House Sitting in Southold

Find a loving dog sitter to watch your dog overnight in your home.

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Sitter Profile Image: Roger B.
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Sitter Profile Image: Roger B.
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1. Roger B.

Because Pets are FAMILY🐕🐾😁
Westbrook, CT, 06498
19.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
13 repeat clients
from
$75
per night

Roger has been great with a very nervous pit bull mix. I had tried other dog walkers and sitters that have not worked out. Roger is very caring and treats my dog Whiskey like his own. He is calm and patient with Whiskey. I am so happy to have found someone that can take care of him that I trust. He stayed at my house so I could get away and everything went really well.

Sitter Profile Image: Mabel F.
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Sitter Profile Image: Mabel F.
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2. Mabel F.

Nurturing soul who loves pets.
Madison, CT, 06443
19.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$45
per night

Mabel was great and my dog loved her!!

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Sitter Profile Image: Lauren R.
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Sitter Profile Image: Lauren R.
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3. Lauren R.

Every pet is unique 🐾
Old Saybrook, CT, 06475
14.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$35
per night

Lauren was amazing! She housed my Aussie for 4 days and was so great with keeping me update from day to day. My pup also has A LOT of energy and Lauren walked/ played with her everyday! Lauren was super responsive and great with my last minute changes. I would definitely recommend having Lauren watch your fur baby!

Sitter Profile Image: Carley T.
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Sitter Profile Image: Carley T.
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4. Carley T.

The best care for your best friend
Westbrook, CT, 06498
14.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$32
per night

Carley went out of her way to spend extra time with our dog, was very helpful and communicative!

Sitter Profile Image: Chelsea & Madeline W.
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Sitter Profile Image: Chelsea & Madeline W.
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5. Chelsea & Madeline W.

Your pets are treated like my own
Sag Harbor, NY, 11963
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$80
per night

Chelsea is a natural with animals. There was an immediate connection with our two pups and we felt comfortable leaving them in good hands. This was my first time using Rover app and the first time I had someone other than friends or family stay overnight to care for our precious poodles. All went very well and Chelsea did not to hesitate to contact us if there was a question about the house (i.e., when the microwave blew the fuse which happens often to us). Chelsea spent quality time with us in our meet & greet in advance of the booking. I overloaded her with details about the quirks of our poodles, their daily routine and care. Chelsea took all the info in good spirit and gave them the love and care they needed. We received photos and videos from Chelsea showing the good times happening in our absence. We will definitely book Chelsea again and expect she will quickly build a solid client base on Rover. Thank you Chelsea!

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Sitter Profile Image: Lindsay R.
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Sitter Profile Image: Lindsay R.
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6. Lindsay R.

Paws-itively Caring & Professional
Bridgehampton, NY, 11932
11.0 mi. away
House Sitting
from
$115
per night

I was very happy to find Lindsay, she is a true dog lover and takes amazing care of my two dogs Thor and Odin. One of my dogs is slightly difficult to handle but, I have no worries with Lindsay. I never worry about leaving them when Lindsay is around. Thank you so much for giving me "Peace of Mind" while I'm way.

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Sitter Profile Image: Gavin M.
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Sitter Profile Image: Gavin M.
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7. Gavin M.

I'll treat your pet like family
East Hampton, NY, 11937
12.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$40
per night

Gavin was GREAT! He stayed with and played with our two kids (dogs) and lived in our home in East Hampton for close to 3 weeks while we were in New Zealand. While we were away he kept in constant touch with us supplying an endless stream of photos and videos clearly evincing the progress of the dogs trauma of us leaving, with the initial photo of the dogs look of being held hostage (semi joke) to the next of enjoyment with and of the dogs and the dogs change too). He clearly loved them and they loved him back. He is VERY communicative and we appreciated it. He follows direction well and since he lives nearby to us didn't have to travel far to take care of his other responsibilities such as other dogs (like his own). A very responsible fellow and will of course use him again when we return from FL.

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Sitter Profile Image: Risa S.
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Sitter Profile Image: Risa S.
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8. Risa S.

Rover 101
Wet nose kisses are the best!
Riverhead, NY, 11901
12.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$120
per night

Risa is very thoughtful, communicative and asked great questions at our first meet and greet! She is also a true “dog person” and handled meeting our shy spaniel with ease - they became quick friends. We felt very comfortable leaving Risa to stay in our home, knowing she was handling all of our dogs needs. We came home to two very happy, well-exercised pups!

Sitter Profile Image: Morgan A.
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Sitter Profile Image: Morgan A.
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9. Morgan A.

Happy dog, happy life!
Shelter Island Heights, NY, 11965
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night

Morgan has taken care of our dogs on numerous occasions as well as the pets of many of my friends. She is able to reach and connect with even the most difficult of pooches. She gives them her undivided attention, is down on the floor playing with them, takes them for long walks and shows them bundles of love. I call her the “dog whisperer.” She is amazing!! I would trust her implicitly and quite frankly, she missed her calling…she should have gone to vet school.

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Sitter Profile Image: Alexander C.
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Sitter Profile Image: Alexander C.
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10. Alexander C.

Profesional, Trustworthy pet sitter
Southampton, NY, 11968
8.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$80
per night

About: Have cared for small and large dogs all breeds. Have also owned from a yorkie all the way to a Rhodesian ridgeback. Have also participated in local dog shows with my miniature schnauzer max which I love dearly.Also know how to train and tame dogs all breeds. Love to run and play with them. I live independently with my wife no pets but my boss who lives across the street has a labradoodle named bailey which I take care of almost every two weeks when he goes on business trips and back home at my parents farm I have 4 other large breed dogs and two cats and even birds. I also have a large suv with space for large dogs to be comfortable and safe. i currently work part time and from home so i have more than plenty of time to be constantly playing and paying attention to your pet. i have no problem getting up and leaving my work for a few minutes to dedicate time and love to your dog I have a fenced in yard and plenty of lawn to play with your pup. my wife also works from home and she loves animals as well so it will be like a tag team dedicating 2x as much love, fun and affection for the same price! :)

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Sitter Profile Image: Quinn B.
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Sitter Profile Image: Quinn B.
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11. Quinn B.

Dog Loving Caretaker 🐕🤎
Mattituck, NY, 11952
7.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$80
per night

Can’t recommend Quinn enough! My dog Roxy really loved him (she’s normally hesitant around men but took to Quinn really fast). He always showed up on time and was very gentle and patient with her. 10/10 would recommend him for your furbabies

Sitter Profile Image: Ruth O.
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Sitter Profile Image: Ruth O.
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12. Ruth O.

Animal lover, carer, minder!
Sag Harbor, NY, 11963
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$50
per night

About: I have practically 24 years of pet care experience as I have had pets all my life! I have cared for cats, dogs, puppies, kittens, sheep, donkeys and the rest! I am wholeheartedly an animal lover and would be delighted to treat your baby as my own for a few hours a week. I work each day until approximately 4pm and look forward to spending my evenings walking, cuddling or caring for animals! Whatever is necessary I am available to amend my schedule. I will care for each pets environment as is required. If they need to play outside in the garden I can supervise, or if I walk is required I live 4 minutes from Long Beach and would be happy to walk them on a lead along there.

Sitter Profile Image: Silvia H.
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Sitter Profile Image: Silvia H.
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13. Silvia H.

Pet Love from Coast 2 Coast 😃🐕🧡
Southampton, NY, 11968
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
5 repeat clients
from
$250
per night

About: I’m a dog lover... our best friends are usually on four legs! Nothing makes me happier than see a healthy and happy looking kiddo. I always had dogs since I was small, my husband and I are looking to get our first dog soon his name will be Tico! I believe all of us need some dog love in our lives. The beach is a great place to take the babies out! Is always fun see them jumping in the water and playing around others, having a good heart means to be able to understand them. I’m a creative individual, so your doggies never gonna be with lack of fun or love. I can’t wait to pamper your beloved dog 🐕 🙃🧡yay! Looking forward to making new fury friends. Flexible schedule, open to my clients needs. Happy to be of help when needed it, here to pamper your babies at your convenience, dog lover. I have a yard but I prefer to take care of your love ones in their own space full of toys and ready to take long walks.

Sitter Profile Image: Maria E.
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Sitter Profile Image: Maria E.
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14. Maria E.

Maria's Happy Tails boarding
Sag Harbor, NY, 11963
7.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
61 reviews
21 repeat clients
from
$150
per night

maria was great. professional, personable and took great care of our pup. i’d definitely hire her again.

Sitter Profile Image: Chris H.
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Sitter Profile Image: Chris H.
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15. Chris H.

Rover 101
Tire dog out or just keep company!
Sag Harbor, NY, 11963
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
7 repeat clients
from
$105
per night

Chris was amazing with two dogs....one 3 month old and the other 1.5 years old. He kept them busy and out of trouble - no easy feat. In addition, Chris was very responsive and professional throughout. Highly recommend him.

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Sitter Profile Image: Maryann S.
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Sitter Profile Image: Maryann S.
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16. Maryann S.

Flexible mature female pet lover
Sag Harbor, NY, 11963
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$65
per night

Maryann was terrific- will definitely call for her again- our 15 year old Havanese/Bichon was loved and well cared for. We were nervous about leaving him with someone he did not know but i will have no future worries. Maryann left our home in perfectly clean condition- i give her an A+??

Sitter Profile Image: Jennifer P.
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Sitter Profile Image: Jennifer P.
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17. Jennifer P.

Pawsitively Devoted Pet Sitter
Southampton, NY, 11968
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$70
per night

Jennifer is an amazing person and a great friend. She is very determined, passionate, and dedicated to her work. I have seen Jennifer care for animals as if they were a baby. She always provides them with such care and compassion. She has a cat at home that she absolutely adores and I am sure she will treat all other pets in the same loving manner. You can trust Jennifer with anything, including your loving furry friends.

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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18. Jess B.

Pet Sitter / Dog Walker
Southold, NY, 11971
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$120
per night

We had a wonderful experience with Jess. Would highly recommend her. She was attentive to our dog Finn. She is very friendly and reliable. Will definitely be using her again.

Sitter Profile Image: Shauna D.
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Sitter Profile Image: Shauna D.
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19. Shauna D.

Here to make your day less "ruff"
Shelter Island Heights, NY, 11965
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$50
per night

Shauna's a very trustworthy and reliable sitter who has a great love for dogs. My dog, Lilly, absolutely adores her and they have such a cute bond. I highly recommend her services! :)

Sitter Profile Image: Kathryn S.
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Sitter Profile Image: Kathryn S.
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20. Kathryn S.

The kind of care your pet deserves.
Southold, NY, 11971
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 years of experience
from
$75
per night

About: I started getting into the pet care business about 4 years ago in my spare time. I dog sit for all different ages and sizes. I have a mini poodle of my own that I absolutely adore and she is the friendliest little dog. I just want to make sure that the animals are well taken care of and happy, as if they were my own. I am currently unemployed, due to the fact that I just recently graduated college, so in the meantime between job searching, I enjoy looking after pets. My schedule is pretty flexible for the time being. I have a semi fenced in yard with a lot of room for the dogs to sniff and play. I have a dog of my own to keep the other pups company.

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Southold House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Southold are rated on average 5 out of 5 stars based on 3 reviews.

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Rover.com is the simple, savvy way to find and book Southold house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Southold on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Southold house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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