House Sitting Wenham

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

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Over 4
pet parents in Wenham have booked house sitting

Wenham, 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: Jesse M.
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Jesse M.
Star Sitter
$100
total per night
5.0 out of 5 stars
60 reviews
18 repeat clients
12 years of experience
Beverly, MA, 01915

Jesse did great with Montana while we were away. Montana needs a little extra attention and they clearly got along well. Great to know we can get away with someone like Jesse taking care of our little girl!

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TimSuz T.
Sitter Profile Image: jacklyn h.
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jacklyn h.
Star Sitter
$95
total per night
5.0 out of 5 stars
22 reviews
6 repeat clients
8 years of experience
Topsfield, MA, 01983

Jacklyn took great care of our two young (3mo and 1.5yr old), energetic pups! She made sure they got the exercise & enrichment they needed, as well as the calm, rest time. She left the house in perfect condition, and we came home to two happy, healthy girls!

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Veronica L.
Sitter Profile Image: Vanessa A.
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Vanessa A.
Star Sitter
$78
total per night
5.0 out of 5 stars
90 reviews
19 repeat clients
32 years of experience
Beverly, MA, 01951

Vanessa took wonderful care of my dog Riley including spending time cuddling, going on walks every day, and sending photos and updates to give me peace of mind. We are definitely looking forward to having Vanessa watch our pets again in the future!

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Melissa M.
Sitter Profile Image: Catherine H.
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Catherine H.
$50
total per night
10 years of experience
Wenham, MA, 01984

Catherine was great! She arrived a little early to get familiar with dogs, routines and house and had a great way with the dogs. She is definitely an experienced dog sitter and the dogs seemed very comfortable with her. We plan to use her again and recommend her services.

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Todd L.
Sitter Profile Image: Lauren D.
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Lauren D.
$50
total per night
5.0 out of 5 stars
24 reviews
8 repeat clients
20 years of experience
Hamilton, MA, 01982

Lauren was fantastic with Atlas. She was also very communicative with pics, updates, and asking questions when he got anxious about a party next door and how to best support him. Will definitely book with her again!

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Karolina W.
Sitter Profile Image: Henry G.
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Henry G.
Star Sitter
$56
total per night
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Wenham, MA, 01984

Henry did a wonderful job caring for our two golden retrievers and our house over two weeks. He seems to really love dogs, and took them for walks and let them out (even at midnight) when they needed it. Also came back mid-day from work to check in on them. Very pleased, and would recommend Henry highly.

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R Angus W.
Sitter Profile Image: Julia P.
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Julia P.
$106
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Beverly, MA, 01915

Julia did an amazing job start to finish. Our booking was within 2 weeks and included a last minute adjustment to the reservation. She was extremely accommodating and sent us funny photos and updates during her stay with our dog. Highly recommend, thanks Julia!

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Chris L.
Sitter Profile Image: Maria M.
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Maria M.
$136
total per night
5.0 out of 5 stars
21 reviews
8 repeat clients
35 years of experience
Beverly, MA, 01915

Maria was amazing! This was our first time using Rover, and Maria was so accommodating with a last minute request to watch our dog, Zolie. We felt so comfortable leaving her with Maria as she has experience with reactive dogs. We would definitely love to work with her again!

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Clare H.
Sitter Profile Image: Samantha N.
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Samantha N.
Star Sitter
$95
total per night
5.0 out of 5 stars
31 reviews
3 repeat clients
5 years of experience
Salem, MA, 01970

Sam was an amazing sitter for our 3 dogs and they loved her company so much. She watched the dogs while we had to travel far for a concert and she kept them loved and entertained until we returned. She is kind, sweet and clearly loves our dogs. She updated us with photos and kept us up to date frequently. We will hire her again without question!

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Aurelio D.
Sitter Profile Image: Matthew V.
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Matthew V.
Star Sitter
$144
total per night
5.0 out of 5 stars
73 reviews
10 repeat clients
25 years of experience
Topsfield, MA, 01983

We couldn’t say enough great things about Matt! He was beyond awesome. Not only did he take great care of our pups, communicate every step of the way but he also helped do some odds and ends around the house. We would highly recommend using Matt for your pup needs!

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Chandler F.
Sitter Profile Image: Isabella K.
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Isabella K.
$36
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Beverly, MA, 01915

We are very happy with the care Bella provided for Sonny when she spent the day/evening at our home. She genuinely loves dogs & quickly formed a bond with our little guy. We have already booked Bella for another stay and will continue to depend on her kind, loving & responsible pet care services!

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Kimberly D.
Sitter Profile Image: Natali S.
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Natali S.
$128
total per night
5.0 out of 5 stars
36 reviews
5 repeat clients
28 years of experience
Lynn, MA, 01902

About: I've had pets my whole life, so caring for them has always come naturally to me. I treat every pet like they're my own and understand how important it is for owners to feel at ease while they're away. I've helped friends and family with their pets over the years, and I know every animal has their own personality and comfort level. My goal is always to make pets feel safe, comfortable, and cared for while giving owners peace of mind. Since I work from home, pets are rarely left alone and receive plenty of supervision, attention, and potty breaks throughout the day. Whether your pet is working on potty training, crate training, or following a specific routine, I’m happy to help keep things consistent while they’re in my care. I provide a safe, clean, calm, and smoke-free environment. While I don’t have a fenced yard, dogs receive regular walks, potty breaks, and exercise based on their individual needs and energy levels. For privacy and safety reasons, I don’t offer home tours.

Sitter Profile Image: Meredith C.
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Meredith C.
Star Sitter
$73
total per night
5.0 out of 5 stars
52 reviews
18 repeat clients
9 years of experience
Marblehead, MA, 01945

We came back to a clean house and happy dogs, which is difficult because Coco is never happy with anyone. :) Coco must have had an especially good time, because she was in a very good mood. And my old lady, Maya, looked well cared for and clean, which is tough given her incontinence problems. The house looked well cared for as well. Meredith herself was extremely professional and responsive! I can’t recommend her enough!

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Grace K.
Sitter Profile Image: Lisa W.
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Lisa W.
$89
total per night
5.0 out of 5 stars
3 reviews
40 years of experience
Hamilton, MA, 01982

Lisa was wonderful and took great care of my super senior dog and my other two dogs!

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Amanda H.
Sitter Profile Image: Drew W.
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Drew W.
$84
total per night
18 years of experience
S. Hamilton, MA, 01982

About: I am great with all dogs. I love taking care of them and enjoy taking them for walks just to see how happy they are to be outside and exploring nature. Depending on your dogs personality, I would be happy to play with them or if they prefer to hangout more quietly I’ll cuddle up with them while I complete schoolwork or watch a movie. My family has had dogs my entire life so I have a lot of experience taking care of dogs. Additionally, If your dog likes playing with other dogs, I have two that love to play! I would be happy to take them with me for walks, and give them new friends (and more importantly help them get rid of all that energy). My dogs don’t travel with me all the time so if your dog isn’t a fan of others I’ll make sure to leave them at home. My hope is to give your dog attention that will make them feel safe and cared for when you are not around.

Sitter Profile Image: Rosa O.
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Rosa O.
$73
total per night
5.0 out of 5 stars
5 reviews
6 years of experience
Peabody, MA, 01960

About: “I stand out for my patience and dedication. I have experience taking care of dogs of all ages, from puppies that need training to older pets that require special attention. I always prioritize the safety, well-being and happiness of each animal, adapting to their individual needs. I also have experience taking care of the elderly. " "Pet care fits perfectly into my daily routine. I dedicate specific time for walks, feeding, games and supervision, making sure that each pet receives constant attention, exercise and affection, without affecting my other responsibilities." "When I take care of pets in my home, I create a safe, clean and comfortable environment, making sure they have fresh water, food, exercise and daily playtime. At the client's home, I follow all his specific instructions to maintain the pet's routine, respecting his habits and individual needs."

Sitter Profile Image: Tawny Y.
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Tawny Y.
$200
total per night
5.0 out of 5 stars
92 reviews
17 repeat clients
22 years of experience
Danvers, MA, 01923

About: I've had Cats all my life, and Dogs as long as I can remember! I worked my way up from Attendant to Supervisor at a local Veterinary Hospital I was at for 6 1/2 years. I had 15 Attendants working underneath me that I hired, scheduled and trained. I was in charge of Small and Large Breed boarding departments, Doggie Daycare, and cats as well. My duties consisted of Monitoring, Feeding, Medicating and exercising Boarding and Daycare Animals from Friendly to Aggressive and Puppies to Seniors. I now have an open schedule because I recently resigned from my 5 year Personal Care Assistant position caring for a human in hopes of putting myself through college by caring for Dogs, my passion! I do have 2 young boys so I’m only available for walks and drop-ins at this time while they are in school anywhere from about 9am through 2pm Mondays through Fridays while school is in session. I have a friendly 1 year old spayed female at home that I trained myself. She has a blast playing ball and going for our daily walks. I have the desire and the time to take care of your four legged besties! I love to exercise and get outside so I have the energy to keep up with your pet and tire them out. =)

Sitter Profile Image: Ephram A.
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Ephram A.
$17
total per night
4 years of experience
Wenham, MA, 01984

About: I have never taken care of another person's dog, but I love taking care of mine. I have experience training and taking care of my own dog, having taught her many tricks, and I have a good understanding of animals and how they behave. I have lots of free time this summer, so my schedule is very open during the day all days of the week! I am willing and open to watching pets for a full day, especially if it is close by! I am very proactive in taking care of pets, and I am very diligent about making sure my pets are healthy and are getting all the resources they need. In case of emergency, I am good at improvising on the fly, but you can also expect full and direct communication from me on anything amiss.

Sitter Profile Image: Katie G.
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Katie G.
Star Sitter
$167
total per night
5.0 out of 5 stars
68 reviews
19 repeat clients
15 years of experience
Marblehead, MA, 01945

Katie took excellent of our dog. He had special feeding requirements, supplements and medicines that needed to be given at specific times. She met his needs, communicated clearly and overall was a true pet care professional.

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Jennifer M.
Sitter Profile Image: Susana K.
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Susana K.
$36
total per night
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
salem, MA, 01970

About: I first discovered my passion for animal care in fifth grade when I brought home and later adopted my class pet, Spot, an anole lizard who remained with our family for two years. Since then, I have continued developing hands-on experience caring for animals, including working with reactive dogs. During the pandemic, my family adopted our dog Henry, and through that experience I gained valuable insight into supporting dogs with anxiety and learning effective, patient approaches to behavioral management. I currently have full availability for the summer and am flexible in accommodating a wide range of pet care needs, including daytime, evening, and weekend care. I prioritize clear and consistent communication with pet owners to ensure I fully understand each pet’s individual needs and routine. My goal is to provide attentive, reliable care and make sure every pet is safe, comfortable, and receiving the highest quality care possible.

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

Pet parents share their Rover experiences - Wenham

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5.0 out of 5 stars

Sophia was wonderful! Even though our kitty rarely made an appearance (very shy) I felt at ease knowing that Sophia was checking in on her. I would 100% use Sophia again!

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Emily G.
House Sitting
5.0 out of 5 stars

Lauren was wonderful with my two cats. One in particular can be hard to win over and she warmed right up to her. She was very thoughtful and responsive. I highly recommend.

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Marjory R.
House Sitting
5.0 out of 5 stars

We had a fantastic experience with Leah! She stayed in our home to watch our pup, Candy, and we couldn’t have asked for a better sitter. Leah was incredibly communicative throughout the entire stay, providing frequent updates that gave us total peace of mind. Candy was well-cared for and clearly happy, and we returned home to find everything in perfect order. It’s such a relief to find someone who treats both your pet and your home with such care and respect. We would absolutely book with her again and highly recommend her to anyone looking for a reliable and thoughtful pet sitter!

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Nicolle D.
House Sitting
5.0 out of 5 stars

Leah is an amazing sitter! She took wonderful care of our dog, kept us updated, and went above and beyond. We came home to a very happy pup. Highly recommend and will definitely rebook!

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Emma C.
House Sitting
5.0 out of 5 stars

Kathrine is such a professional, I knew from the moment she walked in that she was prepared to learn everything about my dog and home in order to best care for him. We were so pleased! She communicates frequently, sent happy pics of our pup, and took good care of our home while we were away. Would definitely use her again!

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Lori M.
House Sitting
5.0 out of 5 stars

Best sitter we have had so far We highly recommend Olivia for the concern and care she gave our 3 dogs including a special need Frenchie She constantly provided us with updates and photos to keep us informed We were very lucky that she was available on short notice

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Judy F.
House Sitting
5.0 out of 5 stars

Alexa was so so so so nice and very excited to house sit Spencer and she is willing to dog sit him again!! She had a nice time with Spencer!! I highly recommend people to request her

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Collin B.
House Sitting
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Popular requests for house sitting - Wenham

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wenham average 4
repeat house sitting clients

FAQs for House Sitting - Wenham

Frequently asked questions about Rover

The average cost for House Sitting in Wenham on Rover is $99.9 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 5,908 sitters on Rover offering House Sitting across Wenham. 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 Wenham 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 Wenham 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 Wenham 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 Wenham. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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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