Top Pet-friendly hotels in Saint Michaels, MD

12 available hotel offers

2 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Saint Michaels, MD hotels
Choose pet-friendly holiday accommodation
Price per night
Accommodation type
Rating

Pet-friendly hotels for the best price in Saint Michaels, MD

Wylder Hotel - Tilghman Island - Saint Michaels, MD
8.8 328 reviews
Saint Michaels, MD
07/08 – 11/08
£1141/nighttotal: £4564 (4 )

Wylder Hotel - Tilghman Island

3 6
hotel, Tilghman Island
Waterfront on Tilghman Island, this hotel offers a bayside retreat steeped in the history of the Chesapeake Bay's watermen, just a short drive from major cities.
This dog-friendly hotel boasts a private marina, kayaks, paddleboards, and a heated saltwater pool, ensuring a memorable stay for you and your pets.
Old Brick Inn - Saint Michaels, MD
9.0 181 reviews
Saint Michaels, MD
06/08 – 08/08
£351/nighttotal: £702 (2 )

Old Brick Inn

1 2
hotel, Easton
Old Brick Inn, a hotel in St. Michaels, Maryland, is located 32 kilometres from Annapolis and 59 kilometres from BWI.
This pet-friendly hotel offers a garden, spa, and restaurant, with rooms featuring air conditioning and private bathrooms, ensuring a comfortable stay for guests and their dogs.
Hampton Inn Easton - Saint Michaels, MD
9.0 767 reviews
Saint Michaels, MD
06/08 – 08/08
£185/nighttotal: £370 (2 )

Hampton Inn Easton

1 2
hotel, Easton
Conveniently located for explorers, this 3-star hotel in Easton is an 18-minute walk from the Academy Of The Arts, 32 kilometres from Federalsburg Marina, and 40 kilometres from Chesapeake Exploration Center, offering a truly pet-friendly base.
Guests can enjoy a fitness centre, indoor swimming pool, and free WiFi, with the hotel also being dog-friendly and welcoming pets.
St. Michaels Harbour Inn - 2 Queen Wf Suite - Saint Michaels, MD
9.2 55 reviews
Saint Michaels, MD
17/07 – 19/07
£542/nighttotal: £1084 (2 )

St. Michaels Harbour Inn - 2 Queen Wf Suite

1 2
hotel, Easton
Enjoying a prime downtown St. Michaels waterfront position with marina access, this hotel is a truly pet-friendly option for your visit to Easton.
This hotel offers suites with separate living spaces and patios, a swimming pool, a fitness centre, and complimentary bicycles for exploring the local area.
Inn At Perry Cabin - Saint Michaels, MD
9.5 454 reviews
Saint Michaels, MD
01/08 – 08/08
£3069/nighttotal: £21483 (7 )

Inn At Perry Cabin

3 5
hotel, Easton
Offering panoramic Chesapeake Bay views, the Inn at Perry Cabin is a 5-star hotel located on Maryland's Eastern Shore, just a 10-minute walk from St. Michael's town centre's shops and antique stores.
This dog-friendly hotel boasts a full-service spa, an outdoor swimming pool, a fitness centre, and an on-site Offshore Sailing School, making it an excellent choice for travellers seeking a pet-friendly seaside escape.
St Michaels Harbour Inn, Marina And Spa - Saint Michaels, MD
8.8 416 reviews
Saint Michaels, MD
01/08 – 04/08
£2317/nighttotal: £6951 (3 )

St Michaels Harbour Inn, Marina And Spa

4 5
hotel, Easton
Just 300 metres from the Chesapeake Bay Maritime Museum, St Michaels Harbour Inn, Marina And Spa is a 4-star hotel in Saint Michaels that welcomes pets.
This pet-friendly hotel boasts an on-site spa, restaurant, bar, and an outdoor swimming pool, with WiFi and car service included in the resort fee for a comfortable stay with your dog.
The Wildset - Saint Michaels, MD
9.8 100 reviews
Saint Michaels, MD
01/08 – 04/08
£1314/nighttotal: £3942 (3 )

The Wildset

4 5
hotel, Easton
Centrally located in St. Michaels, this hotel is within a 5-minute walk of Higgins Yacht Yard and Marina and Saint Michaels Town Hall, and 0.4 km from Muskrat Park and St. Michaels Marina.
This pet-friendly hotel offers a restaurant, bar, and free Wi-Fi, with pets allowed to ensure a comfortable stay for all travellers.
The Wildset - Saint Michaels, MD
9.7 589 reviews
Saint Michaels, MD
01/08 – 04/08
£1358/nighttotal: £4074 (3 )

The Wildset

4 5
hotel, Easton
Located in Saint Michaels, The Wildset is situated 17.7 kilometres from the Academy Of The Arts, offering a tranquil garden setting and being a truly pet-friendly hotel.
This hotel provides complimentary WiFi and air-conditioned rooms, with convenient on-site dining and a bar, ensuring a comfortable stay for you and your pets.
Inn At Perry Cabin - Saint Michaels, MD
9.5 80 reviews
Saint Michaels, MD
01/08 – 04/08
£3898/nighttotal: £11694 (3 )

Inn At Perry Cabin

4 5
hotel, Easton
Centrally located in St. Michaels, the Inn at Perry Cabin is within 15 minutes' walk of Perry Cabin Park and Saint Michaels Town Hall, and less than 1 mile (1.6 km) from Muskrat Park and Higgins Yacht Yard and Marina.
This luxurious 5-star hotel is a superb pet-friendly option, offering a spa, fitness centre, tennis courts and fine dining at Stars restaurant, ensuring a comfortable stay for both you and your dog.
St. Michaels Harbour Inn - Premium King Wf Suite - Saint Michaels, MD
8.8 5 reviews
Saint Michaels, MD
17/07 – 19/07
£547/nighttotal: £1094 (2 )

St. Michaels Harbour Inn - Premium King Wf Suite

1 2
hotel, Easton
Boasting an excellent location rating, this hotel in St. Michaels, Maryland, offers unparalleled harbour views from its prime downtown district, just a short stroll from the historic St. Michaels harbour.
This pet-friendly hotel provides a premium King Wf Suite featuring a jacuzzi tub and private balcony, alongside on-site resort amenities including a restaurant, bar, and day spa, making it an ideal choice for travellers with pets.
St. Michaels Harbour Inn - Waterfront King Room - Saint Michaels, MD
9.7 27 reviews
Saint Michaels, MD
17/07 – 19/07
£504/nighttotal: £1008 (2 )

St. Michaels Harbour Inn - Waterfront King Room

1 2
hotel, Easton
Perfectly situated in downtown St. Michaels, MD, this hotel boasts a prime waterfront location with direct harbour views, just a stone's throw from the historic St. Michaels harbour.
This pet-friendly hotel offers luxury accommodations for two guests, featuring king beds, jacuzzi tubs, and floor-to-ceiling harbour-view windows, alongside full-service resort amenities including a restaurant, bar, and day spa for a truly relaxing seaside escape.
The Tidewater Inn - Saint Michaels, MD
8.8 893 reviews
Saint Michaels, MD
01/08 – 04/08
£355/nighttotal: £1065 (3 )

The Tidewater Inn

2 5
hotel, Easton
Located in Easton's historical district, this hotel is mere steps from the Avalon Theatre and Talbot County Visitor Centre, with the Historical Society of Talbot County and Academy Art Museum within a 10-minute walk.
This pet-friendly hotel offers a full-service spa, on-site dining, and complimentary WiFi, ensuring a comfortable stay for both you and your dog.

Top rated pet-friendly hotels in Saint Michaels, MD with a car park

Enjoy a stress-free trip to Saint Michaels, MD with your pet! Our top-rated hotels all offer on-site car parking, with a fantastic selection of dog-friendly and boutique stays to ensure a comfortable visit.

Old Brick Inn - Saint Michaels, MD
9.0 181 reviews
Saint Michaels, MD
06/08 – 08/08
£351/nighttotal: £702 (2 )

Old Brick Inn

1 2
hotel, Easton
Old Brick Inn, a hotel in St. Michaels, Maryland, is located 32 kilometres from Annapolis and 59 kilometres from BWI.
This pet-friendly hotel offers a garden, spa, and restaurant, with rooms featuring air conditioning and private bathrooms, ensuring a comfortable stay for guests and their dogs.
Wylder Hotel - Tilghman Island - Saint Michaels, MD
8.8 328 reviews
Saint Michaels, MD
07/08 – 11/08
£1141/nighttotal: £4564 (4 )

Wylder Hotel - Tilghman Island

3 6
hotel, Tilghman Island
Waterfront on Tilghman Island, this hotel offers a bayside retreat steeped in the history of the Chesapeake Bay's watermen, just a short drive from major cities.
This dog-friendly hotel boasts a private marina, kayaks, paddleboards, and a heated saltwater pool, ensuring a memorable stay for you and your pets.
The Wildset - Saint Michaels, MD
9.8 100 reviews
Saint Michaels, MD
01/08 – 04/08
£1314/nighttotal: £3942 (3 )

The Wildset

4 5
hotel, Easton
Centrally located in St. Michaels, this hotel is within a 5-minute walk of Higgins Yacht Yard and Marina and Saint Michaels Town Hall, and 0.4 km from Muskrat Park and St. Michaels Marina.
This pet-friendly hotel offers a restaurant, bar, and free Wi-Fi, with pets allowed to ensure a comfortable stay for all travellers.
Inn At Perry Cabin - Saint Michaels, MD
9.5 80 reviews
Saint Michaels, MD
01/08 – 04/08
£3898/nighttotal: £11694 (3 )

Inn At Perry Cabin

4 5
hotel, Easton
Centrally located in St. Michaels, the Inn at Perry Cabin is within 15 minutes' walk of Perry Cabin Park and Saint Michaels Town Hall, and less than 1 mile (1.6 km) from Muskrat Park and Higgins Yacht Yard and Marina.
This luxurious 5-star hotel is a superb pet-friendly option, offering a spa, fitness centre, tennis courts and fine dining at Stars restaurant, ensuring a comfortable stay for both you and your dog.
The Wildset - Saint Michaels, MD
9.7 589 reviews
Saint Michaels, MD
01/08 – 04/08
£1358/nighttotal: £4074 (3 )

The Wildset

4 5
hotel, Easton
Located in Saint Michaels, The Wildset is situated 17.7 kilometres from the Academy Of The Arts, offering a tranquil garden setting and being a truly pet-friendly hotel.
This hotel provides complimentary WiFi and air-conditioned rooms, with convenient on-site dining and a bar, ensuring a comfortable stay for you and your pets.
St Michaels Harbour Inn, Marina And Spa - Saint Michaels, MD
8.8 416 reviews
Saint Michaels, MD
01/08 – 04/08
£2317/nighttotal: £6951 (3 )

St Michaels Harbour Inn, Marina And Spa

4 5
hotel, Easton
Just 300 metres from the Chesapeake Bay Maritime Museum, St Michaels Harbour Inn, Marina And Spa is a 4-star hotel in Saint Michaels that welcomes pets.
This pet-friendly hotel boasts an on-site spa, restaurant, bar, and an outdoor swimming pool, with WiFi and car service included in the resort fee for a comfortable stay with your dog.
Inn At Perry Cabin - Saint Michaels, MD
9.5 454 reviews
Saint Michaels, MD
01/08 – 08/08
£3069/nighttotal: £21483 (7 )

Inn At Perry Cabin

3 5
hotel, Easton
Offering panoramic Chesapeake Bay views, the Inn at Perry Cabin is a 5-star hotel located on Maryland's Eastern Shore, just a 10-minute walk from St. Michael's town centre's shops and antique stores.
This dog-friendly hotel boasts a full-service spa, an outdoor swimming pool, a fitness centre, and an on-site Offshore Sailing School, making it an excellent choice for travellers seeking a pet-friendly seaside escape.
Hampton Inn Easton - Saint Michaels, MD
9.0 767 reviews
Saint Michaels, MD
06/08 – 08/08
£185/nighttotal: £370 (2 )

Hampton Inn Easton

1 2
hotel, Easton
Conveniently located for explorers, this 3-star hotel in Easton is an 18-minute walk from the Academy Of The Arts, 32 kilometres from Federalsburg Marina, and 40 kilometres from Chesapeake Exploration Center, offering a truly pet-friendly base.
Guests can enjoy a fitness centre, indoor swimming pool, and free WiFi, with the hotel also being dog-friendly and welcoming pets.

Pet-friendly hotels with a pool in Saint Michaels, MD for the best price

Enjoy a relaxing stay in Saint Michaels, MD with your pet! Discover top-rated hotels with pools, ranging from upscale stays to modern, pet-friendly favorites designed for the perfect getaway.

St Michaels Harbour Inn, Marina And Spa - Saint Michaels, MD
8.8 416 reviews
Saint Michaels, MD
01/08 – 04/08
£2317/nighttotal: £6951 (3 )

St Michaels Harbour Inn, Marina And Spa

4 5
hotel, Easton
Just 300 metres from the Chesapeake Bay Maritime Museum, St Michaels Harbour Inn, Marina And Spa is a 4-star hotel in Saint Michaels that welcomes pets.
This pet-friendly hotel boasts an on-site spa, restaurant, bar, and an outdoor swimming pool, with WiFi and car service included in the resort fee for a comfortable stay with your dog.
Wylder Hotel - Tilghman Island - Saint Michaels, MD
8.8 328 reviews
Saint Michaels, MD
07/08 – 11/08
£1141/nighttotal: £4564 (4 )

Wylder Hotel - Tilghman Island

3 6
hotel, Tilghman Island
Waterfront on Tilghman Island, this hotel offers a bayside retreat steeped in the history of the Chesapeake Bay's watermen, just a short drive from major cities.
This dog-friendly hotel boasts a private marina, kayaks, paddleboards, and a heated saltwater pool, ensuring a memorable stay for you and your pets.
St. Michaels Harbour Inn - Waterfront King Room - Saint Michaels, MD
9.7 27 reviews
Saint Michaels, MD
17/07 – 19/07
£504/nighttotal: £1008 (2 )

St. Michaels Harbour Inn - Waterfront King Room

1 2
hotel, Easton
Perfectly situated in downtown St. Michaels, MD, this hotel boasts a prime waterfront location with direct harbour views, just a stone's throw from the historic St. Michaels harbour.
This pet-friendly hotel offers luxury accommodations for two guests, featuring king beds, jacuzzi tubs, and floor-to-ceiling harbour-view windows, alongside full-service resort amenities including a restaurant, bar, and day spa for a truly relaxing seaside escape.
St. Michaels Harbour Inn - Premium King Wf Suite - Saint Michaels, MD
8.8 5 reviews
Saint Michaels, MD
17/07 – 19/07
£547/nighttotal: £1094 (2 )

St. Michaels Harbour Inn - Premium King Wf Suite

1 2
hotel, Easton
Boasting an excellent location rating, this hotel in St. Michaels, Maryland, offers unparalleled harbour views from its prime downtown district, just a short stroll from the historic St. Michaels harbour.
This pet-friendly hotel provides a premium King Wf Suite featuring a jacuzzi tub and private balcony, alongside on-site resort amenities including a restaurant, bar, and day spa, making it an ideal choice for travellers with pets.
Hampton Inn Easton - Saint Michaels, MD
9.0 767 reviews
Saint Michaels, MD
06/08 – 08/08
£185/nighttotal: £370 (2 )

Hampton Inn Easton

1 2
hotel, Easton
Conveniently located for explorers, this 3-star hotel in Easton is an 18-minute walk from the Academy Of The Arts, 32 kilometres from Federalsburg Marina, and 40 kilometres from Chesapeake Exploration Center, offering a truly pet-friendly base.
Guests can enjoy a fitness centre, indoor swimming pool, and free WiFi, with the hotel also being dog-friendly and welcoming pets.
Inn At Perry Cabin - Saint Michaels, MD
9.5 454 reviews
Saint Michaels, MD
01/08 – 08/08
£3069/nighttotal: £21483 (7 )

Inn At Perry Cabin

3 5
hotel, Easton
Offering panoramic Chesapeake Bay views, the Inn at Perry Cabin is a 5-star hotel located on Maryland's Eastern Shore, just a 10-minute walk from St. Michael's town centre's shops and antique stores.
This dog-friendly hotel boasts a full-service spa, an outdoor swimming pool, a fitness centre, and an on-site Offshore Sailing School, making it an excellent choice for travellers seeking a pet-friendly seaside escape.
St. Michaels Harbour Inn - 2 Queen Wf Suite - Saint Michaels, MD
9.2 55 reviews
Saint Michaels, MD
17/07 – 19/07
£542/nighttotal: £1084 (2 )

St. Michaels Harbour Inn - 2 Queen Wf Suite

1 2
hotel, Easton
Enjoying a prime downtown St. Michaels waterfront position with marina access, this hotel is a truly pet-friendly option for your visit to Easton.
This hotel offers suites with separate living spaces and patios, a swimming pool, a fitness centre, and complimentary bicycles for exploring the local area.

Destinations nearby

Top pet-friendly hotels in Saint Michaels, MD with air conditioning

Experience ultimate comfort in Saint Michaels, MD. These pet-friendly hotels offer the perfect mix of convenience and relaxation, with full air conditioning to keep your pets happy and cool throughout your stay.

Hampton Inn Easton - Saint Michaels, MD
9.0 767 reviews
Saint Michaels, MD
06/08 – 08/08
£185/nighttotal: £370 (2 )

Hampton Inn Easton

1 2
hotel, Easton
Conveniently located for explorers, this 3-star hotel in Easton is an 18-minute walk from the Academy Of The Arts, 32 kilometres from Federalsburg Marina, and 40 kilometres from Chesapeake Exploration Center, offering a truly pet-friendly base.
Guests can enjoy a fitness centre, indoor swimming pool, and free WiFi, with the hotel also being dog-friendly and welcoming pets.
St. Michaels Harbour Inn - Waterfront King Room - Saint Michaels, MD
9.7 27 reviews
Saint Michaels, MD
17/07 – 19/07
£504/nighttotal: £1008 (2 )

St. Michaels Harbour Inn - Waterfront King Room

1 2
hotel, Easton
Perfectly situated in downtown St. Michaels, MD, this hotel boasts a prime waterfront location with direct harbour views, just a stone's throw from the historic St. Michaels harbour.
This pet-friendly hotel offers luxury accommodations for two guests, featuring king beds, jacuzzi tubs, and floor-to-ceiling harbour-view windows, alongside full-service resort amenities including a restaurant, bar, and day spa for a truly relaxing seaside escape.
Inn At Perry Cabin - Saint Michaels, MD
9.5 454 reviews
Saint Michaels, MD
01/08 – 08/08
£3069/nighttotal: £21483 (7 )

Inn At Perry Cabin

3 5
hotel, Easton
Offering panoramic Chesapeake Bay views, the Inn at Perry Cabin is a 5-star hotel located on Maryland's Eastern Shore, just a 10-minute walk from St. Michael's town centre's shops and antique stores.
This dog-friendly hotel boasts a full-service spa, an outdoor swimming pool, a fitness centre, and an on-site Offshore Sailing School, making it an excellent choice for travellers seeking a pet-friendly seaside escape.
The Tidewater Inn - Saint Michaels, MD
8.8 893 reviews
Saint Michaels, MD
01/08 – 04/08
£355/nighttotal: £1065 (3 )

The Tidewater Inn

2 5
hotel, Easton
Located in Easton's historical district, this hotel is mere steps from the Avalon Theatre and Talbot County Visitor Centre, with the Historical Society of Talbot County and Academy Art Museum within a 10-minute walk.
This pet-friendly hotel offers a full-service spa, on-site dining, and complimentary WiFi, ensuring a comfortable stay for both you and your dog.
St Michaels Harbour Inn, Marina And Spa - Saint Michaels, MD
8.8 416 reviews
Saint Michaels, MD
01/08 – 04/08
£2317/nighttotal: £6951 (3 )

St Michaels Harbour Inn, Marina And Spa

4 5
hotel, Easton
Just 300 metres from the Chesapeake Bay Maritime Museum, St Michaels Harbour Inn, Marina And Spa is a 4-star hotel in Saint Michaels that welcomes pets.
This pet-friendly hotel boasts an on-site spa, restaurant, bar, and an outdoor swimming pool, with WiFi and car service included in the resort fee for a comfortable stay with your dog.
Old Brick Inn - Saint Michaels, MD
9.0 181 reviews
Saint Michaels, MD
06/08 – 08/08
£351/nighttotal: £702 (2 )

Old Brick Inn

1 2
hotel, Easton
Old Brick Inn, a hotel in St. Michaels, Maryland, is located 32 kilometres from Annapolis and 59 kilometres from BWI.
This pet-friendly hotel offers a garden, spa, and restaurant, with rooms featuring air conditioning and private bathrooms, ensuring a comfortable stay for guests and their dogs.
St. Michaels Harbour Inn - 2 Queen Wf Suite - Saint Michaels, MD
9.2 55 reviews
Saint Michaels, MD
17/07 – 19/07
£542/nighttotal: £1084 (2 )

St. Michaels Harbour Inn - 2 Queen Wf Suite

1 2
hotel, Easton
Enjoying a prime downtown St. Michaels waterfront position with marina access, this hotel is a truly pet-friendly option for your visit to Easton.
This hotel offers suites with separate living spaces and patios, a swimming pool, a fitness centre, and complimentary bicycles for exploring the local area.
St. Michaels Harbour Inn - Premium King Wf Suite - Saint Michaels, MD
8.8 5 reviews
Saint Michaels, MD
17/07 – 19/07
£547/nighttotal: £1094 (2 )

St. Michaels Harbour Inn - Premium King Wf Suite

1 2
hotel, Easton
Boasting an excellent location rating, this hotel in St. Michaels, Maryland, offers unparalleled harbour views from its prime downtown district, just a short stroll from the historic St. Michaels harbour.
This pet-friendly hotel provides a premium King Wf Suite featuring a jacuzzi tub and private balcony, alongside on-site resort amenities including a restaurant, bar, and day spa, making it an ideal choice for travellers with pets.
copyright © 2026 withmypet.com