House Sitting Chelsea

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

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Over 341
pet parents in Chelsea have booked house sitting

Chelsea, 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: Triin P.
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Triin P.
$95
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
14 years of experience
Chelsea, MA, 02150

Triin was so great with my golden retriever, Louis! Triin was so sweet and caring with him and loved spending time with him! Triin was so professional and flexible with timing as well and respectful of my home. I am definitely rebooking!

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Jennifer C.
Sitter Profile Image: Melissa R.
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Melissa R.
Star Sitter
$95
total per night
4.9 out of 5 stars
104 reviews
36 repeat clients
12 years of experience
Boston, MA, 02128

We've been using Melissa for dog walking and just had our first overnight sit with her. She is responsive and communicative throughout the process. She takes great care of my dogs. On her first walk, one of my puppies had explosive diarrhea in his crate, and she stay for at least 30 minutes cleaning him and the crate up. She left out house sit with the house in clean condition. I'm very glad to have found someone reliable to watch/walk our two babies!

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Gabrielle H.
Sitter Profile Image: Skylar A.
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Skylar A.
Star Sitter
$139
total per night
5.0 out of 5 stars
34 reviews
15 repeat clients
17 years of experience
Boston, MA, 02129

Our dog Penny adores Skylar! We got so many great updates of their cuddles and walks during our 2 weeks away. We already have plans to book Skylar again, and I know Penny will jump for joy when Skylar comes back to our house.

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Corinne J.
Sitter Profile Image: Kristina M.
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Kristina M.
Star Sitter
$106
total per night
5.0 out of 5 stars
102 reviews
24 repeat clients
34 years of experience
South End, Boston, MA, 02116

Kristina was great! She sent tons of updates with lots of pictures and left our home spotless. We would definitely book her for house sitting again!

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Molly M.
Sitter Profile Image: Lauren B.
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Lauren B.
$89
total per night
5.0 out of 5 stars
32 reviews
7 repeat clients
10 years of experience
Boston, MA, 02129

Lauren did a great job caring for my dogs and followed all instructions carefully. I was a little nervous since one of them is reactive, but she handled the situation really well. My apartment was left just as I left it, and I’d be happy to book with her again.

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Kimberly V.
Sitter Profile Image: Haowen S.
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Haowen S.
Star Sitter
$100
total per night
5.0 out of 5 stars
175 reviews
59 repeat clients
13 years of experience
Everett, MA, 02149

Haowen was very communicative and sent at least 10 photos a day, the most photos I’ve ever had from any sitter! He was upfront and honest when our dog had a little vomit from running around after eating too soon, and managed his multiple medications as a senior dog.

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Maple G.
Sitter Profile Image: Kelly R.
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Kelly R.
$84
total per night
5.0 out of 5 stars
73 reviews
25 repeat clients
10 years of experience
East Boston, East Boston, MA, 02128

Kelly took excellent care of our dog Cleo, and of our home! She sent frequent photo updates of Cleo and left our home organized/tidy upon our return. Cleo was clearly very happy all weekend and we knew she was in great hands. We would highly recommend booking with Kelly for house sitting/petsitting- thank you Kelly!

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Haley A.
Sitter Profile Image: Julia L.
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Julia L.
$64
total per night
5.0 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
Chelsea, MA, 02150

About: I always grew up with dogs and cats growing up and still now. I’ve always had a very good connection with animals especially dogs. B If it’s a week day I’m available for walks/visits & sittings. When it comes to boarding I have wider availability on the weekends. Hope this helps I have a dog and a cat they are 2 years and 11 years old they’re allowed on the furniture. They are are friendly but a little hesitant to newcomers but love attention.

Sitter Profile Image: Arshneel K.
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Arshneel K.
$89
total per night
5.0 out of 5 stars
58 reviews
20 repeat clients
8 years of experience
Boston, MA, 02110

Arshneel was a dream! Dre clearly loved her and she took such great care of our home— even offering to water the plants when I had forgotten lol. Her updates were consistent and she always responded right away if we had a question. We will certainly be requesting her services in the future!

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Catherine M.
Sitter Profile Image: tatiana w.
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tatiana w.
$62
total per night
4.9 out of 5 stars
59 reviews
21 repeat clients
6 years of experience
everett, MA, 02149

As a first-time Rover user, I couldn't have asked for a better experience. Tati was wonderful with communication and kept me updated throughout my trip, which really put my mind at ease. I came home to a clean house and happy, well-cared-for fur babies. I really appreciated how responsive and reassuring she was, and I wouldn't hesitate to book with her again! Thanks, Tati!

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Merisa A.
Sitter Profile Image: Sasha P.
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Sasha P.
Star Sitter
$106
total per night
5.0 out of 5 stars
30 reviews
10 repeat clients
25 years of experience
Boston, MA, 02128

Our dog was very comfortable with Sasha. She took her on varied walks, played with her in the yard, and was also working from home and so was good company. We had a great experience!

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Masha O.
Sitter Profile Image: Sophia P.
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Sophia P.
$73
total per night
5.0 out of 5 stars
2 reviews
10 years of experience
East Boston, Boston, MA, 02128

About: I’ve loved and cared for dogs for as long as I can remember. Most of my friends and family have dogs that I have cared for and my family rescued a husky lab mix during Covid so I finally got to experience caring for a pet first hand. Because he’s a rescue, I’ve had a lot of experience dealing with adjusting to new surroundings and experiences, training, and dealing with different temperaments. Also had exposure to many different breads. Live in East Boston in a pet friendly apartment so happy to walk/do overnights in my apartment or yours. I don’t have a backyard but live very close to Eastie’s best parks and green spaces where I’m usually walking anyway! I have a hybrid job so on days where I’m working from home I can walk in between meetings if I’m sitting for longer than a day. Have much more flexibility on Fridays and weekends. I don’t have a backyard but live less than a 5 minute walk from East Boston’s best parks and green spaces. My apartment is pet friendly and there is ample space. Can crate dog if needed.

Sitter Profile Image: Jamie B.
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Jamie B.
Star Sitter
$89
total per night
5.0 out of 5 stars
17 reviews
3 repeat clients
1 year of experience
Chelsea, MA, 02150

Jamie was so great!! We booked her for dog sitting, while my wife and I went out to dinner. She is very responsive and made herself readily available for a meet and greet with our pup. We were a little worried about our high energy pup and having someone else watch him for the night, but Jamie came in confident and ready to take care of our little guy. Definitely recommend and will definitely book her service again soon!

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Andrew M.
Sitter Profile Image: Solaima A.
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Solaima A.
Star Sitter
$39
total per night
5.0 out of 5 stars
56 reviews
25 repeat clients
9 years of experience
East Boston, East Boston, MA, 02128

The best! Soli watched my dogs 2 out of the last 3 weeks and I couldn’t be happier. The best sitter and she treats my dogs like her own. Cannot recommend her enough!!

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Anna M.
Sitter Profile Image: Emily S.
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Emily S.
$56
total per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Boston, MA, 02110

Emily was great house sitting my cat! She is very easy to work with, communicative, respectful, and sent me updates! Thank you so much for your help Emily. Will definitely be asking her to sit again!

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Sadie W.
Sitter Profile Image: Dayna D.
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Dayna D.
$67
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
East Boston, Boston, MA, 02128

Dayna took great care of my dog while I was gone for a weekend! Super responsive whenever I reached out!

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Eileen D.
Sitter Profile Image: Catherine B.
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Catherine B.
$84
total per night
5.0 out of 5 stars
12 reviews
4 repeat clients
12 years of experience
East Boston, Boston, MA, 02128

Cathy is the best. This is the second time she has taken care of my dog. She communicates frequently and responds quickly. She has stayed over at my house and is completely trustworthy. She goes above and beyond. Will definitely continue to use her services. Thanks, Cathy!

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Jessica B.
Sitter Profile Image: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
20 reviews
4 repeat clients
10 years of experience
Boston, MA, 02125

Angie was absolutely fabulous with our pup! She was so caring, sent plenty of adorable updates, and treated Maisy like her own. It was clear our dog loved her, too! Without a doubt, we’d love to book with Angie again. Thank you for taking such great care of our pup and our apartment!

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Paige W.
Sitter Profile Image: Erin D.
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Erin D.
Star Sitter
$111
total per night
5.0 out of 5 stars
51 reviews
14 repeat clients
10 years of experience
Central, Boston, MA, 02113

Erin did an amazing job taking care of our guy. She was great at communicating when she’d given his medication and sent tons of photos. Not only that, he warmed up to her immediately and clearly loved her company. She so far exceeded our expectations - anyone (or cat) would be lucky to work with Erin!

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Grace K.
Sitter Profile Image: Tracy D.
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Tracy D.
Star Sitter
$154
total per night
5.0 out of 5 stars
95 reviews
23 repeat clients
20 years of experience
Chelsea, MA, 02150

Tracy is so kind and was amazing with Loki. We really appreciated her professionalism and how communicative she was. You can tell Tracy really cares about animals. We really felt at ease knowing Loki was in good hands!

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Ashley O.
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The median cost per night for house sitting in Chelsea is $63

Pet parents share their Rover experiences - Chelsea

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5.0 out of 5 stars

Absolutely phenomenal dogsitter. Haowen has dog and house sat for us several times, mostly recent for 3 weeks. our pup was loved and cared for, all our instructions were followed and we didn't worry about the house or dog once while we were gone. Highly recommend!!

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Cristina D.
House Sitting
5.0 out of 5 stars

Monique was wonderful! Great communication throughout my trip, and came home to a very happy crew! Based on all the pictures she sent, it looks like everyone had a great time! Thanks for all your care and commitment!

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Merisa A.
House Sitting
5.0 out of 5 stars

Jessica was amazing with our 10 month old puppy, Max, while we had to travel across country for a wedding. Jessica shared pictures/videos while we were away and was always great with communication. She is so kind, very respectful of our home and followed care instructions perfectly. She truly went above and beyond. We would absolutely have Jessica take care of our Max again in the future and would recommend her to anyone in need!

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Shannon L.
House Sitting
5.0 out of 5 stars

As always, my 2 angels didn't fail to make her stay eventful, but Maddie genuinely loves them, no matter what trouble they cause!

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Holly T.
House Sitting
5.0 out of 5 stars

Ally was great house sitting for us and taking care of our girls for a whole evening :) I bombarded her with instructions and I think she pulled through pretty great and my dogs liked her quite a lot. Definitely would recommend!

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Shirley V.
House Sitting
5.0 out of 5 stars

Janna did great considering our plans got changed so many times. She was very responsive and flexible with out flights getting canceled. Avery missed her when she left. I highly recommend her if you need a great sitter!

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Jacqueline K.
House Sitting
5.0 out of 5 stars

Danielle is amazing! She’s super reliable, communicative, and always keeps us updated with plenty of photos. Theo is always so happy with her, and we come home to a very happy pup every time! It gives us so much peace of mind knowing he’s in great hands. We’ve had such a great experience with Danielle and will definitely continue using her. Highly recommend!

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Haley P.
House Sitting
5.0 out of 5 stars

James was great once again! He gave us very detailed updates and took tons of fun photos. It's clear he really enjoys playing with our dogs, and that they like him too!

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Mikaela S.
House Sitting
5.0 out of 5 stars

Anny is the best! My cat loves her and I love knowing I don’t have to be worried about her when I’m away :)

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Tia M.
House Sitting
5.0 out of 5 stars

The BEST pet sitter ever! Gave so much attention to both our cat and dog while we were away. Sent us so many pictures and updates and even brought over extra treats and toys for them to play with!

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Amy B.
House Sitting
5.0 out of 5 stars

Thank you John! As always the boys loved spending the weekend with you and we greatly appreciate all you do for us.

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Elijah F.
House Sitting
5.0 out of 5 stars

Lillian’s care of George was just what we needed. In the middle of a heat wave she kept him cool and his appetite up, took walks as needed and snuggled to keep him company while we were away. We’ll definitely call her again.

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Kathleen M.
House Sitting
5.0 out of 5 stars

Natalia was so awesome with Gunner today! She arrived early and was so communicative throughout the day, sharing photos and updates so I knew he was thriving. It means so much to be able to leave your dog with someone who cares about them and puts in the time to make them feel comfortable and loved. Thank you so much Natalia!

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Savannah S.
House Sitting
5.0 out of 5 stars

Alicia watched dog at my home while I was at my wedding, everyone who I usually have watch her was also at my wedding.She was so amazing, It felt so good knowing my dog was in such good hands. She sent so many pup dates and was just absolutely lovely. She stayed at my house and left it so clean and my dog was so happy and loved her so much!

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Sarah K.
House Sitting
5.0 out of 5 stars

Erin was so great with my dog Frankie!! We booked with Erin for a weekend stay, and she made sure to provide updates and went above and beyond to make sure he was well taken care of! She’s so sweet and Frankie can be high maintenance so I was very happy to find such a great sitter! Would definitely recommend Erin!!

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Melissa G.
House Sitting
5.0 out of 5 stars

Kristine was AMAZING! She took wonderful care of our dog Tug and left the house in perfect condition. She was very communicative and sent tons of pictures and videos each day so we could relax knowing his care schedule was being closely followed and he was happy and comfortable with her. We will definitely be booking Kristine again!

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Christina B.
House Sitting
5.0 out of 5 stars

Koralis was very communicative and sent us photos of Sundance. She was also very respectful staying in our home. She was great with our dog! Will definitely have her back again

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Rachael M.
House Sitting
5.0 out of 5 stars

Jhona took great care of Quinn while I was away, and I came home to a spotless house. It gave me real peace of mind knowing Quinn was in such good hands. I would absolutely recommend Jhona and would happily book with her again!

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Rachele R.
House Sitting
5.0 out of 5 stars

Aurora did an amazing job house sitting and caring for our dog jagger and guinea pig Oreo we got constant photos and updates and both looked very happy . It made our vacation so much more relaxing knowing they were in great hands . We will definitely use Aurora again for future trips .

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Julie R.
House Sitting
5.0 out of 5 stars

Emma took great care of her pets during our time away which was such a relief. Very responsive to my messaging too

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Jackie R.
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.

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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Chelsea

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Sitters in Chelsea average 4
repeat house sitting clients

FAQs for House Sitting - Chelsea

Frequently asked questions about Rover

The average cost for House Sitting in Chelsea on Rover is $66.6 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 6,342 sitters on Rover offering House Sitting across Chelsea. 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 Chelsea 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 Chelsea 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 Chelsea 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 Chelsea. On Rover:

  • 91% of sitters can help with special care needs
  • 97% 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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