House Sitting Gloucester

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

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Over 69
pet parents in Gloucester have booked house sitting

Gloucester, 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: Wiktoria P.
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Wiktoria P.
Star Sitter
$111
total per night
4.9 out of 5 stars
19 reviews
6 repeat clients
3 years of experience
Gloucester, MA, 01930

Wiktoria was great. She stayed at my cottage with my big dog (~100 lbs) for a weekend. I received updates through the weekend and went above & beyond to ensure Monty had a good time. Came back to a happy dog and clean cottage.

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David G.
Sitter Profile Image: Jessica B.
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Jessica B.
$34
total per night
5.0 out of 5 stars
7 reviews
2 repeat clients
16 years of experience
Gloucester, MA, 01930

Jessica is a dog-whisperer! Our dog Timba immediately fell in love with her. Jessica looked after our two "shell-shocked" dogs with love and care. They have recently been transplanted from abroad and have had a hard time living in a more "socialized"environment. Jessica's dog expertise offered them a calming caretaker and allowed them to settle into a new relationship over a couple of days. We are very happy to have found Jessica and highly recommend her.

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Erica D.
Sitter Profile Image: Crystal Z.
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Crystal Z.
Star Sitter
$50
total per night
5.0 out of 5 stars
36 reviews
14 repeat clients
30 years of experience
Gloucester, MA, 01930

Crystal was able to help me on short notice and even was able to stay a bit longer when I was in a bit of a pickle.

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Mirek K.
Sitter Profile Image: Carol P.
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Carol P.
$84
total per night
4.7 out of 5 stars
16 reviews
1 repeat client
35 years of experience
Gloucester, MA, 01930

Carol was fantastic. She stayed in our house for 3 nights and gave us daily updates with videos, pictures, and audio messages. She did a great job taking care of the creatures (including a high energy 7 month old puppy) and leaving the house clean. We highly recommend her!

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Casey D.
Sitter Profile Image: Lauren D.
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Lauren D.
$50
total per night
5.0 out of 5 stars
23 reviews
6 repeat clients
20 years of experience
Hamilton, MA, 01982

This is our second time having Lauren watch our two dogs. She is a wonderful houseguest. We will definitely reach out again in the future. It's nice to know our dogs are taken care of while we are out of town.

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Tiffany M.
Sitter Profile Image: Jacquelyn R.
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Jacquelyn R.
$67
total per night
5.0 out of 5 stars
60 reviews
9 repeat clients
13 years of experience
Gloucester, MA, 01930

Jacquelyn did a wonderful job caring for our dog, who has some nervous tendencies. She sent tons of updates and we came home to a spotless house. We will definitely use her again. Thank you Jacquelyn!

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Allie T.
Sitter Profile Image: Matthew E.
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Matthew E.
$89
total per night
5.0 out of 5 stars
88 reviews
41 repeat clients
15 years of experience
Gloucester, MA, 01930

We can’t thank Matt enough for taking care of our two babies while we were away for the week. He sent daily updates with pictures and our pups were sooo happy! 100% recommend and we will definitely be using his services again. He also stayed with them in our home and left the place spotless! Thank you so much, Matt!

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Mycol W.
Sitter Profile Image: Tatum P.
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Tatum P.
$49
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Beverly, MA, 01915

About: I have worked at a cat boarding facility for the better part of five years. I have many pets and experience with the following; medicine administration, injecting insulin, monitoring the cats’ health and appetite, cleaning, and making sure each and every cat got the adequate attention they needed. In addition to this I have also pet sat for dogs and cats for years. Most of customers were regulars and I got to get to know each animal very well. I have also had both a dog and a cat my whole life, so I know what it is like to not only constantly care for a pet, but also love and worry about them, which is why I take such pride in ensuring my customers have complete peace knowing I will care for their pets! I am a college student and am available most afternoons, but have more freedoms Tuesdays, Thursdays, and the weekends. My schedule can be very flexible though. My main concern in caring for pets is their health and safety. I will always make sure they are doing well and have all the care they need in that aspect. I also will make sure they are happy and receiving the attention from me they need. I will always follow any and all instructions left on caring for pets.

Sitter Profile Image: Kara W.
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Kara W.
$139
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
11 years of experience
Manchester-by-the-Sea, MA, 01944

Kara did a very nice job sitting for our two dogs at our house. Dogs were well taken care of, and the house was in perfect shape on our return. We will definitely use Kara again. Bob

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Robert S.
Sitter Profile Image: Susan W.
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Susan W.
$70
total per night
5.0 out of 5 stars
6 reviews
10 years of experience
Rockport, MA, 01966

About: I adore both cats and dogs and love opportunities to spend time with them. I have over ten + years of experience taking care of both. I also have experience taking care of pets in their senior years. I love the outdoors and I am very active, I want nothing more to enjoy the outdoors with a fur friend! I am available for house and pet sitting. I work in a restaurant a few nights a week, so I have all day until about 3pm for long walks and playing. I deeply care for animals well being, I do everything I can to make sure pets get enough attention, care and love while their owners are away. I have also been a caretaker for an estate for 12 years so I have a lot of valuable experience in basic home care and maintenance. I was also a farmer so I have your plants under control as well!

Sitter Profile Image: Molly C.
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Molly C.
$36
total per night
22 years of experience
Ipswich, MA, 01938

About: I worked at the Ipswich Animal Shelter for 6 years and have extensive experience caring for animals of all ages. I’ve always owned cats, from kittens to seniors, and am very comfortable caring for cats of all ages and temperaments! I’ve also lived with dogs throughout my life and have cared for friends’ and relatives’ pets while they were away. My experience includes walking, feeding, bathing, and administering medications for both dogs and cats when needed. I’m a huge animal lover and treat every pet like they’re my own. My goal is always to make pets feel safe, comfortable, and well cared for while you’re away. I currently have open availability Monday through Friday, which gives me the flexibility to prioritize pet care throughout the week, including walks, visits, and in-home sitting. I’m also able to accommodate weekends when needed with advanced notice. I always care for pets as if they were my own and consistently follow their established routines as closely as possible! In a client’s home, I make sure feeding, walks, litter boxes, playtime, and any medications are handled on schedule, while also keeping their environment clean, calm, and comfortable. I pay close attention to each pet’s personality and needs, whether that means giving dogs plenty of exercise and enrichment or providing cats with patience, quiet time, and space to adjust at their own pace. I also prioritize communication with pet parents and provide updates so they feel confident their pets are happy, safe, and well cared for while they’re away.

Sitter Profile Image: Myleigh O.
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Myleigh O.
$111
total per night
4.7 out of 5 stars
17 reviews
3 repeat clients
7 years of experience
Gloucester, MA, 01930

About: I grew up in a household that always had pets which made me adore them! I’ve cared for dogs, cats, Guinea pigs and even rats so I understand the importance of your pets health and wellness. I’m usually always available and I have plenty of time for potty breaks and play as I am an online student working towards acquiring my GED. My #1 priority is making sure your pet gets the absolute best best care while you are away. When taken out to play he/she will always be fenced in at dog park or in yard. I will give text updates/pictures. Client can call/ text at all times to check up. I Will always respect the clients wishes.

Sitter Profile Image: Matthew V.
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Matthew V.
Star Sitter
$88
total per night
5.0 out of 5 stars
65 reviews
10 repeat clients
25 years of experience
Salem, MA, 01970

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: Kerry G.
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Kerry G.
$67
total per night
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Manchester, MA, 01944

Kerry was absolutely amazing with our pup and seems like just an awesome human all around. We came home after a long day out with young kids to a happy and well exercised pup and even a cleaned up kitchen!

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Kate M.
Sitter Profile Image: Henry G.
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Henry G.
Star Sitter
$56
total per night
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Wenham, MA, 01984

Henry was a perfect fit for my two little dogs and cat! He made sure to ask about any instructions, sent photographs to reassure they were being cared for, and managed to befriend two nervous pups quite quickly!!

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Alan E.
Sitter Profile Image: Annabella I.
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Annabella I.
$78
total per night
19 years of experience
Ipswich, MA, 01938

About: I absolutely love dogs. I have cared for my own dog my whole life, and he is my world! I will care for yours the same way! I am a student and have plenty of time on weekends and between classes to care for and walk the pups! I love walks too! I will cater to whatever specific needs or requests you have. My schedule is very flexible as well so just let me know what you need and I can help you!

Sitter Profile Image: Isabella K.
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Isabella K.
$36
total per night
5.0 out of 5 stars
2 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: Lila M.
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Lila M.
$111
total per night
5.0 out of 5 stars
14 reviews
2 repeat clients
16 years of experience
Gloucester, MA, 01930

Lila was wonderful with our newly adopted adult dog. We were nervous to leave Una alone for the first time since adopting her. On very short notice, Lila came over to meet Una and make sure she had all of the information needed to ensure a positive experience for her. She sent us photos and showed Una lots of affection so that when we returned, Una was relaxed and happy. Thank you, Lila! We very highly recommend your petsitting services!

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Caitlin S.
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
4 repeat clients
8 years of experience
Topsfield, MA, 01983

Jacklyn was amazing! I was very nervous that my dog would be scared, and Jak put me at ease with great communication and videos. She was able to get my shy dog to warm up to her, through cuddles, frequent play sessions, and time outside. She definitely knows how to work with animals and I would recommend her!

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Claire S.
Sitter Profile Image: Hannah K.
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Hannah K.
$111
total per night
5.0 out of 5 stars
2 reviews
10 years of experience
Gloucester, MA, 01930

About: I can take your dog on a short walk or can take your dog on longer walks such as hiking or going to the beach where they will get lots of exercise and/or socialization if needed. You won’t have to worry if your furry companion is lonely or bored when they are in my care! I love getting to know each individual dog and will cater to their specific needs. I have previous experience house sitting, dog walking, and making drop-in visits from my own business I started. I have a B.S. in Equine Studies, which has given me knowledge of basic small and large animal health, nutrition, diseases, and care. I have my own 2 year old Lab mix named Rory so dealing with puppies or energetic dogs is no problem for me! I can also provide longer visits at the home for those families who are away long periods of time during the day and want their furry friends to have a few hours of socialization. I offer this at a specialized rate, for about 2-3 hours at a time.

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

Pet parents share their Rover experiences - Gloucester

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5.0 out of 5 stars

She came at the very last minute! My dog sitter had canceled last minute and I had to find another with only 45 minutes till my train was leaving and she replied and came right over. Very good with both my dogs.

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Kirstin Elaine M.
House Sitting
5.0 out of 5 stars

Jessica is a dog-whisperer! Our dog Timba immediately fell in love with her. Jessica looked after our two "shell-shocked" dogs with love and care. They have recently been transplanted from abroad and have had a hard time living in a more "socialized"environment. Jessica's dog expertise offered them a calming caretaker and allowed them to settle into a new relationship over a couple of days. We are very happy to have found Jessica and highly recommend her.

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Erica D.
House Sitting
5.0 out of 5 stars

Carol was fantastic. She stayed in our house for 3 nights and gave us daily updates with videos, pictures, and audio messages. She did a great job taking care of the creatures (including a high energy 7 month old puppy) and leaving the house clean. We highly recommend her!

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Casey D.
House Sitting
5.0 out of 5 stars

Sophie was so great taking care of our 4.5 month old puppy and our cat! She sent me tons of pictures and updated me along the way. She took poppy on long walks and to the beach to make sure she had plenty of exercise. She was very neat and left the house in great condition. We also booked Sophie last minute and she was able to come over and meet Wilksy and poppy before the wknd. Couldn’t recommend her enough!

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Carli S.
House Sitting
5.0 out of 5 stars

Crystal was able to help me on short notice and even was able to stay a bit longer when I was in a bit of a pickle.

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Mirek K.
House Sitting
5.0 out of 5 stars

Julianne took great care of our senior dog for three nights at her home. She easily managed his meds, gave him the good spot on the couch, and was accommodating with pick up and drop off times. We look forward to having her take care of him again sometime soon.

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Jennifer K.
House Sitting
5.0 out of 5 stars

Carla handled my sometimes sensitive dog, Charley, very well and left the house ship-shape. She even left some art work of Charley! I am grateful for the service she provided and would definitely use her again.

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

How Rover works

  1. 1. Search

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Sitters in Gloucester average 4
repeat house sitting clients

FAQs for House Sitting - Gloucester

Frequently asked questions about Rover

The average cost for House Sitting in Gloucester on Rover is $59.94 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 4,329 sitters on Rover offering House Sitting across Gloucester. 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 Gloucester 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 Gloucester 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 Gloucester 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 Gloucester. On Rover:

  • 91% of sitters can help with special care needs
  • 97% 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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