House Sitting Wellesley Hills

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

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Over 4
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: 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

Charlene stayed almost two weeks in our home with our two senior pups, one who requires twice daily insulin and pills. I highly recommend her!! She is professional, communicates thoroughly and just the right amount, she is knowledgeable, and had great suggestions on handling concerns when they arose. Our little one required a vet visit and she willingly took her, conferenced me into the visit and provided great follow up. In addition to being a wonderful pet caregiver, she is a lovely human being!

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Nan A.
Sitter Profile Image: Sara D.
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Sara D.
$106
total per night
4.9 out of 5 stars
79 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: Linh V.
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Linh V.
$128
total per night
5.0 out of 5 stars
50 reviews
24 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. I am currently accepting bookings through September 2026. Availability for October and beyond will be released at a later date. 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: Lilly C.
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Lilly C.
$39
total per night
5.0 out of 5 stars
3 reviews
15 years of experience
North Rosslyn, Wellesley, MA, 02481

Lilly housesat for six days, providing diligent care for our kitty. She is very good at bonding with our usually cautious cat and left the house pristine. Great service! Looking forward to having her come stay over again.

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Judy R.
Sitter Profile Image: Caroline H.
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Caroline H.
Star Sitter
$102
total per night
5.0 out of 5 stars
13 reviews
4 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: Devon R.
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Devon R.
Star Sitter
$95
total per night
4.9 out of 5 stars
107 reviews
35 repeat clients
24 years of experience
Weston, MA, 02493

Devon was pet sitter extraordinaire for a week while we were abroad, taking superb care of our highly anxious dog and high needs cats. Our dog clearly adores Devon and couldn’t have been happier in her care. Devon sent tons of photos and updates, which our family loved seeing. She has our highest recommendation and we truly appreciate knowing our pets and home are in such capable hands. Thank you!

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Sherrie D.
Sitter Profile Image: Donna L.
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Donna L.
Star Sitter
$56
total per night
5.0 out of 5 stars
28 reviews
5 repeat clients
50 years of experience
Westwood, MA, 02090

Donna was great. Prompt arrival and constant comma while we were away. She sent pictures and let us know Shirley was scratching her face likely due to anxiety. She treated our dog wonderfully and I would not hesitate to book again

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Chris 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: Jess G.
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Jess G.
Star Sitter
$84
total per night
5.0 out of 5 stars
49 reviews
22 repeat clients
2 years of experience
Waltham, MA, 02453

I am a bit of a nervous dog mom when it comes to leaving my fur babies with anyone...Understatement...my pups are needy and full of character. Jess was AMAZING! She was so sensitive to what each dog needed. She communicated with me when necessary in a thoughtful manner. I have total confidence leaving my fur babies with her again!

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Christine G.
Sitter Profile Image: Erin C.
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Erin C.
$89
total per night
5.0 out of 5 stars
2 reviews
10 years of experience
Wellesley Hills, MA, 02481

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.
Sitter Profile Image: Amy A.
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Amy A.
$77
total per night
5.0 out of 5 stars
48 reviews
15 repeat clients
7 years of experience
Boston, MA, 02115

Amy was great for her week long stay with Savannah. Very communicative and we came home to a happy cat! It was so great to get pictures and videos daily.

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Meg C.
Sitter Profile Image: Cressida B.
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Cressida B.
Star Sitter
$95
total per night
5.0 out of 5 stars
12 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: Loui L.
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Loui L.
Star Sitter
$123
total per night
5.0 out of 5 stars
90 reviews
25 repeat clients
10 years of experience
Weston, MA, 02493

Loui took care of my dog last minute when I had to fly out of state for a funeral. He was very well taken care of and even got to go to the park and find treats in his snuffle mat. I got lots of picture updates and felt like he was in great hands!

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Anne S.
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: Julia L.
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Julia L.
$67
total per night
5.0 out of 5 stars
58 reviews
9 repeat clients
10 years of experience
Wellesley, MA, 02481

Julia was on time and very kind. My pup liked her immediately. She sent photos and updates which I appreciated.

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Katie K.
Sitter Profile Image: Tricia R.
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Tricia R.
Star Sitter
$84
total per night
5.0 out of 5 stars
74 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia was excellent with our boy Max. She was responsive sending daily pictures and updates. Max was well cared for and so was our home. Would recommend!

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Melissa D.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
$100
total per night
5.0 out of 5 stars
123 reviews
46 repeat clients
20 years of experience
Watertown, MA, 02472

Laura was awesome with my gal, Darcy. We needed to book last minute and Laura was more than accommodating. She consistently checked in, sent pictures and videos, took Darcy for plenty of walks, and was a very neat house guest. I was able to rest easy knowing Darcy was in good hands. Would absolutely recommend Laura for pet sitting needs!

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Chelsea A.
Sitter Profile Image: Melissa D.
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Melissa D.
$100
total per night
5.0 out of 5 stars
69 reviews
28 repeat clients
12 years of experience
Waltham, MA, 02453

We couldn’t have asked for a better sitter than Melissa from Rover. She took amazing care of our dog Luna, who was recovering from knee surgery and needed special attention. Melissa followed our instructions for Luna’s physical therapy three times a day, and kept us updated with photos and messages through the Rover app, which really gave us peace of mind. On top of that, she stayed at our house while we were away and left it spotless. We even came home to a sweet note and a flower on the counter. Melissa truly went above and beyond, and we highly recommend her to anyone looking for a caring and reliable pet sitter.

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Margaret R.
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 was great! She communicated well and was respectful to our house!

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Andrew & Susan T.
Sitter Profile Image: Omar O.
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Omar O.
Star Sitter
$45
total per night
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Arlington, MA, 02474

Omar was so wonderful and professional with our senior cat and senior dog. He was respectful of our home while house sitting and left it in great condition! Omar is also genuinely a wonderful guy, super great to work with and trustworthy. We can’t wait to book him again!

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

Pet parents share their Rover experiences - Wellesley Hills

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5.0 out of 5 stars

I’ll use Sara as long as she is available. My Abby loves being with her and I feel confident that she is in great hands.

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Joyce M.
House Sitting
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

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

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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 $40.13 per night (as of July 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 July 2026, there are 7,129 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:

  • 93% 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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