House Sitting Chester

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Chester, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Andrea L.
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Andrea L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
70 reviews
29 repeat clients
33 years of experience
Manchester, NH, 03101

Andrea was able to watch our dogs very last minute before Labor Day. Very seamless. Great communication and dogs enjoyed her around. Will definitely use again in the future.

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Jonathan G.
Sitter Profile Image: Erin M.
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Erin M.
from
$75
per night
5.0 out of 5 stars
36 reviews
8 repeat clients
20 years of experience
Hampstead, NH, 03841

Erin is always responsible and reliable while dog sitting at our home. She is very respectful of our space and takes great care of our pup. We will continue to reach out her when we are in need.

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Marielle M.
Sitter Profile Image: Sarah G.
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Sarah G.
from
$65
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Manchester, NH, 03103

Again, Sarah was wonderful in taking care of Lucy. She was available for my last minute request and managed everything well. She even watered my plants! Sarah always goes above and beyond. Lucy always seems very happy and content upon my return. I would highly recommend her.

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Kelly G.
Sitter Profile Image: Christine L.
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Christine L.
from
$70
per night
5.0 out of 5 stars
12 reviews
1 repeat client
40 years of experience
Londonderry, NH, 03053

Christine is a fantastic housesitter/petsitter! She took great care of our 14 yr. old Cavalier King Charles. She sent us cute photos of our dog throughout our 6 day vacation. She also kept us abreast of household matters. Upon our return we found the house in order. We recommend her and plan to request her services again!

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Eric S.
Sitter Profile Image: John V.
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John V.
from
$65
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Raymond, NH, 03077

About: I have had 2 dogs for the last 6 years although one recently passed and have helped out with dogs since I was 16. Not great with cats but could watch it needed. I can administer medication as well as I had to for my dog. Monday and Friday I can use my lunch break for a visit, middle of the week days , I am available after 3, weekends are wide open I have a fenced in yard with plenty of space and our dog cannoli is very very friendly and will love to have a friend. She is up to date with all vaccinations.

Sitter Profile Image: Erin M.
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Erin M.
from
$72
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
25 years of experience
Raymond, NH, 03077

We recently had Erin stay at our house with our cat while we were out of town. She gave frequent updates and photos. We came home to a happy cat and immaculate home. Would definitely book Erin again!

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Laura G.
Sitter Profile Image: Keirsten M.
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Keirsten M.
Star Sitter
from
$95
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
13 years of experience
Londonderry, NH, 03053

Keirsten was great with my dog Odin. He can be reactive on leash and so we are cautious when having new sitters. Keirsten followed our instructions closely and made sure we were comfortable which was so appreciated!

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Julia L.
Sitter Profile Image: Christopher & Erin M.
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Christopher & Erin M.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
13 years of experience
Auburn, NH, 03032

About: We treat animals as parents would with a child. It's all about knowing that every creature has a personality of their own and taking the appropriate approach for positive behavior and training. We work full-time, yet we make time for evening walks with our youngest dog (if the temperature is bearable). On the weekends, we take her for 1-2 walks within the two days. Late Spring to mid Fall is the best time for outdoor fun. We have another older dog that is crate trained if they need to be caged in because of visitors. If a dog is trained well enough to not run off, we do have a wide open backyard they can run around in.

Sitter Profile Image: Cheryl G.
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Cheryl G.
from
$45
per night
45 years of experience
Windham, NH, 03087

About: I have been helping care for pets since I was a young child. I grew up with pets and pet responsibilities. The love that I have for my pets crosses over to the love that I will bring for your pet. Pet sitting is currently my primary focus. This allows me to have greater flexibility in my schedule and more time to take care of your pets. Great care and concern for your pet is emphasized as well as open communication with you while your pet is in my care. Your concerns are my concerns when it comes to the safety and care of your pets.

Sitter Profile Image: Benjamin D.
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Benjamin D.
from
$75
per night
5.0 out of 5 stars
65 reviews
15 repeat clients
32 years of experience
Derry, NH, 03038

Benjamin was a wonderful dog-sitter! He was very easy to communicate with, was attentive and on top of our dog's needs, and became our dog's best friend when we were gone!

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Bryce W.
Sitter Profile Image: Tiffany W.
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Tiffany W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
73 reviews
31 repeat clients
20 years of experience
Manchester, NH, 03109

Tiffany was great! Our pets had never stayed with anyone except family and she agreed to do a meet and greet with us first to ease our minds. She took everything we said seriously and didn’t make us feel like crazy pet parents! Came back to very happy animals. Will definitely book with her again in the future.

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Katie B.
Sitter Profile Image: Becky S.
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Becky S.
from
$50
per night
4.8 out of 5 stars
36 reviews
10 repeat clients
31 years of experience
Litchfield, NH, 03052

Becky was so great with Chloe! Chloe loved her immediately and felt very comfortable with her! We appreciate Becky spending the time with Chloe!

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Megan R.
Sitter Profile Image: Mikayla H.
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Mikayla H.
from
$60
per night
5.0 out of 5 stars
55 reviews
18 repeat clients
1 year of experience
Nashua, NH, 03063

Mikayla stayed with our active Jack Russell for 2 weeks while we were away. I never worried about our pup, knowing that she was being taken care of and played with. Mikayla shared updates and pictures, and answered promptly when I checked in with her. I recommend her without hesitation, we have never been so at ease while away.

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Terry N.
Sitter Profile Image: Trie M.
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Trie M.
from
$75
per night
5.0 out of 5 stars
9 reviews
1 repeat client
20 years of experience
East Derry, NH, 03041

We couldn’t be more grateful for the amazing care Trie provided for our 13-year-old Maltipoo. He has a tough time with separation anxiety and often struggles with eating when we're away, but Trie was absolutely incredible with him. She stayed by his side, took him on several walks a day, and knew exactly how to encourage him to eat. Trie sent us frequent updates and lots of photos, which gave us so much peace of mind. For the first time, we were able to truly relax on vacation knowing our fur baby was in such loving hands. She is incredibly sweet, gentle, kind, and attentive — exactly the kind of person you’d hope to find to care for your pet. We’ll definitely be booking with her again for any future travel!

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Peggy T.
Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
63 reviews
21 repeat clients
35 years of experience
Manchester, NH, 03103

We loved Lindsay! She responded right away. She came over to meet our dogs. She was professional, respectful and treated our dogs like they were her own. She sent us pictures of them while we were gone. She made it easy for us to enjoy our weekend away knowing she was taking care of them. We highly recommend Lindsay!

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Richard C.
Sitter Profile Image: Indigo T.
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Indigo T.
Star Sitter
from
$38
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Nashua, NH, 03064

Indigo was able to sit on short notice when another sitter left a weeks long stay early. They were prompt and communicative and helped me in a touch situation. I had peace of mind knowing that my pets were well cared for.

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Julia K.
Sitter Profile Image: Anthony D.
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Anthony D.
Star Sitter
from
$32
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
25 years of experience
Manchester, NH, 03101

Tony took such good care of our baby! He sent photos and updates. He was super communicative about their walks, feeding times, and made us feel like Reba was fully taken good care of! Thanks Tony!

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Savannah B.
Sitter Profile Image: Allison M.
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Allison M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
47 reviews
20 repeat clients
6 years of experience
Derry, NH, 03038

Allison was truly a blessing and if I ever need this service again, I will absolutely contact her! This was my first time ever leaving for multiple days and our planned sitter (a friend of ours) fell through shortly before our trip. Allison gave us the peace of mind that our dog's would be taken care of. She stayed with them for more time than I had even dared hope for and sent us regular updates. She was transparent, responsible, respectful and kind. Upon our return it was obvious that our dogs missed us but it was also obvious that they had been well cared for and treated with nothing but love and kindness. I can't possibly be even more thankful than I am.

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Natasha C.
Sitter Profile Image: Katherine B.
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Katherine B.
from
$55
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
15 years of experience
Newfields, NH, 03856

Katherine was great - she stayed overnight at our house and she took great care of our animals and house. She kept us updated with pictures and videos of all the animals. She was very flexible when we were returning home and her communication was overall excellent. We'd highly recommend her to anyone looking for someone to care for their animals!

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Casey D.
Sitter Profile Image: Elly S.
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Elly S.
from
$75
per night
4.9 out of 5 stars
42 reviews
18 repeat clients
27 years of experience
Manchester, NH, 03104

Elly was great, flexible, and super responsive! Provided a lot of pictures and updates on our pups. Will definitely use her again in the future!

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Ashni B.
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The median cost per night for house sitting in Chester is $65

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.

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

    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

Popular requests for house sitting - Chester

Select a filter and find qualifying sitters offering house sitting.

Sitters in Chester average 4
repeat house sitting clients

FAQs for House Sitting - Chester

Frequently asked questions about Rover

As of August 2026, there are 1,681 sitters on Rover offering House Sitting across Chester. 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 Chester 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 Chester 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 Chester 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 Chester. On Rover:

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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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