Dorchester County pet-friendly rentals

We found 175 pet-friendly rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

November 2025

December 2025

Explore Dorchester County pet-friendly rentals

Showing deals for: 17 Feb - 20 Feb

Magnificent property for crabbing, fishing, volleyball and badmitten

Premier Host

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Sleeps 28 · 7 bedrooms · 6+ bathrooms

for 3 nights, 1 home

AU$2,262 per night

includes taxes & fees

Comfortable, Spacious, Family-Friendly Second living room

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Sleeps 22 · 8 bedrooms · 6 bathrooms

for 3 nights, 1 home

AU$2,269 per night

includes taxes & fees

A beautiful view of our pier. Photo credit: @ebb.creativemarketing

Premier Host

Waterfront Cottage in Beautiful Hoopers Island

Sleeps 5 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$420 per night

includes taxes & fees

Premier Host

Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay

Sleeps 16 · 5 bedrooms · 3+ bathrooms

for 3 nights, 1 home

AU$1,750 per night

includes taxes & fees

Every sunrise brings new hope for a brighter future.

Premier Host

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 cottage

AU$495 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Explore Dorchester County pet-friendly rentals

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Waterfront Cottage in Beautiful Hoopers Island

Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay

Family and Pet-Friendly, Waterfront with Pier

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Find spaces that suit your style

Pet-friendly Rentals in Dorchester County

Holiday Rental options in Dorchester County