House Sitting in Wellesley Hills

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

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Top rated Wellesley Hills house sitters

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: Sara D.
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Sara D.
$106
total per night
4.9 out of 5 stars
78 reviews
21 repeat clients
2 years of experience
Auburndale, MA, 02466

Sara took wonderful care of Charlie and I would certainly leave him with her again. Even though he can be shy, Charlie took to Sara the first time he met her which put me right at ease. It was easy to communicate with her and it was so nice to receive pictures of them together. When I returned it was obvious that Charlie was well taken care of and that my condo was left as clean and neat as I left it!!

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Cheryl L.
Sitter Profile Image: Nicole S.
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Nicole S.
$62
total per night
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Waltham, MA, 02452

Nicole helped me out in a big way while I was away at a wedding! I got adorable pictures of my pup and was very happy to hear she took the time to let her warm up. Will definitely rebook with Nicole again, highly recommend!

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Lyna M.
Sitter Profile Image: Charlene H.
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Charlene H.
Star Sitter
$167
total per night
5.0 out of 5 stars
134 reviews
35 repeat clients
30 years of experience
Wellesley, MA, 02481

As always Tater Tot was so happy to see Charlene which makes us feel better about having to leave him. She provided lots of wonderful communication through Rover pictures and messages to let us know how he was doing while we were away. Charlene is magnificent and we are so thankful for her!

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Tom O.
Sitter Profile Image: Caroline H.
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Caroline H.
Star Sitter
$102
total per night
5.0 out of 5 stars
10 reviews
3 repeat clients
18 years of experience
Newton, MA, 02464

Caroline was a great pet sitter! The dogs were happy and the house was spotless when we got home from our trip. Appreciate all her hard work, even taking the dogs outside during a snowstorm! Planning to hire again immediately. Highly recommended.

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Megan S.
Sitter Profile Image: Isabella A.
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Isabella A.
Star Sitter
$89
total per night
5.0 out of 5 stars
23 reviews
14 repeat clients
7 years of experience
Wayland, MA, 01778

Isabella is amazing! She got back to us so fast and was willing to watch Cali last minute for us for 6 days. This was our first time leaving Cali with someone other than family and you could tell by all the photos Cali had the best week! She was so loved and cared for! Isabella sends photos/updates daily that gave us confidence Cali was in the best hands. We already have plans to have Isabella watch Cali again soon! Highly highly recommend Isabella, would give 10 stars if we could!

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Emily D.
Sitter Profile Image: Sarah W.
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Sarah W.
$84
total per night
5.0 out of 5 stars
6 reviews
2 years of experience
East Liberty, Newton, MA, 02459

Sarah did an excellent job taking care of my dog and cat over a two night trip. They were clearly well cared for and my dog was super happy with all the walks! I highly recommend Sarah. She is prompt, professional and very kind with my pets.

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Robert M.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
$111
total per night
5.0 out of 5 stars
122 reviews
45 repeat clients
20 years of experience
Watertown, MA, 02472

Laura was wonderful with our little dog who is nervous around new people. She immediately warmed up to Laura. We received many photos and regular updates while we were away and returned to a happy dog and clean home.

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Christine L.
Sitter Profile Image: Linh V.
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Linh V.
$128
total per night
5.0 out of 5 stars
43 reviews
17 repeat clients
3 years of experience
Framingham, MA, 01701

About: Hi! I’m Linh - your pet’s favorite aunt. I know how stressful it can feel leaving your pets behind, so my goal is simple: keep their routine consistent, keep them happy, and give you peace of mind while you’re away. I’ve grown up around both dogs and cats and have always loved caring for animals. As a cat owner myself, I understand how important it is to have someone trustworthy, patient, and attentive caring for your pets. I also volunteered at an animal shelter when I was younger, which helped me become comfortable with animals of all ages, personalities, and temperaments. You can expect plenty of updates, photos, and communication throughout your booking because I know you’re trusting me with family, not just a pet. I offer flexible weekday and weekend availability for dog walks and drop-in visits and currently service the MetroWest area, including Framingham, Wayland, Natick, and nearby towns. Pet parents looking for weekly walks are always welcome as consistent schedules really help pets feel comfortable and at ease. For housesitting, availability may be more limited depending on the pet’s schedule and care needs. I’m best suited for pets that can be left alone for a few hours at a time. If a date appears unavailable on my calendar, feel free to reach out anyway, as I may still be able to accommodate depending on the time and location. Your pet’s safety and comfort are my top priorities. I follow owner instructions closely, maintain consistent routines, and adjust activities based on weather, age, health, and energy level. During hot weather, walks may be shortened when needed to prevent overheating, with the remaining time spent on indoor play.

Sitter Profile Image: Cressida B.
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Cressida B.
Star Sitter
$95
total per night
5.0 out of 5 stars
11 reviews
3 repeat clients
4 years of experience
Newton, MA, 02461

Cressida was amazing! Lovely to work with and did a terrific job looking after Molly and the house. This was the first time we left our new dog overnight and Cressida kept us up to date with how they were doing, asked questions when she needed things I had forgotten to mention, and it all went great.

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Natalie K.
Sitter Profile Image: Jess G.
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Jess G.
Star Sitter
$84
total per night
5.0 out of 5 stars
46 reviews
21 repeat clients
2 years of experience
Waltham, MA, 02453

Jess was wonderful! She took good care of our Toby and gave us lots of updates. She was very responsible and did everything we asked and more. We really appreciated her communication and especially her thoughtfulness. My new go-to dog sitter!

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Nicole O.
Sitter Profile Image: Leila F.
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Leila F.
$45
total per night
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Dover, MA, 02030

Leila took great care of our little guy, who is blind and has special needs! She gave us daily updates and was so kind and responsive.

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Elise E.
Sitter Profile Image: Charlotte C.
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Charlotte C.
$36
total per night
1 repeat client
15 years of experience
Wellesley, MA, 02481

About: Dogs have always been a huge part of my life. I have two Bernedoodles, Cosmo and Shep, who are the loves of my life and have taught me so much about caring for dogs. From daily walks and playtime to keeping them happy, healthy, and comfortable, I’ve gained years of hands-on experience caring for dogs of different personalities and energy levels. I’ll treat your dog with the same care, attention, and affection that I give my own. I currently work as a host in the evenings, which gives me flexibility during the day for dog walks and drop-in visits. I’m generally available throughout the week and love spending my free time with animals whenever I can. While I am unavailable on Tuesdays and Wednesdays, I strive to be as available as possible on other days to provide reliable care, exercise, and attention for your pets. Whether your dog needs a walk, a quick check-in, or some extra companionship during the day, I’d be happy to help! Your pet’s safety and comfort are always my top priorities. I understand that every dog has their own routine, personality, and needs, and I take the time to follow your instructions carefully to help them feel comfortable and secure. During walks, I prioritize leash safety, pay close attention to my surroundings, and make sure your dog gets the exercise and attention they need. For drop-in visits, I’ll ensure your pet is cared for according to their normal routine, including feeding, water, potty breaks, playtime, and plenty of affection. I also believe in keeping owners updated with photos and messages so you can have peace of mind while you’re away.

Sitter Profile Image: zhiyan y.
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zhiyan y.
$36
total per night
5 years of experience
Wellesley, MA, 02482

About: I have experience caring for dogs of different sizes, breeds, and energy levels. I am comfortable with walking, feeding, playing, and making sure pets feel safe and cared for while their owners are away. I pay close attention to each pet’s needs, routine, and personality to make sure they are comfortable and happy. I am reliable, patient, and truly enjoy spending time with animals, treating every pet as if they were my own. Pet care fits well into my weekly routine as a student because I keep a consistent schedule and have dedicated time before and after classes for walks, visits, and feeding. I’m also usually more flexible on weekends, which allows me to spend extra time with pets. Since I enjoy being around animals and staying active, taking care of pets is something that easily fits into my day. When caring for pets in my home or in a client’s home, I always focus on keeping them comfortable by following their normal routine as closely as possible. This includes feeding them on schedule, giving them fresh water, taking them on walks, and making sure they get plenty of playtime and attention. I also make sure they have a clean, safe, and calm environment where they can feel relaxed. I pay close attention to each pet’s personality and needs, whether they need extra exercise, quiet time, or lots of affection, and I always keep owners updated so they know their pet is in good hands.

Sitter Profile Image: Oriana D.
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Oriana D.
$67
total per night
5.0 out of 5 stars
2 reviews
6 years of experience
Waltham, MA, 02452

Oriana did a great job with our Lilly! She was an attentive and very caring companion for our fluff. Thank you, Oriana, we really appreciate how you took care of Lilly!

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Lauren P.
Sitter Profile Image: Natalie W.
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Natalie W.
Star Sitter
$100
total per night
5.0 out of 5 stars
114 reviews
39 repeat clients
4 years of experience
Newton, MA, 02466

Natalie was great with my two dogs, super communicative and was able to help me last minute when I had some flight disruptions. Will definitely have her back!

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Casey S.
Sitter Profile Image: Devika K.
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Devika K.
Star Sitter
$73
total per night
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Belmont, MA, 02478

Devika was prompt and personable and connected with my dog immediately. She kept me updated on his well-being and was great to work with. I had to unexpectedly find someone to watch my dog while I was out and was very lucky to find her.

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Pooja U.
Sitter Profile Image: Donna L.
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Donna L.
$56
total per night
5.0 out of 5 stars
26 reviews
4 repeat clients
50 years of experience
Westwood, MA, 02090

Words can not express my gratitude. I am eternally thankful. Donna becomes one of my family. My animals loved her and wanted to be around with her. I have 4 cats and one dog. Two cats are very sick. One with a heart murmur and another with diabetes and pancreatic abcess. They need constant care, medications, insulin shots, and heart murmur shots twice a day. I thought we would never find anyone willing to be with 5 animals and take care of sick cats with medications and shots 24/7. But , luckily, we found Donna. She retired pharmacists, and she did everything like most animal caretakers would not. Make no reservation. Donna is simply the best. We couldn't possibly even dream about anyone can handle this with such a care and dedication. We have contacted many Rover Stars, but they didn't even come close to our very complicated demands, but Donna not just did what she was ased for but exceeded all our expectation. She is the dream come true for any cats or dog owners!

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Felix S.
Sitter Profile Image: Caroline J.
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Caroline J.
$67
total per night
5.0 out of 5 stars
4 reviews
10 years of experience
West Cambridge, Needham, MA, 02492

Caroline is a total superstar! We hired Caroline to watch our puppy, Rogers, over Super Bowl weekend, and we couldn’t have asked for a better experience. Rogers is a high-energy ball of hyper puppy power, but Caroline handled them like a seasoned pro. Here’s why they are the best: Punctuality: Caroline actually arrived early to make sure they had the lay of the land before we left. Communication: They were incredibly easy to coordinate with and super responsive from start to finish. Peace of Mind: We loved the frequent photo updates and check-ins! It was so reassuring to see Rogers having a blast while we were out. If you’re looking for someone reliable, kind, and great with energetic dogs, book Caroline. Rogers is already looking forward to their next "vacation" with Caroline!

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CJ C.
Sitter Profile Image: Abby P.
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Abby P.
$45
total per night
5.0 out of 5 stars
8 reviews
10 years of experience
Wellesley, MA, 02481

About: Animal care and welfare has ALWAYS been at the center of my life. Growing up, I tended to my family and friends’ cats, dogs, chinchillas, toads, and more. I began dog walking for neighbors in 2014, and since then have been picking up gigs dog walking, house sitting, and exercising/playing with pets in my free time! This past semester I lived in South Africa and learned the basics of both wildlife and domestic animal care - devoting my time to bottle feeding newborns, providing physical therapy to disabled animals, and giving animals of all kinds the TLC they need and deserve. I also helped care for our senior and vulnerable animals, where I learned how to read animals and assess their needs through observing body language and energy levels! Next year I will begin studying biology and animal science in university - with the ultimate hopes of one day becoming a veterinarian. I have two cats of my own, Ophelia and Phoebe, and know just how important it is to have the right person look after them while I’m away! :) I am staying on campus this summer and have extreme flexibility for any of your pet care needs! I will be free all weekdays and most weekends. As I’m living in an apartment, I am offering service in my clients’ homes. For the past three years, I have been building experience pet sitting for days/weeks at a time, and have grown comfortable adapting to new environments and understanding how to make the animals happy and safe in their homes while their humans are away! I have found that adjusting to the animals’ wishes, such as sleeping where they feel comfortable, allows their daily routines to continue on as normal - eliminating the stress of a new temporary caretaker.

Sitter Profile Image: Loui L.
Verified Background Check
Loui L.
Star Sitter
$123
total per night
5.0 out of 5 stars
89 reviews
23 repeat clients
10 years of experience
Weston, MA, 02493

Loui is fantastic with my older dog. I have no worries leaving Poopins in Loui’s hands because I always get updates and come home to a happy dog.

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Cathleen M.
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Over 70
pet parents in Wellesley Hills have booked house sitting

Wellesley Hills pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Devon did a phenomenal job with Bodie. She gave us daily updates and made sure to give him the activity he needs to be a happy pup!

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William K.
House Sitting
5.0 out of 5 stars

Sara was amazing. Rosie had a great time playing in the yard, going for walks and even visiting the goats!

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Brian C.
House Sitting
5.0 out of 5 stars

Natalie did an AMAZING job. My old dog was unfortunately having health issues and Natalie was there to love on her and picked up some medication from the vet to try to help her symptoms. I couldn't have hoped for a better substitute for me being there during this difficult time. If you use Natalie for dog sitting, you are definitely leaving your fur baby in capable AND very empathetic/loving hands.

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Mike G.
House Sitting
5.0 out of 5 stars

Sebastian was so great with Luna, took her on amazing walks and sent great pictures. I would recommend him to anyone!!

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Gabrielle J.
House Sitting
5.0 out of 5 stars

We couldn’t recommend Carly more highly! We had to travel unexpectedly and had just gotten a brand new puppy so were in a little bit of a bind. Carly stepped in without hesitation and took on watching not just the puppy but 2 other dogs. She took such good care of them and sent us lots of pictures throughout the weekend. Knowing they were so well cared for was so incredibly helpful and gave us the best peace of mind. You should absolutely book her for all your dog sitting needs!

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Clara A.
House Sitting
5.0 out of 5 stars

Jackie was amazing. She gets on very well with our dog and Jackie was extremely flexible and helpful when we had to extend her dog sitting when we got stuck in a snow storm. Would absolutely recommend.

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Nate V.
House Sitting
5.0 out of 5 stars

Savanna is a gem! We are so fortunate to have found and met her through Rover. She stayed with our three-yes, 3! English labs and one special little fish for seven nights. We came home to find them all very happy and clearly well taken care of. Plus our house looked like no one had been here, but better! She is a reliable, thoughtful, and warm caretaker.

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Lisa Z.
House Sitting
5.0 out of 5 stars

Erin is friendly, trustworthy, reliable, and awesome! Wholeheartedly recommend- we will def be using her again for our velcro doggie

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Becca L.
House Sitting
5.0 out of 5 stars

Melisa was incredibly patient and communicative. We booked her last minute without time for a meet-and-greet, and even though one of our pups gave her a hard time at first, she handled it wonderfully and quickly earned his trust. Highly recommend!

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Kassey F.
House Sitting
5.0 out of 5 stars

Katie was great. The dogs loved her and we felt very comfortable leaving the dogs in her capable hands. Excellent communicating and providing updates and of course pictures. Our number #1 go to if she is available

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Mathew K.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Wellesley Hills is $60

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Wellesley Hills average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Wellesley Hills on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Wellesley Hills house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 5,960 house sitters in Wellesley Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Wellesley Hills house sitters respond in under an hour.

House sitters in Wellesley Hills have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Wellesley Hills.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Wellesley Hills house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.