House Sitting in Lakeville

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

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Top rated Lakeville house sitters

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: Megan M.
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Megan M.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Salisbury, CT, 06068

About: I love all kinds of nature and wildlife, but especially dogs, cats, and reptiles! I have experience handling many kinds of animals through my biology research, and I also trained my own puppy! I'm in the northwest corner of CT for the summer before I move out west to start my PhD in biology (did I mention I love animals?). I'd love to meet your pets while I'm around! I’m currently working part-time and have lots of flexibility to stop by for walks, especially during weekdays. My schedule is very easy to work around. I love being outside and would be happy to take your dog on walks or hikes in the area. I’m also happy to stop by and play with your pets or just give them some love!

Sitter Profile Image: Sydney R.
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Sydney R.
from
$50
per night
5.0 out of 5 stars
3 reviews
12 years of experience
Great Barrington, MA, 01230

Sydney was completely wonderful! Our dogs loved their time with her. She took Louie on a hike and on several walks in a nearby woods. She sent us photos of them , both on walks and when hanging out together. It was clear that she had done everything that we had asked- and much more.

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Marie R.
Sitter Profile Image: Katie O.
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Katie O.
Star Sitter
from
$75
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

Katie was absolutely lovely, and the pets got on with her really well. She sent through updates and photos, and made sure we felt comfortable (all on a holiday, too!) -- thank you Katie!

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Austen W.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$68
per night
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Pine Plains, NY, 12567

About: Animals have been a part of my life forever, and caring for them isn’t a job for me — it’s truly a passion. I’ve owned animals my entire life and currently have four dogs, who are very much like my kids. I understand how important trust, consistency, and love are when someone is coming into your home to care for your pet. I specialize in drop-in visits and dog walking, making sure your pets get the attention, exercise, and companionship they need while you’re away. Whether that’s a refreshing walk, playtime, feeding, litter box care, or just some extra cuddles and reassurance, I treat every visit as if it were my own pet. I’m also a mom to three girls who absolutely adore cats and dogs and have grown up learning how to be gentle, respectful, and loving with animals of all personalities. My goal is simple: to give you peace of mind and make sure your pets feel safe, loved, and happy in their own home. When I visit, your pets aren’t just being checked on — they’re being genuinely cared for. ❤️🐶🐱 I am of mom of 3 school aged girls! Mid day walks are my speciality! During school days off- I have little helpers that love playing with dogs and cats! (With your approval, of course!) I offer drop ins and overnight care when requested. Dogs are always happiest in their own homes. I have 4 dogs , and can accommodate 1-2 more depending on size and temperament.

Sitter Profile Image: Kelly H.
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Kelly H.
from
$125
per night
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

We are so grateful to have found Kelly and Nabil! They are incredibly attentive, caring, and down to earth. We are already planning another trip knowing our dog will have such amazing care.

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Joey W.
Sitter Profile Image: Arsen S.
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Arsen S.
from
$50
per night
5.0 out of 5 stars
1 review
5 years of experience
Annandale, NY, 12504

Arsen and Sophia did a great job. They communicated well, sent funny pics and we returned to a calm dog who clearly liked them and was sad to see them leave. House was clean. Would hire them again anytime.

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Marnie T.
Sitter Profile Image: Sofia S.
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Sofia S.
from
$39
per night
5.0 out of 5 stars
11 reviews
1 repeat client
3 years of experience
Annandale-on-Hudson, NY, 12504

Sofia was very communicative throughout the day and kept us updated, which gave us peace of mind. Most importantly, she got along really well with our dog, and he seemed very comfortable and happy with her. We would definitely recommend her!

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Betty C.
Sitter Profile Image: Emily F.
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Emily F.
from
$100
per night
5.0 out of 5 stars
9 reviews
1 repeat client
13 years of experience
Elizaville, NY, 12523

We recently hired Emily to stay overnight with our two dogs and our super senior cat while we were out of town. We’re very careful and selective about who cares for our pets, so it says a lot that we felt very comfortable with her. Emily was attentive, reliable, and followed our requested schedule — from feeding timelines to bathroom breaks and walks. She was great about keeping us informed and sent pictures throughout her stay. It was clear she genuinely cared about our animals and took her responsibility seriously. When we returned home, we could tell our pets were well cared for. As a thoughtful touch, she even left homemade biscuits for us, which was incredibly kind. We would absolutely trust her with our pets again.

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Anthony E.
Sitter Profile Image: Margaret S.
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Margaret S.
from
$45
per night
5.0 out of 5 stars
10 reviews
1 repeat client
17 years of experience
Wappingers Falls, NY, 12590

We had a wonderful experience with our pet sitter Margaret! She took excellent care of my dog, Otto, and made sure he was happy, comfortable, and well-loved while I was traveling. I really appreciated the regular updates with pictures and great communication—it gave me so much peace of mind. Highly recommend to anyone looking for a reliable, responsible, kind and caring pet sitter!

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Vanessa R.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$150
per night
4.9 out of 5 stars
94 reviews
32 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine is a down-to-earth person who is easy to talk with and pays attention to important details. At our meet & greet, she asked good questions that reflected her experience and commitment to making both pets and their owners feel comfortable with her. My young adult cat Suki had never been left alone with someone she didn’t already know. In my absence, however, Christine eased her way into Suki’s territory by setting the right balance between showing her some quiet attention and giving her the time and space she needed to adjust and come out of her shell. The photos Christine sent me proved that once she had won Suki over, the little kitty was her sweet, affectionate self and the two of them had a delightful time together! I will be asking Christine to Suki-sit in my house again!

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Carena P.
Sitter Profile Image: Elishamaria R.
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Elishamaria R.
Star Sitter
from
$95
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Catskill, NY, 12414

Elisha was great. She wasn't intimidated by Arlo's epilepsy which was a huge relief to me. She seemed immediately at ease with the boys and they with her. When I got home my dogs were calm, happy and not anxious so I could tell that they were indeed comfortable with her. I will definitely book with Elisha again.

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Sharon P.
Sitter Profile Image: Angelica R.
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Angelica R.
from
$95
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Stanfordville, NY, 12581

Angie did a great job watching our two dogs. She updated us often and sent lots of great photos. She was a great house guest and we look forward to having her watch our pups again.

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Jane L.
Sitter Profile Image: Jesse R.
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Jesse R.
from
$150
per night
5.0 out of 5 stars
25 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

Jesse is THE BEST. After requesting the booking, he came out to meet us and our two boys, taking his own personal time to make sure it was a good fit. During his stay, he kept us informed with pictures and notes on the pups. He left our house just as he found it and, most important, we came home to 2 happy, sleepy dogs, tired after a vacation of their own! Jesse is reliable and incredibly knowledgeable and hardworking. Can’t wait to have him back!

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Judith C P.
Sitter Profile Image: Nicole R.
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Nicole R.
from
$105
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
20 years of experience
Elizaville, NY, 12523

Nicole is kind, responsive and attentive. She did a great job staying at my house with my dogs while I was traveling. Nicole sent me photos and updates, including playing ball with my high energy bernadoodle! The house was clean when I returned which I really appreciate. I will definitely book Nicole again!

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Tamar B.
Sitter Profile Image: Katherine C.
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Katherine C.
from
$100
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Torrington, CT, 06790

Katherine did a great job with our Toby! He's a little shy around other people but he warmed up to her fast! We will definitely be asking her to watch Toby again!!

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Izabel R.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$160
per night
5.0 out of 5 stars
274 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice- you’re so lovely and kind. We haven’t worked with you yet but already know that our boy Buster will be in great hands under your care.

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Sharon L.
Sitter Profile Image: Ashley A.
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Ashley A.
from
$40
per night
4.9 out of 5 stars
38 reviews
9 repeat clients
10 years of experience
Salisbury, CT, 06039

About: Hi y'all! I am an all around animal lover. My girls and I take any dogs that we are watching on walks with us every night, we have lots of fun. Pets are allowed on the furniture, unless you state explicitly state you don't want them to be. I prefer not to kennel overnight, but there are always exceptions to the rule! I am able to help with puppies and older pups alike; age is not an issue. Please ask any questions you may have for me, thank you so much we can’t wait to meet you! I am currently working part time but I am always available for nightly drop ins or for any early morning stops on my way in. I am always respectful of your safety protocols, gates are always double and triple checked, doors are always checked to be shut correctly. Food and water levels are consistently monitored. Instructions are always followed to the letter.

Sitter Profile Image: Stacey G.
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Stacey G.
from
$120
per night
5.0 out of 5 stars
30 reviews
6 repeat clients
15 years of experience
Winsted, CT, 06098

Stacey was wonderful! She was so easy to communicate with ahead of watching our dog and was also super self sufficient around our house. There was a bad storm when she was scheduled to watch our dog and we live in a pretty remote area and she had zero complaints. She was fantastic all around!

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Emily M.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$32
per night
30 years of experience
Thomaston, CT, 06787

About: I’ve always been comfortable with dogs of all types. I grew up with dogs and have spent my whole life around animals, so caring for them feels natural to me. I’m calm, confident, and make sure to adjust to each dog’s individual needs so they feel safe, understood, and well cared for. I work full‑time during the day, but I’m available in the early mornings and evenings to take care of your pet. That gives me plenty of time for feeding, walks, playtime, or whatever they need before and after work. Mondays are my completely open day, so I’m available all day then for longer visits or extra care. My goal is to ensure your pet feels genuinely cared for. I pay close attention to their routine and what they need, and I make sure they stay comfortable, happy, and relaxed the whole time they’re with me.

Sitter Profile Image: Lindsay D.
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Lindsay D.
from
$85
per night
4.6 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Sharon, CT, 06069

About: Please note: Pricing can be flexible depending on the situation, length of stay, and number of pets. I’m always happy to talk through the details! I’ve been pet sitting for over 15 years and animals have always been a huge part of my life. I’m one of those people who naturally gravitates toward dogs wherever I go. I also have six dogs of my own (including large breeds), so managing different personalities, routines, and energy levels is something I’m very comfortable with. These days I focus on in-home pet sitting, because most pets are happiest staying in their own space and keeping their normal routine. I know how hard it can be to leave your animals when you travel, so my goal is always to make it feel like they’re just hanging out with a friend who loves dogs as much as you do. I have experience with dogs of all breeds, sizes, and ages — from energetic young pups to seniors who need a little extra patience and care. I’m also comfortable administering medications and following detailed instructions to make sure everything stays consistent while you’re away. I’m very attentive and tend to get pretty attached to the animals I care for. I’ll send regular updates and photos so you can relax knowing your pets are happy, safe, and getting lots of attention while you’re gone. If you’re looking for someone experienced, reliable, and genuinely excited to spend time with your pets, I’d love to connect. Pet care is part of our everyday life! My wife and I both work remotely about 90% of the week, which gives us plenty of time and flexibility to care for our own six dogs — and any visiting pets, too. Our days naturally revolve around feeding, walks, playtime, and snuggles, so incorporating other pets into that rhythm fits right in. In our home, pets are treated like family. We have a spacious, safe property with fenced areas for play and exercise, and we keep routines consistent with what each pet is used to, including feeding schedules, walks, and downtime. Since my wife and I both work from home most of the week, someone is almost always here to give attention and care. For client homes, I follow your pet’s normal routine as closely as possible - from meals and walks to playtime and cuddles - to keep them comfortable and stress-free in their own environment.

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Over 6
pet parents in Lakeville have booked house sitting

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Lakeville is $70

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 house 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.

Sitters in Lakeville average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Lakeville on Rover as of Jun 2026 was about $70 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Lakeville house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 161 house sitters in Lakeville. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 83% of Lakeville house sitters respond in under an hour.

House sitters in Lakeville have an average of 17 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Lakeville.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Lakeville house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.