Talbot County

Boutique Hotels in Talbot County

Enter your dates to find boutique hotels in Talbot County that offer unique style and charm.

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Top Boutique Hotels Talbot County

Discover the best boutique hotels in Talbot County, celebrated for their unique style and personality.
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Grace Cottage, Saint Michaels Walk to everything!
Grace Cottage, Saint Michaels Walk to everything!Grace Cottage, Saint Michaels Walk to everything!Grace Cottage, Saint Michaels Walk to everything!Grace Cottage, Saint Michaels Walk to everything!Grace Cottage, Saint Michaels Walk to everything!Grace Cottage, Saint Michaels Walk to everything!
20
Hotels in Talbot County
About this spaceWelcome to Grace Street Cottage in the heart of Saint Michaels. Walk to shops, restaurants and experience the best of the Eastern Shore. This cottage has all you will need for a perfect getaway. Sit by the fire pit and grill out or take a few steps to Talbot Street where your dining options are endless! Pack your bags and head to the shore.The spaceThis 2 BR 2.5 BA Cottage in the heart of town is the perfect get away. The cottage has 2 BRs and 2.5 Baths 3 fireplaces and all the amenities you will need for your trip to the Eastern Shore. Outside you will find a fire pit in a lovely setting and dining area for a cook out with plenty of space to relax. You won't find a better location in town.Guest accessEntire house is yoursAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
5 reviews
10.0/10
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Travelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint Michaels
Travelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint MichaelsTravelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint MichaelsTravelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint MichaelsTravelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint MichaelsTravelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint MichaelsTravelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint Michaels
59
Outstanding
5 reviews
10.0/10
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened PorchCarpenter St. Cottage In the Heart of St Michaels Village - Large Screened PorchCarpenter St. Cottage In the Heart of St Michaels Village - Large Screened PorchCarpenter St. Cottage In the Heart of St Michaels Village - Large Screened PorchCarpenter St. Cottage In the Heart of St Michaels Village - Large Screened PorchCarpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
22
Outstanding
59 reviews
9.8/10
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Talbot County
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Walk to Everything House
Walk to Everything HouseWalk to Everything HouseWalk to Everything HouseWalk to Everything HouseWalk to Everything HouseWalk to Everything House
12
Hotels in Talbot County
The historic house which was restored from 2016-2020, is conveniently located on a quiet street near the Blue Crab coffee shop and the Town Library. The first floor has a front parlor and dining room in the front/historic section, and a large kitchen family room in the rear. There is a half bath on the first floor.On the second floor is the master bedroom with a queen bed, a second bedroom with a queen bed, and a third room with 2 twin beds. Off of the second floor hallway is a full bathroom. The comprehensive house restoration included the installation of all new electric, all new plumbing, and all new central HVAC. Due to historic ceiling and door frame heights, house is not recommended for families with individuals over 6' 1'' tall. Further, house is not recommended for children from crawling age to age 5.Popular local outdoor activities include fishing, kayaking, paddle boarding, biking or simply relaxing. This is a wonderful property centrally located in St Michaels. Great restaurants and shops within blocks of the house!About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10.0/10
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Harbor View SuiteTalbot County License Number Strn-25-58
Harbor View SuiteTalbot County License Number Strn-25-58Harbor View SuiteTalbot County License Number Strn-25-58Harbor View SuiteTalbot County License Number Strn-25-58Harbor View SuiteTalbot County License Number Strn-25-58Harbor View SuiteTalbot County License Number Strn-25-58Harbor View SuiteTalbot County License Number Strn-25-58
11
Hotels in Talbot County
This unique space has amazing appeal. Within walking distance of every point of interest in Saint Michaels; including the Auto Museum, the Maritime Museum, the local YMCA and numerous restaurants. A stunning view of Saint Michaels Harbor, with the combination of work boats, powerboats sailboats and visiting yachts. Another view of the “Old Mill” which houses Lyons Distilling, the Winery, Eastern Shore Brewing, and numerous craft shops. You will be in a quiet corner of this maritime community.Note for longer-term renters -- Laundry room is available upon request.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Adults only.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
20 reviews
10.0/10
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Dollhouse in Central Historic St Michaels
Dollhouse in Central Historic St MichaelsDollhouse in Central Historic St MichaelsDollhouse in Central Historic St MichaelsDollhouse in Central Historic St MichaelsDollhouse in Central Historic St MichaelsDollhouse in Central Historic St Michaels
11
Hotels in Talbot County
The Dollhouse is a fully updated two story centrally located 1870s historic house with 2 bedrooms and 1.5 baths. The house was completely restored during 2016-2020. The house has a front porch as well as screened rear porch. There are TVs in living room (55") and master bedroom. Popular local outdoor activities include fishing, kayaking, paddle boarding, biking or simply relaxing. This is a wonderful property centrally located in St Michaels. Great restaurants and shops within blocks of the house!About pets:Pets allowed: dogs (limit 2 total).Dogs allowed if up to date on all medications..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 22.About events:No events allowed.
Amazing
33 reviews
9.6/10
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4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard
4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard
24
Hotels in Talbot County
Experience Easton like a local in this marvelous 4-bedroom house. With 2 king beds and 2 queen beds, this charming property offers a cozy retreat for guests. Enjoy the convenience of WiFi, a washing machine, AC, and heating during your stay. The fitness room is perfect for staying active, and the bathrooms are equipped with a hair dryer, shower, and bidet. We'll be available to answer any questions while you stay at our place.About pets:Pets allowed: limit 4 total.About children:Children allowed: ages 0-17.The house is not childproof..About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
2 reviews
10.0/10
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St. Michaels Waterfront Home
St. Michaels Waterfront HomeSt. Michaels Waterfront HomeSt. Michaels Waterfront HomeSt. Michaels Waterfront HomeSt. Michaels Waterfront HomeSt. Michaels Waterfront Home
39
Hotels in Talbot County
This beautiful waterfront home sits just over the bridge entering St. Michaels in a prime location. Breathtaking waterfront views, two large bedrooms, two full bathrooms, and Two sofas 1 minute to St. Michaels, 7 minutes to Easton and 30 seconds to The Oaks Wedding Resort (just around the corner). Deck for entertaining. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding to biking or just taking in the views and wildlife. Local shops and many restaurants within minutes of the house! ST-739-YOSAbout pets:Pets allowed: less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Amazing
20 reviews
9.6/10
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
24
Amazing
9.4/10
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Premier St. Michaels Cottage - T. Blades House -  Walk to Everything in Town
Premier St. Michaels Cottage - T. Blades House -  Walk to Everything in TownPremier St. Michaels Cottage - T. Blades House -  Walk to Everything in TownPremier St. Michaels Cottage - T. Blades House -  Walk to Everything in TownPremier St. Michaels Cottage - T. Blades House -  Walk to Everything in TownPremier St. Michaels Cottage - T. Blades House -  Walk to Everything in TownPremier St. Michaels Cottage - T. Blades House -  Walk to Everything in Town
22
Amazing
32 reviews
9.4/10
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See All Boutique Hotels in Talbot County

FAQs

Where can I find the best hotel discounts in Talbot County?

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What is the average price of hotels in Talbot County for this weekend?

The average hotel prices in Talbot County for this weekend are as follows:
3-star hotels: €243
4-star hotels: €339
5-star hotels: €745

What is the average price of hotels in Talbot County on weekdays?

On average, weekday hotel prices in Talbot County are:
3-star hotels– €206
4-star hotels– €330
5-star hotels– €668