A waterfront street lined with trees and a white building with a balcony.

Pet friendly Hotels in St. Michaels, Maryland

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Check availability on St. Michaels Pet friendly Hotels

Our top choices for St. Michaels pet-friendly hotels

Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (393 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
The price is P39,975
P43,973 total
includes taxes & fees
Aug 19 - Aug 20
Inn at Perry Cabin
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (481 reviews)
"Excellent accommodations and perfect location. Will definitely be back."
United States
Tim
The price is P14,744
P17,761 total
includes taxes & fees
Aug 11 - Aug 12
The Wildset
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (76 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is P13,027
P14,330 total
includes taxes & fees
Jul 22 - Jul 23
George Brooks House B&B
Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is P27,107
P29,818 total
includes taxes & fees
Jul 28 - Jul 29
The Oaks Waterfront
Bar (on property)

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (577 reviews)
"place was grand- we'll be back"
United States
Donald
The price is P9,010
P9,911 total
includes taxes & fees
Jul 23 - Jul 24
Hampton Inn Easton
Front of property

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (92 reviews)
" Staff is super friendly. The rooms were very clean and the breakfast was wonderful."
United States
Lewis
The price is P18,238
P20,061 total
includes taxes & fees
Jul 28 - Jul 29
Hummingbird Inn
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (904 reviews)
"It was pleasant having a room that overlooked the courtyard."
United States
Karen
The price is P6,230
P6,853 total
includes taxes & fees
Aug 12 - Aug 13
Quality Inn
Terrace/patio

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (148 reviews)
"Totally charming. We had a lovely time and our dogs loved it."
United States
Wm
The price is P13,858
P15,244 total
includes taxes & fees
Aug 11 - Aug 12
The Tilghman Island Inn
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (102 reviews)
"Super lovely, very cute even when our weather was pretty rainy."
United States
Jennifer
The price is P16,630
P21,373 total
includes taxes & fees
Jul 22 - Jul 23
Wylder Tilghman Island
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,008 reviews)
"I have stayed several times over the last few years and the place continues to be very good."
United States
Thomas R.
The price is P6,611
P7,338 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express Annapolis East-Kent Island by IHG
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.
View all properties

Top St. Michaels Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Beautiful property, very well maintained. Dinner and Brunch at Stars were both very good. We loved being by the boats. Staff was accommodating when I had to do a zoom call on the morning of departure and found me a quiet private spot. Short walk to the Maritime Museum which was worth going to learn about the Eastern Shore. Short walk to town to pick up some needed items at the local pharmacy and on the way back stopped at the olive oil store and bought a couple of interesting bottles. Would have like to check out the SPA, but we decided on Friday to spend Saturday and Sunday nights and they were booked. The staff was generally friendly. It was expensive per night. But for clean and beautiful grounds, a clean room, friendly staff, and views from our room and from the restaurants that included water and boats, I felt it was worth it for our spontaneous road trip from the Philly suburb. We would come back and this time book a sailing activity and a massage. Notes: The big Samsung TV was nice but doesn't allow streaming from my phones and so we had to watch our show on my laptop. Room #2 was great in that it was in the main lodge next to the restaurant and a across from the bar which was very noisy at times. We didn't mind for 2 days, we enjoyed the convenience and drowned at noisy with a sound machine. If we were there for longer, the noise may have gotten old. In summary, we liked it and would visit again."
Greg 2-night trip
Posted less than an hour ago
Inn at Perry Cabin

Frequently asked questions

What's the best pet-friendly accommodation in St. Michaels?
Inn at Perry Cabin is a top dog-friendly hotel, and offers a full-service spa and a golf course for its human guests. Other good options to stay with your pet include The Wildset and Parsonage Inn.
How many hotels that accept pets should I expect to find in St. Michaels?
Frolic with your furry friend at one of Expedia's 5 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 Saint Michaels Town Hall and St. Michaels Marina. While you're there, make sure you don't miss Chesapeake Bay Maritime Museum and St. Michaels Winery.

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