Find Pet-friendly Hotels in St. Michaels, MD from CA $369

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Top St. Michaels Pet-friendly Hotels

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Property grounds
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
10.0 out of 10, Exceptional, (151)
"Quaint yet period correct. Plenty of room with decent kitchen. Especially love location and screaned back porch. Have stayed in house several times and does not disappoint!! Will go again for sure!"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Walk to Everything House
Fridge, microwave, oven, stovetop
Walk to Everything House
10.0 out of 10, Exceptional, (64)
"The house was perfectly located in town in St. Michael’s with off street parking as a bonus. Despite the weather being cold and rainy, we had a lovely time in charming St. Michaels. It was a delightful spot for our annual girls weekend."
Walk to Everything House
The Wildset
Premium Room
The Wildset
2.5 star property
9.8 out of 10, Exceptional, (230)
"Absolutely beautiful, clean, friendly staff and delicious food "
The price is CA $381
CA $446 total
includes taxes & fees
May 16 - May 17
The Wildset
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (25)
"My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller,...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Dollhouse in Central Historic St Michaels
Exterior
Dollhouse in Central Historic St Michaels
9.8 out of 10, Exceptional, (37)
"This was our 2nd time staying at this property! It is a perfect location and house for a girls weekend with my mother and daughter! Great communication with the owner! We will definitely rent again!"
Dollhouse in Central Historic St Michaels
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (295)
"The charm of this special property at the eastern shore will surely be missed."
The price is CA $908
CA $1,099 total
includes taxes & fees
May 20 - May 21
Inn at Perry Cabin
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (106)
"Wonderful return visit to St Michaels. This time at a fantastic historical home in perfect location. Home was everything you could ask for and more. Park your car and walk anywhere, within a very quiet neighborhood, yet minutes from all St Michaels offers. Highly recommend this Property and host."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (103)
"Really enjoyed the house and it’s location, perfect for a couples weekend!"
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
George Brooks House B&B
Exterior
George Brooks House B&B
3.0 star property
8.6 out of 10, Excellent, (51)
"We loved that the historic house was built by the son of freedenslaved African Americans."
The price is CA $369
CA $405 total
includes taxes & fees
May 16 - May 17
George Brooks House B&B
Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock
Pool
Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock
Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's the best pet-friendly accommodation in St. Michaels?
The Wildset is a top dog-friendly hotel, and offers a restaurant and a bar/lounge for its human guests. Other good options to stay with your pet include Inn at Perry Cabin and George Brooks House B&B.
How many hotels that accept pets should I expect to find in St. Michaels?
Frolic with your furry friend at one of Expedia’s 9 St. Michaels accommodations that accept pets.
What's the best time of year to travel to St. Michaels with my pet?
When you’re traveling with pets, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
What is there to see and do with your pet in St. Michaels?
Known for its museums and port, St. Michaels has lots to offer visitors. See the local sights and visit Chesapeake Bay Maritime Museum and St. Michaels Winery. While you’re there, make sure you don’t miss St. Michaels Museum.