too! I currently have no other animals, so I have the space to create a safe and warm environment for your pet. Very close to lots of open green spaces for walks and time outside.

Sitter Profile Image: Catherine B.
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Catherine B.
$167
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
33 years of experience
Barnstable, MA, 02601

About: I am a friendly, professional 43 year old artist and mom. I have been taking care of various dog breeds since I was 10 years old, starting with three feisty Dalmatian puppies who grew into show dogs. I have experience caring for senior dogs of my family with various injuries and age disabilities which required heavy lifting and constant care and special diet needs. I am adept in feeding, crate training, walking, playing, health issues. I have been dog walking/sitting for neighbors, friends and family dogs throughout college in Boston, graduate school in Chicago and as and artist in New York City. Most recently my sister and I had a freelance dog walking business based around South Dartmouth, Martha's Vineyard and New Bedford, MA. I am an absolute dog lover--reliable,athletic, attentive, patient, calm under pressure and adaptable in various environments. I am available for long walks for athletic dogs, playing with your pup, devoting attention and care to senior dogs, dog sitting at home, quick jaunts for the day, or anywhere in between! I am a freelance artist living in Hyannis, MA and am very flexible to dog walking or sitting 7 days a week, very early morning throughout the day till evenings. I am available for dog walking, sitting, and feeding as frequently as needed for various dog sizes, ages, and health, exercise and time requirements in a client's home and am very comfortable with any outdoor local environment.

Sitter Profile Image: Caroline G.
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Caroline G.
$150
total per night
10 years of experience
Marstons mills, MA, 02648

About: Hello! I’ve been a dog owner my entire life and am excited to learn more about your pup. I have a very friendly golden retriever who will be home during your dog’s stay and will be around all day to play with your dog and can take them out at regular intervals. Look forward to hearing from you! I’m currently working on from home so I have plenty of time to spend with your dog! I’m up usually around 7am and can take the dog out first thing, then usually take the dogs out around 11pm for a last potty break. I’m very clean/organized and will be respectful of your home and belongings should you need me to stop by your home to watch your pup

Sitter Profile Image: Jackie D.
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Jackie D.
$139
total per night
5.0 out of 5 stars
• 23 reviews
3 repeat clients
35 years of experience
Harwich, MA, 02645

“Jackie is the best! She stayed at our house with our babies for 8 nights while we were overseas, and Brenda and Dylan just loved her. She sent tons of photos and was in touch every day so we knew what they were up to. And she even baked them homemade dog biscuits! Cannot recommend her highly enough!!”

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Sean K.
Sitter Profile Image: Erin P.
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Erin P.
$145
total per night
1 repeat client
28 years of experience
Sagamore, MA, 02561

About: I’ve had dog(s) since before I was born and I try to make sure that they receive adequate back rubs, treats, and outfits in addition to their basic care. As a kid I watched many neighbors dogs while they were on vacation and I am always the first one to fill a food or water bowl At this time I have a wide range of availability to care for dogs in my schedule. I am open to different care options to best meet the dog’s needs I have a fenced in area where my three dogs are able to let themselves in and out via doggy door. They can have as much food as they want as they are feeder fed.

Sitter Profile Image: Michelle A.
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Michelle A.
$67
total per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
8 years of experience
Sandwich, MA, 02563

“She was wonderful, took well care my dog. She is very responsible and answers my text right away.”

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Teresa M.
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The median cost per night for house sitting in Osterville is $75

Pet parents share their Rover experiences - Osterville

1 / 1
5.0 out of 5 stars

Grace is one of those lovely, kind, animal-loving people you just want to have around your dogs. She intuitively understands them and brings her Vet Tech medical experience to the stay, which is great. My dogs were immediately at ease with her!

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Kristin F.
House Sitting
5.0 out of 5 stars

Olivia did a great job sitting for our dog Huck. He was loved, and walked, and fed - all a dog could ask for! Olivia did a great job communicating with me. I am looking forward to having my go to sitter.

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Talena V.
House Sitting
5.0 out of 5 stars

Nikki is polite and has a lovely personality. She took great care of our little cavapoo and we are very grateful.

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Laura D.
House Sitting
5.0 out of 5 stars

Lily was an excellent dog sitter to our 2.5 year old lab and 5 month old retriever. She was able to stay with our pups on short notice and jump right into their routines. She was so easy to communicate with - we had a phone call to review their routines and go over any questions and then Lily provided us with daily updates on how the dogs were doing. She kept them active by taking them on walks, letting them play together, but was vigilant to not let them play too intensely and separated our puppy when she was getting too playful. She also was so caring and helpful to our puppy who is still potty training and was patient with her when she had accidents. Lily took great care of our home while we were away and we couldn’t recommend her enough. We will absolutely be booking with her again. She helped us feel at ease while away on vacation and our dogs have continued their routines after her care which we are so grateful for. Thank you Lily!

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Mackenzie P.
House Sitting
5.0 out of 5 stars

This was the first time leaving our dog so we were feeling a little nervous. Luckily we found Nicole! She was the perfect sitter and guest in our home. Nicole is confident, reliable and sweet. She took great care of our dog and sent us photos to keep us in the loop. It is clear that Nicole is a dog lover and really cares for your pets. We would highly recommend Nicole.

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Talena V.
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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    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.

How to book house sitting

  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 - Osterville

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Sitters in Osterville average 2
repeat house sitting clients

FAQs for House Sitting - Osterville

Frequently asked questions about Rover

The average cost of House Sitting in Osterville is $44 per night as of November 2026. Most bookings cost between $30 and $56 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 416 sitters on Rover offering House Sitting across Osterville. 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 Osterville 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 Osterville 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 Osterville 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 Osterville. 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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