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Dog Friendly Hotels with Swimming Pool in Saint Michaels

66 HOTELS IN AND AROUND SAINT MICHAELSRanking can be influenced by the commissions we receive.
Inn at Perry Cabin main photo
Inn at Perry Cabin
Inn in Saint Michaels MDUS flag
9.2
Excellent
From $491
$
Info
A charming manor house hotel and spa, sitting in wonderful gardens that reach down to the calm waters of Maryland’s Eastern shore.
Categories
Dog Friendly
Pool
Outdoor Pool
Luxury
Parsonage Inn Bed and Breakfast main photo
Parsonage Inn Bed and Breakfast
Bed & Breakfast in Saint Michaels MDUS flag
8.7
Very Good
From $231
$
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Parking
EV charging stations
St Michaels Harbour Inn, Marina and Spa main photo
St Michaels Harbour Inn, Marina and Spa
Inn in Saint Michaels MDUS flag
8.8
Excellent
From $321
$
Info
Summary of reviews
St Michaels Harbour Inn, Marina and Spa is a highly praised destination located along the scenic harbour in St Michaels, offering a picturesque setting that captivates visitors with its stunning waterfront views and charming town atmosphere. Guests appreciate its convenient location, allowing easy access to local shops and restaurants, adding to the allure and convenience of the stay. The hotel provides ample amenities, including a pool, bar, and restaurant, ensuring a pleasant and comfortable experience complemented by friendly and responsive staff.

The breakfast experience at Harrison's Restaurant is generally well-received for its quality and the beautiful waterfront view it offers, although guests should be aware that it comes at an additional cost. Dinner experiences are noted for their excellent culinary offerings and impressive views, despite occasional lapses in service. The rooms are described as large, comfortable, and clean, boasting serene views of the bay and marina, with many guests appreciating the newly renovated accommodations for their modern appeal and inviting ambiance.

The inn's staff are consistently praised for their friendliness and helpfulness, enhancing the welcoming atmosphere of the hotel. While there are some concerns about cleanliness and Wi-Fi connectivity, the courteous personnel and management's proactive approach to addressing issues contribute positively to the overall guest experience. The on-site spa is highlighted as a must-visit, providing a relaxing and enjoyable retreat, further enhanced by attentive staff.

The pool area, with its waterfront views and live music, adds charm to the stay, though improvements in maintenance and seating arrangements could enhance its appeal. Beds receive mixed reviews, with many guests finding them comfortable, despite some inconsistencies in firmness and mattress quality.

Overall, St Michaels Harbour Inn stands out as a remarkable spot for relaxation and exploration, with its stunning location, cozy accommodations, and attentive service making it a popular choice for visitors seeking a getaway by the water.
Categories
Pool
Outdoor Pool
Dog Friendly
Spa
Wylder Hotel - Tilghman Island main photo
Wylder Hotel - Tilghman Island
Hotel in Saint Michaels MDUS flag
8.8
Excellent
From $240
$
Info
Categories
Dog Friendly
Pool
Heated Pool
Outdoor Pool
Romantic
St. Michaels Inn main photo
St. Michaels Inn
Hotel in Saint Michaels MDUS flag
7.6
Good
From $94
$
Info
Summary of reviews
St. Michaels Inn offers a convenient, centrally located stay that allows guests easy access to the quaint shops, restaurants and attractions of St. Michaels and its surroundings. The inn is especially valued for its peaceful setting, ample and easy parking and serves as an excellent base for exploring the Eastern Shore. Guests frequently praise the clean, spacious rooms featuring thoughtful amenities like refrigerators and microwaves with many finding the decor cozy and inviting.

The complimentary breakfast is well-received overall with guests enjoying an array of options from scrambled eggs and sausage to muffins and fresh fruit. While some found the breakfast room well-organized and the continental setup convenient, others noted limited options and occasional restocking issues. The inn’s cleanliness is consistently highlighted with terms like "spotless" and "well-maintained" frequently used to describe both the rooms and common areas, including the swimming pool.

The staff at
St. Michaels Inn is often lauded for their friendliness, professionalism and readiness to assist with any needs, greatly enhancing the guest experience. Numerous reviews commend individual staff members and appreciate their polite, helpful nature.

However, the inn does show signs of aging with some rooms featuring outdated furnishings and occasional odors. Reviews suggest uneven experiences with bed comfort with some guests finding the mattresses too firm or the pillows inadequate. The WiFi service also garnered mixed feedback with some guests experiencing weak signals and connectivity issues.

The pool, when available, is a well-maintained and pleasant spot for relaxation, though its inconsistent availability and early closing times were noted as drawbacks. The inn's outdoor spaces, including a patio, gazebo and courtyard, are appreciated for their cleanliness and tranquility.

Overall,
St. Michaels Inn provides good value for those looking for affordable, basic accommodations in a prime location. Its combination of strategic positioning, friendliness of staff and generally clean and comfortable environment make it a solid choice for budget-conscious travelers seeking a functional and pleasant stay.
Categories
Pool
Outdoor Pool
Dog Friendly
Accessible
Five Gables Inn and Spa main photo
Five Gables Inn and Spa
Inn in Saint Michaels MDUS flag
9.0
Excellent
From $296
$
Info
Categories
Dog Friendly
Pool
Heated Pool
Indoor Pool
Spa
Waterfront St Michaels Vacation Rental with Fire Pit main photo
Waterfront St Michaels Vacation Rental with Fire Pit
Vacation Home in Saint Michaels MDUS flag
8.0
Very Good
$
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Sunrise Cove main photo
Sunrise Cove
Vacation Home in Saint Michaels MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
Miles Rest main photo
Miles Rest
Vacation Home in Saint Michaels MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
Leeds Landing main photo
Leeds Landing
Vacation Home in Saint Michaels MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
Fairview Estate main photo
Fairview Estate
Vacation Home in Saint Michaels MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
Bayside The Point main photo
Bayside The Point
Vacation Home in Saint Michaels MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
Bankors Aweigh main photo
Bankors Aweigh
Vacation Home in Saint Michaels MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
Two Oysters House main photo
Two Oysters House
Vacation Home in Saint Michaels MDUS flag
10
Excellent
$
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Free Wi-Fi
Swan Hollow main photo
Swan Hollow
Vacation Home in Saint Michaels MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
5 more hotels nearby!
Mill Point main photo
Mill Point
4.3 mi from Saint Michaels
Vacation Home in Neavitt MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
6942 Travelers Rest Home main photo
6942 Travelers Rest Home
6.4 mi from Saint Michaels
Vacation Home in Easton MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Private Pool
Waterfront Bliss- Ultimate Tilghman Retreat home main photo
Waterfront Bliss- Ultimate Tilghman Retreat home
6.5 mi from Saint Michaels
Vacation Home in Tilghman Island MDUS flag
9.0
Excellent
$
Info
Categories
Dog Friendly
Pool
Private Pool
Outdoor Pool
Parking
American Pride at Sunset Point main photo
American Pride at Sunset Point
6.8 mi from Saint Michaels
Vacation Home in Easton MDUS flag
0.0
$
Info
Categories
Dog Friendly
Pool
Free Wi-Fi
Tilghman Island Inn main photo
Tilghman Island Inn
6.8 mi from Saint Michaels
Hotel in Tilghman Island MDUS flag
9.1
Excellent
From $223
$
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 66 hotels in and around Saint Michaels
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