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%.

1 / 1
Sitter Profile Image: Devon R.
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Devon R.
Star Sitter
$95
total per night
4.9 out of 5 stars
110 reviews
36 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: Natalie W.
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Natalie W.
Star Sitter
$100
total per night
5.0 out of 5 stars
117 reviews
40 repeat clients
4 years of experience
Newton, MA, 02466

Natalie was great -- flexible, reliable, good communicator. I felt totally comfortable leaving her with my senior dog and energetic younger dog. Look forward to booking her again!

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Sue R.
Sitter Profile Image: Caroline C.
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Caroline C.
Star Sitter
$67
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
3 years of experience
Wellesley, MA, 02482

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

Charlene was wonderful with our senior, wimpy, dog. She was very careful to care for him in a way that was respectful of his handicap. He took awhile to warm up to her, a full day, but her care and tenderness won him over. Thank you Charlene.

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Harry G.
Sitter Profile Image: Kate V.
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Kate V.
$44
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
13 years of experience
Weston, MA, 02493

About: I’ve taken care of my family’s Australian Shepard for the last 10 years. I’ve always grown up with dogs in my house and love animals! I am currently across the country from home for college and miss my dog so much. I am looking for a fun part-time job while I am in college that allows me to spend time with animals! I am flexible and love being with dogs. I have many years of experience with dogs and am adaptable to whatever care your dog needs.

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

We are indebted to Melissa who stayed flexible and cared for our dogs as we fought a Midwest snowstorm that changed travel plans! She was communicative and patient- to have someone so reliable and who are dogs clearly love puts our minds at ease when we have to be away.

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Alexandra S.
Sitter Profile Image: Masiel P.
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Masiel P.
Star Sitter
$139
total per night
5.0 out of 5 stars
64 reviews
28 repeat clients
5 years of experience
East Cambridge, Cambridge, MA, 02141

Maisel was so great with our dogs, Tavish & Ellie. She took great care of them and they were happy as ever when we returned. She also took meticulous care of our home which she stayed in while we were gone. We’ll definitely book her again next time the need arises!

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Justin F.
Sitter Profile Image: Paige S.
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Paige S.
Star Sitter
$89
total per night
5.0 out of 5 stars
58 reviews
21 repeat clients
25 years of experience
Allston-Brighton, Brighton, MA, 02135

Paige saved us after we had two Rover cancellations before our destination wedding. She cares very deeply about the well being of our pets and was so so flexible with us we were trying to figure out what we needed last minute in terms of care for our George Michael. She provided pictures and updates daily, and provided ample care, playtime and daily walks to keep GM active and enriched. He truly went on a doggy vacation with her! I look forward to rebooking her for our future trips, knowing that GM will be in good, capable hands.

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Irene L.
Sitter Profile Image: Linh V.
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Linh V.
$128
total per night
5.0 out of 5 stars
70 reviews
27 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: Rose D.
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Rose D.
$56
total per night
4.7 out of 5 stars
35 reviews
13 repeat clients
20 years of experience
Waltham, MA, 02452

ROSE D Is wonderful, fabulous and dependable. She took great care of our little Pookie with no problems at all. I look forward to seeing her again whenever we travel without Pookie. I did not even have to worry at all as I did with previous sitters. We love Rose

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Michael D.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$95
total per night
5.0 out of 5 stars
59 reviews
24 repeat clients
6 years of experience
Dover, MA, 02030

Samantha did a great job taking care of our cat, Sasha! She was on time for the meet and greet and cat sitting start date. She sent lots of photos of Sasha and updates on her eating and litter habits. Sasha sometimes gets lonely when we leave on vacation and has not eaten in the past but ate and played fine and seemed very comfortable with Samantha. Would definitely recommend Samantha for cat/dog sitting!

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Anita I.
Sitter Profile Image: Julie-Anne D.
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Julie-Anne D.
Star Sitter
$95
total per night
5.0 out of 5 stars
47 reviews
14 repeat clients
10 years of experience
Framingham, MA, 01701

Julie-Anne was an excellent dog sitter. She communicated very well. Sent photos & gave us up dates. She stayed at our house & gave our dogs love & snuggles. We will use Julie-Anne again.

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Peri C.
Sitter Profile Image: Angela N.
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Angela N.
$56
total per night
5.0 out of 5 stars
4 reviews
6 years of experience
Natick, MA, 01760

Wonderful dog sitter!! Very communicative and our little Princey-poo loved her!

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Hailey M.
Sitter Profile Image: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
42 reviews
19 repeat clients
20 years of experience
Holliston, MA, 01746

Becki did a great job taking care of Sonny and my house. Seeing Sonny feeling safe and comfortable while I was away allowed me to better enjoy my trip.

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Joe D.
Sitter Profile Image: Sara D.
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Sara D.
Star Sitter
$111
total per night
4.9 out of 5 stars
80 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: Marilyn M.
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Marilyn M.
Star Sitter
$84
total per night
5.0 out of 5 stars
9 reviews
4 repeat clients
8 years of experience
West Roxbury, West Roxbury, MA, 02132

Marilyn is a fantastic sitter and considerate homestay. She took great care of my two cats (and my home), and they really liked her based on the numerous pictures she sent where it appeared they were following her around, and not just to the wet food. What's more, Marilyn goes above and beyond. When I left for my trip and Marilyn was to begin residency the following day, my neighbor texted me and showed me that there was a window situation where a cat could escape. Even though her duty started the next day, Marilyn made a special trip to confirm cats were safe, and to fix the window situation. She even washed the bedding and towels I had left her so I wouldn't have to do it when I got home, and she generously allowed my to book two more nights of her care when I wanted to extend my trip. Marilyn is very caring, considerate and flexible. I will definitely be requesting her services again. I recommend her highly as one of the best Rover caretakers I have encountered.

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

Melissa sat for my dog Hazel and our cat Sasha and was fantastic. Melissa is super professional, sweet, trustworthy, and it is clear she makes caring for your pet her priority. Hazel is a large, strong and reactive dog and Melissa handled her very well. I also get so nervous to leave the pets and Melissa was so reassuring and gave lots of updates and pictures. I will be re-booking Melissa in the future.

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Haley D.
Sitter Profile Image: Jess G.
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Jess G.
Star Sitter
$84
total per night
5.0 out of 5 stars
58 reviews
26 repeat clients
2 years of experience
Waltham, MA, 02453

Jess is great about communicating how our 2 labs are doing and asking questions along the way to ensure they get great care. We know they are in good hands and trust her fully!

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Elizabeth D.
Sitter Profile Image: Hannah P.
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Hannah P.
$56
total per night
5.0 out of 5 stars
22 reviews
9 repeat clients
10 years of experience
Newton, MA, 02458

About: During high school and some of my undergraduate years, I worked on a farm. A part of my job included caring for the farm's pack of dogs. Throughout my time there, I helped deliver several litters, administer medicine to both puppies and senior dogs, as well as care for these dogs on a daily basis. During this time, I also volunteered at a local animal shelter cleaning out cages, and adoption rooms while also serving as a companion to surrendered and rescued dogs. Through these experiences I have come to understand the responsibility and time it takes to care for these family members but that the love you receive makes every accident and eccentricity worth it. I am currently a part-time graduate student at Boston University and am available most mornings and evenings. I am also available for overnights during the week and on weekends. During the weekends I am free all day. With enough planning most times during the work week can work. I currently have two cats, bonded brothers. Both are just about three years old but we have had them since they were one. Currently they are mostly indoor cats, having been rescued from Florida from a hoarding situation. One is most certainly an adventure and loves all his toys from his flopping fish to our bungee rope bug. The other is a lap cat, he loves a window. and a good belly rubbing session. They are both fully vaccinated and in excellent health. They each receive wet and dry food, only organic and fresh (they eat better than I do some days). When I have pet sit in the past, I like to hear and listen to the family's care routine and take notes on schedules, medications, etc. I also love taking pictures while on walks or during play time. I find its a great way to keep everyone updated on the day's events and so that nobody misses their dog or cat too much throughout the day.

Sitter Profile Image: Tricia R.
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Tricia R.
$106
total per night
5.0 out of 5 stars
81 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia was fantastic! Took such good care of our dogs and house and was so responsive to messages and sent some many cute photos while we were away.

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Bailey G.
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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

1 / 1
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

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

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
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
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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
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer 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 $40.13 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 7,051 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
  • 95% 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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