Doggy Day Care Winthrop

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 60
pet parents in Winthrop have booked doggy day care

Winthrop, Find top rated doggy day care

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

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Sitter Profile Image: Rob S.
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Rob S.
$52
total per day
5.0 out of 5 stars
37 reviews
7 repeat clients
14 years of experience
Winthrop, MA, 02152

Rob took great care of our puppy Velma! He was very responsive and sent picture / video updates, which was much appreciated. We plan to bring her back!

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Michael P.
Sitter Profile Image: Alyssa H.
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Alyssa H.
$43
total per day
5.0 out of 5 stars
16 reviews
4 repeat clients
12 years of experience
Winthrop, MA, 02152

About: I've taken care of dogs and cats my entire life. I've had dogs in my family home, and 11 years ago we adopted a 7 week old puppy. We then adopted a kitten and completed our little family. I am often the go-to pet sitter for all of my friends and family and have experience sitting puppies, kittens, older dogs, and older cats! I promise your pets will be very loved during their stay and I will send pictures and videos everyday to make you comfortable while you’re away. I work from home so I have a very open schedule. We have an 11-year-old boxer mix who relies on me for walks and love every day! In our home, the animals are prioritized. We have a fenced-in backyard and are across the street from a large park. Dogs and cats are allowed in the bed and on the furniture, and our spacious house offers plenty of room to play!

Sitter Profile Image: Jhona F.
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Jhona F.
Star Sitter
$45
total per day
5.0 out of 5 stars
9 reviews
7 repeat clients
7 years of experience
East Boston, Boston, MA, 02128

Jhona was a great host - kind, responsive and patient with noodle, my 2-year old Maltese. Noodle is anxious, and takes time to open up and adjust but Jhona was able to handle him without any issues. Regular updates and pictures were shared with me, and I highly recommend Jhona to anyone in need of a sitter :)

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Sanyukta S.
Sitter Profile Image: Tiffany & Steve L.
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Tiffany & Steve L.
Star Sitter
$56
total per day
5.0 out of 5 stars
502 reviews
181 repeat clients
10 years of experience
East Boston, East Boston, MA, 02128

Tiffany and Steve were awesome! They were incredibly communicative and patient with us as we navigated getting our first dog and starting daycare for the first time. Their attention to detail and care for each pup they watch is so nice to see, our Bear is usually quite shy but warmed up to them so quickly! We look forward to working with them again. :)

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Annapurna R.
Sitter Profile Image: Jamie A.
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Jamie A.
$45
total per day
5.0 out of 5 stars
13 reviews
2 repeat clients
21 years of experience
East Boston, East Boston, MA, 02128

Hudson had a great time with Jamie! This was his first time staying with a babysitter so I was a little nervous about how he’d do (and nervous to leave him 😂), but Jamie was great and Hudson seemed happy and calm both days when I picked him up. Would definitely recommend!

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Ally C.
Sitter Profile Image: Brendan V.
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Brendan V.
$78
total per day
4.9 out of 5 stars
86 reviews
20 repeat clients
15 years of experience
East Boston, East Boston, MA, 02128

Brendan was amazing with my dog, Birdie! This was Birdie’s very first time at doggy daycare, and I couldn’t have asked for a better person to care for her. Brendan was incredibly friendly, warm, and accommodating from the start—he immediately put both me and Birdie at ease. He was so communicative throughout the day, sending updates and photos that made me feel totally comfortable and reassured. It’s always hard leaving your pup with someone new, but Brendan made it easy. I felt like Birdie was in such loving, capable hands. Highly recommend!

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Vanessa O.
Sitter Profile Image: Peyton E.
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Peyton E.
Star Sitter
$56
total per day
5.0 out of 5 stars
7 reviews
2 repeat clients
23 years of experience
East Boston, Boston, MA, 02128

About: I’ve always had dogs in my life. I grew up beside them and learned how to care for them at a very early age. I have experience with many different breeds, sizes, personalities, ages; from dogs who were my family, from my friend’s dogs to dogs belonging to people in my local community. Since I’ve been living in Boston for almost a year now, I have scouted out great routes to walk dogs to local spots for play and enjoyment, especially in nature. Special skills include dog breed knowledge, basic commands training, clicker training, animal welfare, and basic wilderness first aid training. I work from home 70% of the time and my schedule is wonderfully quite flexible. I am able to meet basic needs like potty breaks or walks and easily adjust my routine around the dog’s needs. I have worked with many different dog personalities and characteristics before and can take care of your dog however needed. I allow dogs on the bed and couch, have plenty of treats on hand, have many pet friendly locations nearby to take them, etc.

Sitter Profile Image: Yan Y.
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Yan Y.
Star Sitter
$48
total per day
5.0 out of 5 stars
33 reviews
12 repeat clients
3 years of experience
East Boston, Revere, MA, 02151

Yan was SO wonderful! Very attentive to text and sent lots of photos during doggy daycare. Flexible on hours and fed him lunch each day. Bodhi looked very happy and well cared for at pickup. Capped of our visit with an adorable Polaroid of our dog’s face. Would definitely work with Yan again!

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Amanda W.
Sitter Profile Image: Ana Paula P.
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Ana Paula P.
$55
total per day
4.9 out of 5 stars
109 reviews
40 repeat clients
25 years of experience
Revere, MA, 02151

My dog Toby is always nervous meeting new people. Ana was very patient and within minutes Toby adjusted. We will be bringing Toby back on regular basis. Love the pictures during his stay makes you feel connected.

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Tom
Sitter Profile Image: Radka O.
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Radka O.
$67
total per day
5.0 out of 5 stars
21 reviews
7 repeat clients
13 years of experience
Winthrop, MA, 02152

Radka is an amazing dog sitter and she takes great care of my needy wiener dogs. My dogs are always thrilled to be back and would kiss her goodbye! Radka also communicates well and gives detailed updates that are very helpful.

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Yanchen W.
Sitter Profile Image: Y Tran Ardelia O.
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Y Tran Ardelia O.
Star Sitter
$70
total per day
5.0 out of 5 stars
34 reviews
8 repeat clients
12 years of experience
Central, Boston, MA, 02109

I'm so glad our dog get to stay with Tran! She's responsive and sends pictures throughout the day. Our pup had a blast with her with the toys she had and the walks she take her on. Really appreciate all the time and effort she put in for our pup. Thank you!!

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April X.
Sitter Profile Image: Felice S.
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Felice S.
Star Sitter
$47
total per day
5.0 out of 5 stars
9 reviews
2 repeat clients
9 years of experience
East Boston, Boston, MA, 02128

About: I’ve loved dogs for as long as I can remember, and having my own dog since I was 12 made them a big part of my life growing up. Being away from home for college means I really miss my dog, which is one of the reasons I enjoy dog-sitting so much, it lets me spend time caring for and bonding with dogs while giving them the attention they deserve. Over the past three years in Boston, I’ve regularly dog-sat for friends and families who trust me because I’m dependable, attentive, and focused on maintaining each dog’s routine and comfort. I’m currently a senior in college with classes mainly in the mornings, so I’m home and available for most of the day. This schedule allows me to prioritize pet care, stick to routines, and provide consistent supervision and attention. When dogs stay with me, I make sure they feel safe, comfortable, and cared for by following their usual schedule as closely as possible. Dogs are never left alone for more than four hours, and I send daily updates and photos so owners feel reassured while they’re away. My apartment also has a dog park amenity, which makes potty breaks and outdoor time easy, safe, and convenient

Sitter Profile Image: Maddy A.
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Maddy A.
$50
total per day
5.0 out of 5 stars
29 reviews
5 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

We were passing through Atlanta on vacation and wanted to visit the GA Aquarium. I contacted Maddy to watch our dog Annie for the day and she responded promptly. Her place was only a mile from the aquarium so we dropped Annie off and in no time Maddy had sent us an update. She sent us several updates and pictures throughout the day, which I appreciated. She took Annie out for a walk as well. Annie seemed to feel comfortable with Maddy and I’m so grateful she was available to care for our baby! I highly recommend Maddy and will reach out again next time we’re in the area.

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Aimee C.
Sitter Profile Image: Maria S.
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Maria S.
$48
total per day
5.0 out of 5 stars
11 reviews
3 repeat clients
1 year of experience
Chelsea, MA, 02150

Maria did a wonderful job of taking care of Sally. She relieved Sally's anxiety with kind and gentle handling. Her dog, Bagel, was a good companion for my dog. I would recommend calling upon Maria whenever you have the opportunity.

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Margie J.
Sitter Profile Image: Emily & Robert S.
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Emily & Robert S.
Star Sitter
$56
total per day
5.0 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
South Boston, Boston, MA, 02210

Ollie had such a great time with Emily, Robbie, and Auggie! We appreciated all the pictures and great communication. He came home happy and sleepy from all his fun.

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Elizabeth W.
Sitter Profile Image: Isamar C.
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Isamar C.
$37
total per day
5 years of experience
Revere, MA, 02151

About: New to Rover but not new to pet care! I’m the first person my neighbors, friends, and relatives will call to care for their dogs and cats for the last 4 years. My priority is making sure your pet is comfortable and safe at all times- and has lots of fun! I have a Cavapoo named Miski who is the sweetest and loves meeting humans, dogs, and cats! I call myself a stay-at-home dog mom because my work day revolves around my dog and the pets I take care of. This means your pet will receive plenty of attention, cuddles, and exercise. I enjoy frequent beach walks and enjoy them even more when I have a furry friend (or two) with me. I do not have a yard but I will walk your dog every 2-4 hours. I have a seperate room where dogs can use a pee pad if they want to. While boarding, your dog will stay with my 30lb Cavapoo in my home, she is very friendly and loves meeting new dogs!

Sitter Profile Image: Jim W.
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Jim W.
Star Sitter
$78
total per day
4.9 out of 5 stars
227 reviews
102 repeat clients
6 years of experience
Central, Boston, MA, 02111

Jim was a super duper sitter! He was very responsive and was very accommodating to what we needed. A day prior we stopped by for a Meet & Greet to allow our pup to meet Jim for the first time. Then dropped off our 4 month old pup very early in the AM the next day while we went up North until late afternoon. Jim sent a few updates as well as a video throughout the sitting. Overall, very delighted with the experience and the attention he gave our pup, would definitely book Jim again in the future! Thanks!!

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Sarah L.
Sitter Profile Image: Emily & Daniel D.
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Emily & Daniel D.
Star Sitter
$45
total per day
5.0 out of 5 stars
26 reviews
11 repeat clients
13 years of experience
East Boston, East Boston, MA, 02128

Winn did very well with Emily and Daniel. When I picked him up from daycare he was wagging his tail happily, having enjoyed a day with them and their dog.

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Christian S.
Sitter Profile Image: Gabriella M.
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Gabriella M.
Star Sitter
$56
total per day
5.0 out of 5 stars
14 reviews
6 repeat clients
1 year of experience
Central, Boston, MA, 02113

Gabriella is the best! She makes sure Scampi gets all her energy out + scampi is always so happy to see her!

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Sandra N.
Sitter Profile Image: Silver E.
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Silver E.
Star Sitter
$50
total per day
5.0 out of 5 stars
8 reviews
5 repeat clients
14 years of experience
South Boston, Boston, MA, 02127

About: I’m a lifelong dog owner with hands-on experience caring for a wide range of breeds, from energetic puppies to quirky seniors. I work from home, so I’m able to offer tons of attention, exercise, and consistency throughout the day. Having lived with everything from labs to Pyrenees mixes, I understand the importance of meeting each dog’s unique needs, whether that’s structured walks, gentle senior care, or patient socialization for shy pups. I’m comfortable with big dogs and independent personalities, and my own experience training puppies and supporting older dogs means your pup is in caring, knowledgeable hands.What sets me apart is my lifelong experience caring for a variety of breeds—including puppies and seniors—and my work-from-home flexibility means dogs get real companionship and attention all day. I understand big, independent, and quirky personalities, and I prioritize individualized care, from puppy training to gentle support for older dogs. I take the time to get to know every dog, building trust through patience, routine, and play. Pet care is a natural part of my daily life, not an afterthought. Since I work from home, I’m able to integrate walks, playtime, and check-ins throughout the day—whether it’s a morning stroll, afternoon games in the park, or relaxed evenings together. My routine is flexible, so dogs always get outside for fresh air and exercise and receive plenty of attention between my work sessions. On weekends, I love exploring new neighborhoods, local parks, or heading to the beach—always bringing dogs along for new adventures. Whether it’s active pups needing stimulation or seniors who prefer a calm presence, I adapt my days to make sure every dog feels comfortable, safe, and part of my everyday world. When caring for pets in my home, I make sure they’re comfortable, safe, and integrated into my daily routine—regular walks to nearby parks or the beach, supervised playtime, and cozy rest spots throughout my home. I keep to each dog’s familiar schedule as much as possible, including feeding times, exercise, and any training or medication routines. In a client’s home, I respect their space and routines, making sure pets feel secure in their own environment. I follow all instructions closely, from special diet needs to unique quirks or favorite toys, and keep in touch with updates and photos so owners know their pets are happy and cared for. Most importantly, I treat every dog like they’re my own—with patience, structure, and genuine affection—whether they’re here for a day, a weekend, or longer.

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The median cost per day for doggy day care in Winthrop is $50

Dog parents share their Rover experiences - Winthrop

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5.0 out of 5 stars

Tayla was super helpful, responsive and flexible with our needs! We truly appreciated her help and our pup seemed happy when we picked her up!

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Alex G.
Doggy Day Care
5.0 out of 5 stars

Ana Paula is a very pleasant & likable person that our dog warmed up to immediately. The drop off location was quite convenient (near the airport) and easy to find (alongside the beach). If we spend more time in Boston with our dog in the future, we would definitely choose her again.

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Gerald P.
Doggy Day Care
5.0 out of 5 stars

Lindsey did really great with Max and I can tell Max liked her a lot! Additionally she was great at answering questions I had! I think Max had a great time, I’ll definitely have Lindsey puppy sit again!! Thank you!! :)

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Marilyn L.
Doggy Day Care
5.0 out of 5 stars

Alyssa is the BEST! Ivy gets so excited every time we drop her off and has so much fun playing with Ollie. Alyssa is so good with Ivy and was very understanding about her needs. I would definitely recommend her!

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Jenny R.
Doggy Day Care
5.0 out of 5 stars

Nick provided an amazing stay and walk for Rocky! He was incredibly communicative throughout the entire visit and kept me updated every step of the way. He also took the time to ask thoughtful questions about Rocky beforehand, which helped ensure a comfortable and enjoyable experience. It was clear that he genuinely cared about Rocky’s well-being, and I felt completely at ease knowing he was in great hands.

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Christopher G.
Doggy Day Care
5.0 out of 5 stars

We just moved to Seaport and glad to have found Monica on Rover for our doodle’s daycare. He’s one anxious boy but Monica took great care of him. She’s responsive with communication and sends me photos to ensure he’s enjoying his day with his other daycare buddies. Already booked Monica again for boarding.

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Nim P.
Doggy Day Care
5.0 out of 5 stars

Catalina was great! She sent us constant updates without us even having to ask. She took care of him like he was her own, and in the pictures he looked safe and comfortable with her. 10/10 .We would absolutely book with her again!

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Sergio M.
Doggy Day Care
5.0 out of 5 stars

Cherie took such amazing care of my pup! Not only did she track the walk they had but played with him and fed him as requested! I love the fact that she took pictures during his visit with her, updated me on his potty breaks and was so happy that we chose her to watch Roman! Thank you Cherie! I know Roman can’t wait to play with you again!!

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Alycia O.
Doggy Day Care
5.0 out of 5 stars

Easy to contact, very responsive. Punctual. Sent cute pix and vids. Will def keep in mind for the future

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Allison K.
Doggy Day Care
5.0 out of 5 stars

Always the best! She is the most dependable, kindest person and Lola is always so happy to see her. Can’t thank her enough!

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Caileen C.
Doggy Day Care
5.0 out of 5 stars

Linus enjoyed his day with Kiara taking walks, discovering her neighborhood and resting with the cool breeze of the ocean. Kiara was an attentive host that catered to all of his needs and even added some extra belly rubs. She was flexible and a quick communicator. We would love to visit her again.

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Kati P.
Doggy Day Care
5.0 out of 5 stars

I needed a pup sitter last minute, and Petra was absolutely amazing! She stepped in right away, kept me updated with the sweetest photos, and treated my pup like their own. I came home to a happy, well-cared-for dog, and I’m so grateful for their kindness and flexibility.

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Julye S.
Doggy Day Care
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Popular requests for doggy day care - Winthrop

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Sitters in Winthrop average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Winthrop

Frequently asked questions about Rover

The average cost for Doggy Day Care in Winthrop on Rover is $39.96 per day (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .

As of August 2026, there are 2,885 sitters on Rover offering Doggy Day Care across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winthrop commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 2,885 sitters in Winthrop, 87% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

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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