Top Galesville pet-friendly rentals - Maryland

Explore Galesville pet-friendly rentals

Showing deals for: 1 Feb - 4 Feb

Premier Host

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Sleeps 8 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 cottage

AU$413 per night

includes taxes & fees

Premier Host

Oasis by the Bay - Waterfront Heated Pool Hot Tub!

Sleeps 18 · 6 bedrooms · 4+ bathrooms

for 3 nights, 1 home

AU$1,651 per night

includes taxes & fees

Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi

Sleeps 13 · 6 bedrooms · 3+ bathrooms

for 3 nights, 1 home

AU$1,144 per night

includes taxes & fees

Premier Host

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

Sleeps 5 · 1 bedroom · 1 bathroom

for 3 nights, 1 room

AU$471 per night

includes taxes & fees

In ground saltwater heated pool + hot tub!

Premier Host

USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!

Sleeps 14 · 5 bedrooms · 3+ bathrooms

for 3 nights, 1 home

AU$1,469 per night

includes taxes & fees

Top rated pet-friendly rentals - Galesville

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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