Parole pet-friendly rentals

We found 253 pet-friendly rentals — enter your dates for availability

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September 2025

October 2025

Explore Parole pet-friendly rentals

Premier Host

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

Sleeps 6 · 3 bedrooms · 1 bathroom

WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS

Sleeps 8 · 4 bedrooms · 2 bathrooms

"...the house was spotless and well decorated, and the kitchen had everything we needed."

Premier Host

Stylish Midcentury Ranch Pet-Friendly Home Just 1.5 Miles from Navy Stadium One-Level Living

Sleeps 10 · 4 bedrooms · 2 bathrooms

Top rated pet-friendly rentals - Parole

Fun times in Annapolis

Such a beautiful location. Well appointed"home-away-from-home". Perfect location for walking into village centre. Great boating, restaurants and food nearby. ( Visit the Blackwall Hitch!) Helpful host.Thank you - really enjoyed our stay.

a j.

Stayed Apr 2025

Premier Host

Fantastic house - clean, warm & perfectly located to get around Annapolis

Property was fully equipped with everything we needed - like a ‘home away from home’. John was extremely helpful and informative during our planning and everything was as we expected. Thanks a lot!

Simon M.

Stayed Dec 2017

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