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Best St Michaels Vacation Rentals
Opting for vacation rentals in Saint Michaels allows guests to enjoy spacious accommodations, often with breathtaking waterfront views. These rentals provide an opportunity for self-catering meals and a more intimate experience with local culture.
+ 97 photos
Inn At Perry Cabin
308 Watkins Lane
Wi-Fi
Valet parking
Baggage storage
Locker room
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Outdoor swimming pool
Massage
Steam room
Spa & wellness center
Laundry
Flat-screen TV
Elevator
Business center
Cycling
Golf course
Tennis court
Yoga class
Water sports
In-room breakfast
Sun loungers
Children's menu
Cribs
Pets allowed
Air conditioning
Non-smoking rooms
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Located on Maryland's Eastern Shore, Inn At Perry Cabin features a full-service spa and various dining options, alongside stunning views of the Chesapeake Bay. The inn comprises 78 well-appointed rooms with amenities including free WiFi and satellite TV. Guests can take advantage of the outdoor pool, fitness center, and yoga classes available. On-site dining includes Stars restaurant, serving breakfast, lunch, and dinner, while Purser's Pub offers a cozy spot for cocktails by the fireplace. Just a short stroll from the inn, visitors can explore local shops and the historic center of Saint Michaels.
Price comparison
Average Price 422 US$
+ 77 photos
George Brooks House B&B
24500 Rolles Range Road
Free Wi-Fi in rooms
Off-site parking lot
Welcome drink
Seasonal outdoor pool
Saltwater pool
Jacuzzi
Spa & wellness center
Flat-screen TV
Dryer
VIP check-in/ -out
Cycling
Canoeing
Horseback riding
Golf course
In-room breakfast
Sun loungers
Beach umbrellas
Board games
Babysitting/Child services
Pets allowed
Air conditioning
No smoking on site
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George Brooks House B&B provides a relaxing getaway with amenities like a spa and wellness center and a beautiful garden. The property features six rooms, each equipped with a private bathroom and some offering balconies for scenic views. Guests are treated to an à la carte breakfast featuring local specialties and fresh pastries. Close to the Miles River, it offers opportunities for cycling and picnics. With communal areas for relaxation, guests can unwind in a friendly atmosphere, reflective of the local charm.
Price comparison
Average Price 210 US$
+ 89 photos
Old Brick Inn
401 S. Talbot Street
Wi-Fi
Free parking
Outdoor dining area
Welcome drink
Picnic area/ Tables
Flat-screen TV
Adults only
Express check-in/ -out
VIP check-in/ -out
Cycling
Fishing
Golf course
Board games
No pets allowed
Air conditioning
No smoking on site
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Composed of three historic buildings, Old Brick Inn is designed to complement the charm of Saint Michaels with its unique architectural styles. The inn includes 14 air-conditioned rooms that provide all-modern comforts. Within walking distance from attractions like the Chesapeake Bay Maritime Museum, guests can immerse themselves in the local culture while enjoying easy access to the waterfront. Amenities include free WiFi and parking. The charming atmosphere makes it a comfortable base for those exploring the area or seeking a cozy retreat.
Price comparison
Average Price 123 US$
+ 97 photos
St. Michaels Inn
1228 South Talbot Street
Wi-Fi
Free parking
24-hour security
Picnic area/ Tables
Seasonal outdoor pool
Laundry
Flat-screen TV
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Sun loungers
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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St. Michaels Inn boasts 66 comfortable rooms equipped with refrigerators and cable TV, ideal for both relaxation and play. Located just a mile from the historic center, this inn features a seasonal outdoor pool with lounge chairs, perfect for warmer days. Guests can enjoy a continental breakfast each morning before starting their day of adventure. The nearby Crab Claw restaurant serves fresh seafood with bay views only a short distance away. With access to local attractions such as the Chesapeake Bay Maritime Museum, there's plenty to explore.
Price comparison
Average Price 109 US$
+ 91 photos
St Michaels Harbour Inn, Marina And Spa
101 N. Harbour Road
Wi-Fi
Free parking
Baggage storage
24-hour reception
Bar/ Lounge area
Outdoor dining area
Restaurant
Welcome drink
Paid shuttle service
Fitness center
Seasonal outdoor pool
Facial
Body wraps
Body scrub
Waxing
Back massage
Head massage
Full body massage
Steam room
Treatment room
Flat-screen TV
Elevator
Business center
Cycling
Canoeing
Fishing
Golf course
Sun loungers
Children's menu
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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Nestled along the waterfront, St Michaels Harbour Inn offers a blend of relaxation and adventure with its on-site spa and indoor restaurant. The inn features 51 guest rooms some with private balconies overlooking the water. With a range of activities including cycling and kayaking, guests can immerse themselves in the natural beauty of the area. The Chesapeake Bay Maritime Museum is just a short walk away, enhancing its appeal to travelers interested in local culture and history. The hospitable staff ensures a pleasant stay with various on-site amenities.
Price comparison
Average Price 135 US$
+ 97 photos
The Oaks Waterfront Hotel
25876 Royal Oaks Road
Free Wi-Fi in rooms
Free parking
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Picnic area/ Tables
Free shuttle service
Seasonal outdoor pool
Saltwater pool
Flat-screen TV
Elevator
Cookware/ Kitchen utensils
Express check-in/ -out
Cycling
Canoeing
Golf course
Yoga class
Sun loungers
Beach umbrellas
No pets allowed
Air conditioning
No smoking on site
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The Oaks Waterfront Hotel offers comfortable accommodations amidst stunning natural scenery, providing a seasonal outdoor pool for guests to enjoy. Each of the 16 rooms includes a flat-screen TV and is equipped with private bathrooms. Located 24 miles from Annapolis, it's an excellent option for those seeking tranquility near urban amenities. Guests have access to complimentary bicycles for exploring the surrounding area, encouraging outdoor activities such as kayaking. The laid-back atmosphere allows for relaxation.
Price comparison
Average Price 489 US$
+ 78 photos
The Wildset
209 North Talbot Street
Wi-Fi
Free parking
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Flat-screen TV
Cycling
Golf course
Cribs
Board games
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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The Wildset offers a modern lodging experience in the heart of Saint Michaels, located just minutes from key attractions. This property features 34 guest rooms with straightforward amenities and a welcoming atmosphere. The on-site restaurant and bar provide guests with casual dining options. Close to the Chesapeake Bay Maritime Museum, guests can easily engage with local history and culture. Additionally, activities like cycling are encouraged in this picturesque area.
Price comparison
Average Price 339 US$
+ 66 photos
Baydream Believer
8718 Bozman Neavitt Road
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Table tennis
Badminton
Cycling
Fishing
Horseback riding
Golf course
Tennis court
Outdoor dining area
Picnic area/ Tables
Sun loungers
Jacuzzi
Toys
Game room
Board games
Seasonal outdoor pool
No pets allowed
No smoking on site
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Baydream Believer serves as an expansive vacation home, ideal for larger groups that seek both comfort and flexibility. Equipped with five bedrooms, the property features a fully outfitted kitchen and dedicated dining areas for family gatherings. Guests can take advantage of the outdoor barbecue facilities and private pool. Located 15 miles from local attractions, the property allows easy access while providing a retreat-like ambiance. Its spacious layout ensures ample room for relaxation and recreation.
Price comparison
+ 43 photos
Two Oysters House
Oakwood Park Road St Michaels
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Outdoor dining area
Sun loungers
Jacuzzi
Seasonal outdoor pool
Saltwater pool
Pets allowed
No smoking on site
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Recently renovated, Two Oysters House provides a stylish escape with upscale finishes and a private pool. Ideal for families, the house features four bedrooms and three bathrooms, accommodating various group sizes comfortably. The fully furnished kitchen allows guests the convenience of meal preparation at home, while outdoor dining spaces enhance the experience. This property is within walking distance of several attractions. Its tranquil garden setting provides a peaceful retreat.
Price comparison
+ 80 photos
The Water House
7952 Church Neck Road
Wi-Fi
Free parking
Dryer
Air conditioning
Board games
Pets allowed
No smoking on site
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The Water House offers expansive accommodations with five separate bedrooms, designed for privacy and comfort. The garden surrounding the property enhances the natural beauty of the lodgings, providing a relaxing atmosphere for guests. Located just 13 miles from nearby attractions, this vacation home allows for easy access while offering the comforts of self-catering options. Each room is equipped with modern amenities to ensure a pleasant stay. The layout is perfect for families or groups looking for an enjoyable holiday in Saint Michaels.
Price comparison
Known for its rich maritime history and picturesque landscapes, Saint Michaels is a waterfront treasure located on Maryland's Eastern Shore. With origins dating back over 200 years, the town features scenic harbors, vibrant art galleries, and delectable seafood cuisine. The hotel scene in Saint Michaels is varied, with multiple rentals to choose from that cater to a range of visitors. From charming inns with personal service to luxury accommodations featuring on-site restaurants and spas, a variety of options are available just minutes from local attractions such as the Chesapeake Bay Maritime Museum and historic lighthouses.
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