House Sitting Wellesley Hills

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

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Over 1
pet parents in Wellesley Hills have booked house sitting

Wellesley Hills, 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: Jessica W.
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Jessica W.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 21 reviews
12 repeat clients
7 years of experience
Waltham, MA, 02453

“Jess was great and very easy going with my cat and dog!”

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Mary A.
Sitter Profile Image: Emily P.
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Emily P.
$50
total per night
6 years of experience
Newton, MA, 02466

About: Hi! I am excited to meet your pets! I have had animals my whole life and have a special loving bond with all animals! I have done pet sitting and work in shelters for a number of years. Pet care is my daily responsibilities with my own pets at home. I volunteer at shelters but would love to make your pets part of my day! I am very knowledgeable about animal behavior and animal needs. I understand the importance of understanding each animal and their needs! I approach each animal slowly and calmly to help comfort them as we get to know each other.

Sitter Profile Image: Avery L.
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Avery L.
$50
total per night
5.0 out of 5 stars
• 4 reviews
6 years of experience
Wellesley, MA, 02481

About: I've been passionate about animals my entire life, and my two pugs have been in my family for over six years. Training them from puppies has given me hands-on experience with obedience, behavior management, and building trust with dogs of different personalities. Over the years, friends, neighbors, and family members have consistently turned to me when they need reliable pet care - whether it's daily walks, feeding schedules, or the occasional bath time! As a student, I understand how much pets mean to their families, and I bring that same level of care and attention to every pet I look after. I pride myself on combining playful energy with responsible, dependable service. Your pet's safety, happiness, and routine are my top priorities, and I'll make sure they get plenty of love and attention while you're away. I'm a college student with a flexible class schedule, so dog walking fits easily into my day. I'm available mornings, afternoons, and evenings most days for drop-ins, walks, or overnight stays at your home. Your dog's safety is my priority. I go to the gym and do jiu jitsu, so I can confidently handle strong or high-energy dogs and keep control on leash even if they pull. Whether that's keeping pets off furniture or crating on request, I can follow whatever rules are needed. I also like to send photo updates and a check-in after every visit, if that’s okay with you :)

Sitter Profile Image: Sara D.
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Sara D.
Star Sitter
$111
total per night
4.9 out of 5 stars
• 84 reviews
22 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: Devon R.
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Devon R.
Star Sitter
$95
total per night
4.9 out of 5 stars
• 112 reviews
39 repeat clients
24 years of experience
Weston, MA, 02493

“I highly recommend Devon to pet sit your furry loved ones. Devon stayed at our home and I was very confident that our 2 pups were well loved and taken care of while we were gone. She has strong communication skills and I was very comfortable leaving my pups with her! Can’t wait for her to sit for us again.”

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Jillian S.
Sitter Profile Image: Charlene H.
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Charlene H.
Star Sitter
$167
total per night
5.0 out of 5 stars
• 148 reviews
38 repeat clients
30 years of experience
Wellesley, MA, 02481

“Charlene took excellent care of our 13 year old pup during some very hot and humid weather. We appreciate her care and will definitely request her to stay with him again.”

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Maryann W.
Sitter Profile Image: Bianca W.
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Bianca W.
Star Sitter
$43
total per night
5.0 out of 5 stars
• 8 reviews
4 repeat clients
16 years of experience
Waltham, MA, 02451

About: I’ve had cats since I was 8 years old. With the 16 years of experience with cats, I believe every fur baby needs a home away from home. Like with every pet parent, I strive for the best with my cat. If you choose me to watch your fur baby, I will provide the best and safest environment for them. Do they need a room to themselves? You got it. Has explosive diarrhea? I have cleaning supplies. Medical issues? Another way to keep me on my toes. I hope you consider me as a prospective aunt to your kitter cat or doggo and can’t wait to fill up my camera role with adorable pictures. I look forward to hearing from you 💕 I am a grad student at Brandeis University. My classes are usually over by 2 pm, so after then I’m usually at my apartment caring for my cat and completing schoolwork. So needless to say, I have a lot of flexibility within my schedule for your pets individual needs. If I am doing home visits, I would like to visit the clients home a day or two prior to the arranged visit(s) to understand the animals needs and to see if we would be a good fit. I believe it is important to establish an understanding with the animal in question before I frequent the premises so there isn’t any unnecessary stress for your pet. In regards to boarding, I have a medium sized apartment that would be good for any cat or small-medium dog. There are multiple grassy areas for bathroom breaks and walks around the premises. You will have to provide me with your animals usual schedule (times for bathroom breaks, when and how much time are committed to walks, feeding times, etc.) so I can build my set around them and their needs

Sitter Profile Image: Linh V.
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Linh V.
$128
total per night
5.0 out of 5 stars
• 74 reviews
30 repeat clients
2 years of experience
Framingham, MA, 01701

“Linh is fantastic! She house sat for our two pups while we were on vacation for a week. I'm usually nervous about leaving our pups with a new sitter, especially after we had a bad experience with one (not thru Rover) a few years back. But Linh's knowledge and calm, confident demeanor instilled confidence in me so I was able to relax and enjoy our vacation. She sent updates and frequent photos throughout the week. Not only did she leave our house the way we left it, but she washed all of the sheets and towels which was not expected but very much appreciated. We will be using her again for our next vacation and I know the pups will be excited to see her again!”

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Scott B.
Sitter Profile Image: Jacqueline R.
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Jacqueline R.
$36
total per night
10 years of experience
Wellesley, MA, 02481

About: I've had dogs my entire life and have been taking care of others' pets for the past 10 years. I have experience dog and house-sitting, dog walking, and even coming over to just help some puppy energy out. I am a college student away from home looking to be both helpful in my community and to spend quality time with dogs! I am currently a student so I can fit pet care in around my classes. I typically have one midday class a day and have flexible free-time outside of classes. I have time in mornings and afternoons to come check on your pups. I know each dog and home is different. I will take time to note any and all instructions and boundaries my client may have and take them seriously. I know our pets are family and deeply valuable. I will treat each home and pup with care and respect.

Sitter Profile Image: A'Jacia W.
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A'Jacia W.
$73
total per night
5.0 out of 5 stars
• 5 reviews
3 years of experience
Watertown, MA, 02472

“A’Jacia took excellent care of our cat, Kima. She was very communicative with us while we were away. If we were not moving we would absolutely hire her again. We highly recommend her services !”

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Ana S.
Sitter Profile Image: Juliette E.
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Juliette E.
$73
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
8 years of experience
Boston, MA, 02132

“Juliette was thoughtful, attentive, and attuned to my pet babies( a kitten and 1 year old dog). I would hire her again in a heartbeat. I enjoyed the daily photos abd updates and she was all around a lovely and compassionate person.”

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Misty C.
Sitter Profile Image: Alison W.
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Alison W.
Star Sitter
$84
total per night
4.8 out of 5 stars
• 11 reviews
2 repeat clients
16 years of experience
Belmont, MA, 02478

“Alison was wonderful! My cats were very well taken care of and I got regular updates. When I came home, everything was clean and my cats were very happy. Highly recommend!”

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Mira M.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 20 reviews
12 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

“Lindsay took such great care of my cat Naomi! She was extremely professional and responsive, and she was so helpful even with some very last minute changes/housesitting needs that I was stressing over. Also had no trouble administering Naomi’s medication and was so attentive to her daily routine. I really appreciated all the detailed updates and cat pics!! I would happily have her catsit for us again :)”

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Alisha S.
Sitter Profile Image: Sarah C.
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Sarah C.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 28 reviews
6 repeat clients
10 years of experience
Natick, MA, 01760

About: I’ve been around animals of all shapes and sizes my entire life and would love to spend time with your furry family member. Whether I am there for a drop-in visit, a walk or an extended stay, you can rest assured that your pet will be treated with the utmost care and attention. I am a postdoc researcher at Harvard and commute to Cambridge every day so I cannot provide midday drop-in visits during the week. That being said I will be sure to give your pet extra attention at the beginning and end of the day. I prefer to watch your pet in your home so they are more comfortable in a familiar environment. When in your home, I will always be respectful of your space!

Sitter Profile Image: Asmahan O.
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Asmahan O.
$56
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
6 years of experience
Needham, MA, 02494

“Asmahan was great! She was very flexible and willing to help all the time. She took good care of our house and I always felt Nala was in good hands. She even helped us taking care of our cats. I would 100% recommend her to take care of your pets!”

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Andres C.
Sitter Profile Image: Valentina D.
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Valentina D.
$34
total per night
5.0 out of 5 stars
• 3 reviews
12 years of experience
Newton Center, MA, 02459

“Our experience with Valentina was great. She was very responsive and communicative throughout both the planning process and during the housesitting stay, and was attentive and detail oriented in understanding Kaito's typical routine. She sent daily updates with pictures, which my partner and I definitely appreciated. Kaito was well cared for, happy, and relaxed when we returned home. We would definitely book with Valentina again!”

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Mikayla C.
Sitter Profile Image: Devika K.
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Devika K.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 23 reviews
8 repeat clients
12 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: Letizia L.
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Letizia L.
$56
total per night
14 years of experience
Newton, MA, 02468

About: I've taken care of dogs of every kind since I was 10. Neighbors, friends, and family have relied on me to check in with, feed and play with their pets. I have two dogs.😍 I am working as a nanny rn . I have a lot of free time for being with the pets and i’ll try to make sure they are always safe I can easily stay with your pets… nice and sunny personality and i love to play with them. Always open to ideas if needed. I feed them and make sure everything is ok

Sitter Profile Image: Hailey S.
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Hailey S.
$36
total per night
8 years of experience
Newton, MA, 02466

About: I have experience taking care of dogs from young pups through dogs in their final years, as well as cats of various ages. I grew up with 1-2 dogs in our household at all times, several bunnies for which I was the primary caregiver as a kid and teenager, and frequent interactions with my friends’ cats. I am a responsible oldest daughter and love meeting and caring for animals!! I work in an elementary school, so once the school year starts I will be away from the house from approximately 7am to 4pm each week day (depending on where the house is located). I have a lot of availability on weekends and more daytime availability during the summer and school breaks, including over winter vacation. I always follow the pet parents’ instructions closely because they know their pets best. I treat all pets with care and love. In particular, with dogs, I enjoy taking them on long walks if they are up for it. While pet sitting, I make sure to spend time with the pets while I am not at work (not coming back simply for their care routine).

Sitter Profile Image: Emma N.
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Emma N.
$36
total per night
18 years of experience
Needham, MA, 02492

About: I’ve been around dogs for my whole life, actually I have never not had a dog. I come from a Boxer house hold, so I am especially great with bigger and energetic pups! I have experience with over night care of pets from many summers of my parents going on vacation. I just moved to Boston for my master’s degree and had to leave my childhood pup at home, so I am looking for love from a pet! It would be my pleasure to spend time with your pet! I’m currently a full time student and I commute to Boston for classes. Monday I am on campus from 1:30-5:30; Tuesday is my longest day from 11:45-8:30; Wednesday 2:50-8:30; Thursday 11:45-5:30; and Friday I don’t have class! My weekends are completely free. Outside of those time ranges Monday-Thursday I am available to care for your pets! I am very clean and respectful when being in someone else’s home. Any directions you give me I will follow! If I have any questions I will be sure to clarify with you.

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The median cost per night for house sitting in Wellesley Hills is $63

Pet parents share their Rover experiences - Wellesley Hills

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5.0 out of 5 stars

Alex was amazing with Hugo, who needs a little extra TLC. We can't wait to have her dog-sit again soon!

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Alexis G.
House Sitting
5.0 out of 5 stars

Rosie loves having Sara watch her. She has a great time playing, taking walks and just relaxing in the sun or shade.

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Brian C.
House Sitting
5.0 out of 5 stars

Devon watched our dog Willow in August 2026 for a week in our townhouse. . She was great! She had a way with Willow that we could see to make sure there was a connection to keep Willow comfortable and safe. . Devon sent pictures all week long. When we came back, Willow was happy and not stressed. Going forward, we will keep going back to Devon when we are away. We were lucky ro find her…just amazing. We highly recommend her. Karen and Frank R.

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Frank R.
House Sitting
5.0 out of 5 stars

Caroline was great with our pets, even our extremely anxious puo. She sent several pictures and was very responsive. She even helped with a few extra tasks (put away a grocery order and cleaned up a mess). We are very grateful. Thank you Caroline!

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Elizabeth G.
House Sitting
5.0 out of 5 stars

Can't say enough good things about Jackie. She was a delight to work with. Always checking in keeping me updated and sending pictures. She took great care of Duke and left the house better than when I left. Will definitely use her again!

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Maria V.
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

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
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Popular requests for house sitting - Wellesley Hills

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wellesley Hills average 4
repeat house sitting clients

FAQs for House Sitting - Wellesley Hills

Frequently asked questions about Rover

The average cost for House Sitting in Wellesley Hills on Rover is $54.39 per night (as of September 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 September 2026, there are 6,986 sitters on Rover offering House Sitting across Wellesley Hills. 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 Wellesley Hills 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 Wellesley Hills 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 Wellesley Hills 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 Wellesley Hills. On Rover:

  • 92% 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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