House Sitting Lakeside

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Lakeside, 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: Aliya T.
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Aliya T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 28 reviews
12 repeat clients
2 years of experience
New Milford, CT, 06776

“Aliya provided sweet, loving and responsible care for my cat and home. She is a very kind animal lover and person with a great attention to detail. Would highly recommend her services.”

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Raquel V.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 31 reviews
7 repeat clients
20 years of experience
New Milford, CT, 06776

“Emily took care of our dog for our wedding weekend. She was so good to him and us. She met up with us throughout the day for pictures and went above and beyond. In addition, she gave so much love to my dog. I knew he was in good hands!”

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Alex H.
Sitter Profile Image: Katie O.
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Katie O.
from
$75
per night
5.0 out of 5 stars
• 23 reviews
4 repeat clients
20 years of experience
Torrington, CT, 06790

“God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.”

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Jacki A.
Sitter Profile Image: Robin L.
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Robin L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 360 reviews
109 repeat clients
30 years of experience
TOMASTON, CT, 06787

“Unfortunately, one of our dogs had a "digestive" issue while we were on vacation. Robin was our saving grace and I'm thankful she was pet/house sitting for us. Would definitely recommend Robin!”

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Marci D.
Sitter Profile Image: Madeline W.
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Madeline W.
from
$29
per night
5 years of experience
New Milford, CT, 06776

About: I’ve been walking dogs since I was a kid, and have cared for several senior dogs while their families were away in recent years. I’ve also house-sat for kitty families and multi-pet homes. Whether your pet has special requests or just needs some company, I’m excited to meet them! I’m a Park Ranger who works seasonally and I am currently in the off-season until March. Thus, I have a very open, flexible schedule for all your pet care needs. My approach is very thoughtful and considerate of your space and what you prefer your pet be allowed to do. Before entering anyone’s home, I like to check in with the home owner to ensure I’m aware of all rules and preferences so I can provide the excellent service you’re looking for while respecting your boundaries as well.

Sitter Profile Image: Samantha C.
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Samantha C.
from
$80
per night
5.0 out of 5 stars
• 52 reviews
24 repeat clients
23 years of experience
Bristol, CT, 06010

“Sam is by far the best cat sitter I’ve ever hired. She was extremely dedicated to looking after my older cat. Sam is a real cat whisperer - even though my cat is pretty nervous and skittish around people, she absolutely adores Sam and showed her belly in most picture that Sam sent! Sam sent updates multiple times per day, sent some of the best pictures I’ve ever seen of my cat, and was so dedicated to my cat’s care. I’ve been worried about my cat’s eating because of her gastroenteritis, and Sam told me every day whether my cat had eaten or not. Sam even put treats in with my cat’s wet food to coax my cat to eat her new, vet-prescribed food. Sam is such a wonderful, caring and extremely capable pet sitter - I’ve never felt so calm being away from my cat! I’m so grateful that Sam is our regular, most trusted pet sitter.”

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Lizzy S.
Sitter Profile Image: Kaelan M.
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Kaelan M.
from
$64
per night
5.0 out of 5 stars
• 3 reviews
12 years of experience
Washington depot, CT, 06794

About: I have taken care of my many pets young to old and personally to passing I am confident in my ability to understand behavior and tendency I am in and out though out the day as I am a college student and for the longer times I am out my mother will also assist me if needed I am adaptable to any request / requirement, my foundation for all dogs is to make sure the whole house is assessable to them to free roam as they must

Sitter Profile Image: Sharliz A.
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Sharliz A.
from
$60
per night
1 year of experience
Thomaston, CT, 06787

About: As a loving cat owner and lifelong animal lover, I understand how important it is to know your pets are safe, comfortable, and cared for when you’re away. I’m patient, attentive, and gentle with animals, and I want every pet to feel loved and secure. I understand that every animal has their own personality, preferences, and routine, and I will take the time to get to know your pet and follow your care instructions closely. Whether it’s providing companionship, making sure meals and fresh water are taken care of, or giving your pet extra affection, I will treat your furry family member with kindness and respect. Your pet’s comfort and well-being will always be a priority! I balance work and family life, so I value communication, planning, and reliability. I’m happy to discuss your pet’s routine and arrange visits that fit both your needs and my availability. I understand how important it is to have someone dependable caring for your pets, and I’ll communicate with you about scheduling, care instructions, and updates during each booking. Please reach out with your needs, and we can see if we’re a good fit! Your pet’s safety, comfort, and happiness are always my priorities! As a pet owner myself, I understand how important it is to trust someone with a member of your family. I will take the time to understand your pet’s needs, follow your care instructions carefully, and respect your home and your pet’s routine. I believe in being patient, attentive, and gentle with every animal, while allowing them to feel comfortable at their own pace. I’ll keep you updated during visits with messages and photos so you can have peace of mind while you’re away. My goal is to make sure your pet feels safe, loved, and well cared for every step of the way!

Sitter Profile Image: Patricia H.
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Patricia H.
from
$55
per night
10 years of experience
Unionville, CT, 06085

About: I’ve spent the last 9 months caring for pets and homes while traveling around the country, completing extended house and pet sits through other platforms. I am now settling locally in Connecticut and looking to build a regular base of nearby pet-care clients. My experience includes dogs and cats, multiple-pet households, medication, homemade food, detailed feeding instructions, and pets with specific daily or nighttime routines. I’m comfortable following detailed care plans and keeping pets on the schedule they know. I do work during the day, so I’m best suited for pets who are comfortable being home during normal working hours. I’m available in the evenings and on weekends and can provide dependable overnight care, companionship, walks, feeding, and plenty of attention when I’m home. I work during the day, so I’m best suited for pets who are comfortable being home during normal working hours. I’m available in the evenings, overnight, and on weekends, and I’m happy to provide feeding, walks, playtime, companionship, and consistent care around my work schedule I follow each owner’s instructions closely and keep pets as close to their normal routine as possible. I’m attentive to feeding, medications, walks, litter care, doors and gates, and any special needs. I also respect the home I’m staying in and make communication and regular updates a priority while you’re away.

Sitter Profile Image: Roderick M.
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Roderick M.
from
$30
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
8 years of experience
Bristol, CT, 06010

About: I have a 8 year old dog of my own that I've had since she was 6 months old. Fully capable for the job. Also in my 20s and is able to handle any dog. Dog walks early mornings till 4 pm, Boarding whatever time works for both of us. Pet care is daily in my life, from walking Storm 3 times a day to playing fetch in the backyard understand how important pet care is, and I look forward to making your pet happy like my own I treat every dog like their my own dog Storm. They've got to be treated like their family and that's what I always do with dogs I meet.

Sitter Profile Image: Jennfer B.
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Jennfer B.
from
$60
per night
4.5 out of 5 stars
• 3 reviews
28 years of experience
Wolcott, CT, 06716

“Jennifer was super great with our pups! She was responsive and communicative and sent photos of the dogs having fun :) We really appreciate her spending time to make sure they got a lot of exercise and socialization while we were away.”

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Kathryn B.
Sitter Profile Image: Elissa U.
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Elissa U.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
9 years of experience
Canton, CT, 06019

“Elissa is the BEST! My poor girl was very anxious and confused when she first came over, and she handled her so well. She was patient and loving, and I appreciated that she kept me informed. An added bonus- When I got home, the house was spotless and looked like I never left! Your fur babies will be in amazing hands with Elissa!”

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nicole s.
Sitter Profile Image: Danine C.
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Danine C.
from
$50
per night
25 years of experience
Naugatuck, CT, 06770

About: I am passionate about animals, taking care of them, loving them, especially since they are not able to communicate for themselves. Dogs are amazing creatures and full of unconditional love and being with them every day is a pure joy and doesn't feel like a job. I go above and beyond to take care of these animals, which are family. I am very loving, kind, reliable, dependable and enjoy being with dogs, petting them, being affectionate with them and taking care of them is very rewarding. This is not just a job for me, it is a passion and a joy to be with dogs of all kinds, walking with them, taking care of them, talking to them is very rewarding. Thank you very much. I’m available for pet care because pet care is my full time job and it’s my passion for the past decade and I love it I will care for them as you tell me too. I give lots of love and care and petting. Animals love to be pet continually

Sitter Profile Image: Alexis W.
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Alexis W.
from
$65
per night
22 years of experience
Watertown, CT, 06779

About: With a lifetime of experience caring for my own dogs and a deep love for all animals, I’m dedicated to providing your pets with the best care possible! From playful pups to gentle giants, I believe every animal deserves love, respect, and attention. My passion extends beyond dogs to horses and other animals, as I see their innocence and the joy they bring to our lives. You can trust me to treat your furry friends like family, ensuring they’re happy, safe, and loved while you’re away! As a college student with a flexible schedule, I have plenty of time to dedicate to dog sitting. My classes are spaced out, giving me availability throughout the day and evenings to care for your pets. Whether it’s daily walks, check-ins, or overnight stays, I can accommodate a variety of needs. I’m organized and reliable, so you can trust that your pets will always be well cared for, even with my studies. I’m here to make sure your furry friends are happy and comfortable whenever you need me! In my home or yours, I prioritize creating a safe, comfortable, and loving environment for your pets. I adapt to their individual needs, whether it’s sticking to their usual routines, providing plenty of playtime, or ensuring quiet moments for rest and relaxation. In your home, I maintain cleanliness and respect your space, keeping things just as you left them. In my home, pets have plenty of room to roam and enjoy attention while staying safe and secure. I provide regular walks, feeding, and lots of love and cuddles to ensure your pets feel happy and cared for while you’re away!

Sitter Profile Image: Kyara F.
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Kyara F.
from
$85
per night
5.0 out of 5 stars
• 1 review
3 years of experience
Waterbury, CT, 06708

“Very happy with Kyara. She stayed with our dog overnight for a few days. Communication was very professional and the dog seemed content when we arrived home from our trip.”

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Lenore M.
Sitter Profile Image: pauline g.
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pauline g.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 128 reviews
28 repeat clients
20 years of experience
East Rock, New Haven, CT, 06511

“Pauline is always so excellent with my pups. She has great communication and I feel reassured that my two pups are well taken care of. She has great attention to detail and is consistently reliable.”

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Sarah F.
Sitter Profile Image: Maria S F.
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Maria S F.
from
$80
per night
5.0 out of 5 stars
• 6 reviews
6 years of experience
Middlebury, CT, 06762

“Maria did a wonderful job taking care of my girl Birdie while I was away on vacation. My dog is a little wary of new people, but she took to Maria right away and the two of them became good buddies! I got lots of photos and updates of them playing and having fun, so I was able to relax and enjoy my trip knowing that my dog was in good hands. Maria has a great personality and made me feel comfortable right from the start. I highly recommend her and will use her again!”

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Ryan W.
Sitter Profile Image: David P.
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David P.
from
$55
per night
20 years of experience
Beacon Falls, CT, 06403

About: I Fell in love with pets since I was a kid. I've taken care of family & neighbors dog for more then two decades, including my own pets I'm available week days, weekends, days and nights. a week in advanced will be need to be booked prior to schedule any pet sitting request. Provide the best and friendly environment for all pet. focus on a structured schedule that ensures their safety, physical and emotional well being follow standard procedures & costumer directions/instructions.

Sitter Profile Image: Camilla S.
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Camilla S.
from
$180
per night
4 years of experience
Bethlehem, CT, 06759

About: I have over 4 years of experience pet sitting for dogs, cats, and small animals. I currently house sit regularly for a family in South Kent, which has helped me build strong routines and trust with both pets and owners. I currently work in the Washington/Kent area pet sitting monthly for a family in Kent and babysitting in Washington. I am looking for additional work whether that be walking/feeding or overnight stays. I’m very respectful of my clients’ homes and keep everything clean and organized, just as it was left. I also prioritize safety by making sure pets are secure and monitoring for any changes in behavior or health.

Sitter Profile Image: Denise S.
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Denise S.
from
$125
per night
5.0 out of 5 stars
• 4 reviews
40 years of experience
Brewster, NY, 10509

“Denise was great ! Great communication, lots of pictures throughout the day and a genuinely kind person.”

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Tim B.
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The median cost per night for house sitting in Lakeside is $60

Pet parents share their Rover experiences - Lakeside

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5.0 out of 5 stars

Clare did a nice job with Lacey. I felt good knowing she was there looking after our girl and keeping her company. There were no issues while we were away and Clare made it easy to no worry. Thank you!

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Kristyn M.
House Sitting
4.0 out of 5 stars

Clare kept sparky busy! I love that!! He cuddled and got used to her quickly. And my house was like I left it. Thank you. I look forward to her return. So does he!

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Robin M.
House Sitting
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  • 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.

How to book house sitting

  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

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Popular requests for house sitting - Lakeside

Select a filter and find qualifying sitters offering house sitting.

Sitters in Lakeside average 3
repeat house sitting clients

FAQs for House Sitting - Lakeside

Frequently asked questions about Rover

As of November 2026, there are 1,656 sitters on Rover offering House Sitting across Lakeside. 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 Lakeside 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 Lakeside 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 Lakeside 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Lakeside. On Rover:

  • 89% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 96% 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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