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Discover house sitting in Princess Anne

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

98 house sits in Princess Anne, MD, US

Looking for pet sitters in Princess Anne?

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House sit pet parent - Quiet Country Home with waterfront views

Quiet Country Home with waterfront views

from 29 December 2026 to 09 January 2027 · 11 nights

Princess Anne, MD, US

  • 2 dogs
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House sit pet parent - Ashes & Tommy & A Handful of Hens

Ashes & Tommy & A Handful of Hens

from 26 October 2026 to 05 November 2026 · 10 nights

Salisbury, MD, US

  • 2 cats
  • poultry
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House sit pet parent - Cute, cuddly small dog living in a condo with amazing views, close to the beach

Cute, cuddly small dog living in a condo with amazing views, close to the beach

from 08 January 2027 to 24 January 2027 · 16 nights+ 1 more

Ocean City, MD, US

  • 1 dog
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House sit pet parent - Great house with lots of sunshine and two senior dogs we call "the golden girls"

Great house with lots of sunshine and two senior dogs we call "the golden girls"

from 21 December 2026 to 26 December 2026 · 5 nights

Easton, MD, US

  • 2 dogs
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Last minute
House sit pet parent - Cozy home nestled in a safe neighborhood a mile from historic downtown Easton.

Cozy home nestled in a safe neighborhood a mile from historic downtown Easton.

from 19 October 2026 to 23 October 2026 · 4 nights+ 1 more

Easton, MD, US

  • 2 dogs
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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+ 1 more

Chesapeake Beach, MD, US

  • 1 dog
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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 19 January 2027 to 26 January 2027 · 7 nights

Sunderland, MD, US

  • 5 or more pets
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House sit pet parent - Golfer Oasis

Golfer Oasis

from 25 November 2026 to 29 November 2026 · 4 nights

Mechanicsville, MD, US

  • 2 dogs
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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
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Last minute
House sit pet parent - We live on Kent Island, Maryland's eastern shore.

We live on Kent Island, Maryland's eastern shore.

from 22 October 2026 to 27 October 2026 · 5 nights+ 1 more

Chester, MD, US

  • 2 dogs
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House sit pet parent - Looking for house and dog sitter.

Looking for house and dog sitter.

from 09 December 2026 to 14 December 2026 · 5 nights

Annapolis, MD, US

  • 1 dog
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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 14 November 2026 to 20 November 2026 · 6 nights+ 2 more

Annapolis, MD, US

  • 2 cats
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  2. 2
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Why you'll love pet and house sitting in Princess Anne, 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 Princess Anne house sitting adventure?

Join our worldwide community and start your membership today.

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Princess Anne 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 Princess Anne 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 Princess Anne 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 Princess Anne 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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