House Sitting in Cromwell

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability
Christmas and New Year
1. Jessica Verified Background Check

Flexible and reliable

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Jessica took such good care of my pup! She sent me lots of pictures, videos, and updates; all of which helped me feel better about traveling without my sweet... (more)"

2. Hayley Verified Background Check

I will walk pet feed cuddle

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Our Bear Bear has had a questionable past. As a result he’s not playful or cuddly but a sweet little man in spite of it . He is totally unpredictable when it... (more)"

3. Dakota Verified Background Check

Your dog will never be lonely!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"We needed a sitter to watch our Australian Cattle Dog Ruby last minute and I am so happy we picked Dakota. Ruby was well taken care of, seemed to have a grea... (more)"

Confirmed availability
Christmas and New Year
4. Christine Verified Background CheckRover 101

CHRISTINE'S FUR BABIES BOARDING &

Middlefield, CT, 06455

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Christine was fantastic! We have five cats that she watched for us on short notice while we were out of town over the weekend - two of the cats are special-n... (more)"

5. Donavon Verified Enhanced Background Check

Let me care for your pooch

Cromwell, CT, 06416

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs throughout my whole life, mostly poodles. I currently have a dog and two cats. My dog,Kodi, is a golden doodle and weights about 75... (more)

Confirmed availability
Christmas and New Year
6. Olivia Verified Background Check

Historian needs interaction w/ dogs

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"This was our first time using Rover and it was the first time we had to leave our one year old puppy for a whole week. Since our Westie is used to having her... (more)"

Confirmed availability
This weekend
7. Clara Verified Background Check

Reliable and engaging for your pup!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend for Clara to become your next dog walker! She is a liable young woman who loves animals. She is also a hard worker who is great with time ... (more)"

Confirmed availability
Christmas and New Year
8. Christopher Verified Background Check

Just your typical dog lover

Middletown, CT, 06457

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have my own dog. I got her when she was a wee puppy. And boy let me tell you the experience I had with that. She turned out to be fantastic but s... (more)

9. Danyelle Verified Background Check

Experience with dogs my whole life

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

About: I have had pet dogs my entire life, so I do have a lot of experience with them. I also have years of experience with pet sitting for friends and fa... (more)

10. Matthew Verified Background Check

Reliable and Caring pet lover

Middletown, CT, 06457

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Matt was great with my two elderly dogs. They both take medications, and sometimes have to have a special diet. He handled it well! I appreciated him imme... (more)"

Confirmed availability
This weekend
11. Joey Verified Enhanced Background Check

Dogs are friends, not pets :)

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Joey is amazing with my two fur babies. They are very knowledgeable in all aspects of caring for dogs. Joey will take care of your pups and cats like they we... (more)"

12. Kelsie Verified Background Check

Love Helping Care for Dogs or Cats!

Middletown, CT, 06457

House Sitting

"Kelsie did a great job with Cookie! We couldn't be happier with how it went. There was communication throughout her stay and she was very accommodating to al... (more)"

Calendar Recently Updated
13. Christie Verified Background Check

I love everything about dogs.

Middletown, CT, 06457

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Christie did a wonderful job taking care our elderly puggle and cats! Happy to have found her. (more)"

Calendar Recently Updated
14. Erika Verified Background Check

Animal lover - Flexible - Own Home

Middletown, CT, 06457

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Erica was such a great sitter! It was clear that Cocoa was comfortable and enjoyed her time with Cocoa. Truly appreciate Erica’s professionalism and attentiv... (more)"

15. Megan Verified Background Check

Experienced pet caregiver!

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

About: I’ve been watching animals since I was young, having grown up with both cats and dogs. In more recent years I have watched pets overnight and perio... (more)

16. Ariel Verified Background CheckRover 101

Kind, Loving, & Dependable

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Ariel walked my dog, Lady, for a few months last summer. I am not going to lie, there are days I was pretty sure Lady liked Ariel more than me! Ariel is a ve... (more)"

17. Angela Verified Background Check

I will make your dog laugh!

Middletown, CT, 06457

Dog Boarding, House Sitting

"Angela is the biggest dog lover I know. She is patient and loving. My bogey loves his aunt Angela and is always very excited to see her. I would recommend An... (more)"

18. Edyta Verified Background Check

*eye catching genuine headline*

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

About: A little bit about me. I’ve been a dog mom to my little Pomeranian Moe for 8 years now. We have been through many ups, potty accidents, puppy eyes ... (more)

19. Lauren Verified Enhanced Background Check

Energetic Caring Canine Lover

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

"Lauren is a kind, caring and outgoing young lady who loves animals. Her own dog and cats have always been her top priorities. She is honest and timely. I wou... (more)"

Confirmed availability
Christmas and New Year
20. Sasha Verified Background Check

Home full time-large unfenced yard

Middletown, CT, 06457

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Sasha, I am 20 years old and I have 2 dogs and 2 cats. They are very friendly but can be separated on demand. My dogs are well trained, ... (more)


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Cromwell house sitting needs. On Rover, it's easy to find a loving dog sitter in Cromwell who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Cromwell house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Cromwell for your dog — people who'll treat him like family.