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Discover house sitting in Ocean Pines

Stay in wonderful places by house sitting and caring for cute pets.

108 house sits in Ocean Pines, MD, US

Looking for pet sitters in Ocean Pines?

House sit in Salisbury, MD, US
Last minute
House sit pet parent - Ashes & Tommy & A Handful of Hens

Ashes & Tommy & A Handful of Hens

from 03 September 2026 to 08 September 2026 · 5 nights

Salisbury, MD, US

  • 2 cats
  • poultry
House sit in Salisbury, MD, US
House sit pet parent - Beautiful Colonial home, 3 small pets, wooded backyard view.

Beautiful Colonial home, 3 small pets, wooded backyard view.

from 14 September 2026 to 28 September 2026 · 14 nights

Salisbury, MD, US

  • 2 dogs
  • 1 cat
House sit in Easton, MD, US
House sit pet parent - Charming home in lovely Easton!

Charming home in lovely Easton!

from 07 September 2026 to 29 September 2026 · 22 nights

Easton, MD, US

  • 1 dog
House sit in Easton, MD, US
Last minute
House sit pet parent - A relaxing, waterview retreat with 3 adorable companions.

A relaxing, waterview retreat with 3 adorable companions.

from 06 September 2026 to 14 September 2026 · 8 nights

Easton, MD, US

  • 1 dog
  • 2 cats
House sit in Easton, MD, US
House sit pet parent - A convenient and comfortable place to land with a big fluffy dog to greet you.

A convenient and comfortable place to land with a big fluffy dog to greet you.

from 28 September 2026 to 05 October 2026 · 7 nights

Easton, MD, US

  • 1 dog
House sit in Chester, MD, US
House sit pet parent - Dog Sitters needed in a 55+ community on the Chester River in Maryland

Dog Sitters needed in a 55+ community on the Chester River in Maryland

from 10 December 2026 to 23 December 2026 · 13 nights

Chester, MD, US

  • 2 dogs
House sit in Chestertown, MD, US
House sit pet parent - Harriet and the River! Chill dog+riverfront house=awesome.

Harriet and the River! Chill dog+riverfront house=awesome.

from 18 September 2026 to 21 September 2026 · 3 nights

Chestertown, MD, US

  • 1 dog
House sit in Chesapeake Beach, MD, US
House sit pet parent - One Tail & a Whole Lot of Love:  Hawke’s Hide-a-way Adventure

One Tail & a Whole Lot of Love: Hawke’s Hide-a-way Adventure

from 22 December 2026 to 29 December 2026 · 7 nights

Chesapeake Beach, MD, US

  • 1 dog
House sit in North Beach, MD, US
House sit pet parent - Milo & Evie

Milo & Evie

from 06 December 2026 to 16 December 2026 · 10 nights

North Beach, MD, US

  • 2 dogs
House sit in Sunderland, MD, US
Last minute
House sit pet parent - “A Serene Retreat for Animal Lovers—Where Nature, Art, and Care Meet”

“A Serene Retreat for Animal Lovers—Where Nature, Art, and Care Meet”

from 03 September 2026 to 07 September 2026 · 4 nights+ 1 more

Sunderland, MD, US

  • 5 or more pets
House sit in Annapolis, MD, US
House sit pet parent - Easy sitting in beautiful Annapolis,  MD

Easy sitting in beautiful Annapolis, MD

from 14 September 2026 to 25 September 2026 · 11 nights

Annapolis, MD, US

  • 1 dog
House sit in Annapolis, MD, US
House sit pet parent - Two Cats, Good Coffee and Pastries Nearby, and Beautiful Tree Views

Two Cats, Good Coffee and Pastries Nearby, and Beautiful Tree Views

from 11 December 2026 to 15 December 2026 · 4 nights+ 2 more

Annapolis, MD, US

  • 2 cats
  1. 1
  2. 2
  3. 3

Why you'll love pet and house sitting in Ocean Pines, MD

An illustration of a cat laying on his pet bedForget hotel rooms

From home comforts to the calming company of pets, house sitting offers so much more.

An illustration of a glowing green heartIt feels good to give

Explore new places while making a difference to the lives of pets and people along the way.

An illustration of a house with a tree in the foregroundA new perspective

You don’t have to travel far. With pet and house sitting, you can find a world of adventures just around the corner.

An illustration of three coins with paws in them

A win-win without money

On house and pet sits, you’ll provide home and pet care in return for a place to stay on your travels. An annual plan unlocks unlimited access to sits, making it an affordable and fulfilling way to travel.

Find out more about memberships

I am so blessed to have this experience and to be able to have a companion by my side the entire time. I’m forever grateful for the opportunity TrustedHousesitters provides! This is truly life changing.

Adelia, sitter member from Bath, UK

Popular pet sitting and house sitting destinations

Feel safe, secure and supported

An illustration of a speech balloon with five stars on itRead feedback from sitters

Want to know if a house sit is right for you? Look for feedback previous sitters have left on the pet parent's listing.

An illustration of stacked documentsHome & Contents Plan

House sit in homes with peace of mind they’re covered at no extra cost to you or the pet parent.

An illustration of a dog sniffing the air24/7 Vet Advice Line

With a free direct line to a dedicated team of veterinary nurses, you can quickly clear up any pet queries.

Ready to start your Ocean Pines house sitting adventure?

Join our worldwide community and start your membership today.

Discover pet and house sits across the United States

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Ocean Pines house sitting FAQs

All that’s exchanged between our sitters and pet parents is trust - sitters get to stay in cool locations near and far, caring for pets with a place to stay in return. And with no money passing hands, we’re certain everybody’s here for the same reasons: their never-ending love for pets and travel.

With an annual sitter membership, animal lovers like you can explore the world and enjoy unique stays in exchange for pet care. Live like a local, care for adorable pets, and provide pet parents with peace of mind while they’re away. Apply for as many sits as you like and get ready for meaningful connections and unforgettable adventures.

Choose your membership plan and create a profile that stands out from the pack - include clear photos, relevant experience, and references (these don’t have to be from previous house sits). Next, set up a saved search to be the first to find out when house sitting opportunities in Ocean Pines become available for your chosen dates. Once you’ve found the ideal sit, write a personalized message to the pet parents explaining why you're the perfect person for their furry friend! Find out more with 10 tips on how to become a house sitter.

Your number one priority when house sitting in Ocean Pines will be taking care of the pets. Daily walks, mealtimes, and lots of cuddles will be top of the agenda as most house sits include a pet. Aside from this, house sitters in Ocean Pines need to keep the home clean and tidy and send regular updates to the pet parents about their precious pet pals.

At TrustedHousesitters, our members are driven by a genuine love of pets, not money. They exchange loving pet care for a place to stay on their travels, gaining a wealth of experiences and memories to last a lifetime.

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