Places to stay in Saint Michaels, MD

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Saint Michaels, MD place to stay
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76 Best places to stay in Saint Michaels, MD

Best Saint Michaels, MD lodgings with a pool

Among the 76 accommodations in Saint Michaels, MD, here are the 4 best ones with a pool

Bankors Aweigh | An Esvr Property - Saint Michaels, MD
9.5 12 reviews

Bankors Aweigh | An Esvr Property

apartment, Tilghman Island
This waterfront property in Talbot County, Tilghman Island, offers stunning views and convenient access to local attractions, though precise distances aren't specified.
Sleeping up to eight guests, this four-bedroom holiday home boasts a well-equipped kitchen, swimming pool, jacuzzi, and garden, plus internet access (note: may be limited).
Thorneton Point Estate - Saint Michaels, MD
9.6 24 reviews

Thorneton Point Estate

apartment, Oxford
This luxurious six-bedroom property, sleeping up to twelve guests, is situated near St. Michaels, Maryland, approximately 10 kilometres from St. Michaels Village, St. Michaels Winery, and the Classic Motor Museum – note that this property is not located in Oxford as initially stated.
The self-catering residence boasts a private pool, hot tub, fitness centre, and barbecue facilities, alongside a fully equipped kitchen, five bathrooms, and a balcony, making it ideal for large family groups or parties.
Hawkeye Point - Saint Michaels, MD
No reviews

Hawkeye Point

house, Tilghman Island
This Tilghman Island holiday home, situated in Mount Pleasant, Maryland, is 22.5km from the Academy of the Arts and 105km from Baltimore/Washington International Thurgood Marshall Airport.
The three-bedroom, three-bathroom property sleeps eleven guests and boasts a private pool, free Wi-Fi, parking, and a fully equipped kitchen.
Dragonfly Cove | An Esvr Property - Saint Michaels, MD
10 1 review

Dragonfly Cove | An Esvr Property

apartment, Tilghman Island
This waterfront property on Tilghman Island, Maryland, offers stunning sunsets and a peaceful rural setting, with proximity to the island's attractions (exact distances to specific landmarks require further information on the property's location).
The two-bedroom, two-bathroom holiday home sleeps four, features a well-equipped kitchen, sunroom, two decks, a private pool (available June 2024) and hot tub, and includes linens and essential supplies.

Best family friendly Saint Michaels, MD lodging

Among the 76 accommodations in Saint Michaels, MD, here are the 4 best for families

Charming Studio In The Heart Of St. Michael's, Md. - Saint Michaels, MD
9.8 225 reviews

Charming Studio In The Heart Of St. Michael's, Md.

apartment, Easton
The Lucky Duck Studio is a fully renovated apartment located in the heart of St. Michaels, Maryland, just a short walk from the Miles River, shops, museums, restaurants, breweries, and wineries. The studio has received excellent ratings for its cleanliness, location, and overall user experience.
The studio features a queen-size bed, a sofa bed, a fully equipped kitchen, and a bathroom with a claw tub, accommodating up to four guests. Guests can enjoy free Wi-Fi, YouTube TV, a washer and dryer, a large closet, and a fully stocked parlor with drinkware for cocktails or beverages.
Tilghman | Fenced Yard | Pet Friendly | Charming - Saint Michaels, MD
9.3 6 reviews

Tilghman | Fenced Yard | Pet Friendly | Charming

apartment, Tilghman Island
This Tilghman Island holiday home is peacefully situated a short walk (under 1km) from Kronsberg Park and within a 2.4km radius of Knapp's Narrows Marina & Inn, the Talbot County Library Tilghman Branch, and the Phillips Wharf Environmental Center.
This 137 square metre property sleeps six guests in three bedrooms and two bathrooms, and boasts a fully equipped kitchen, Wi-Fi, private garden, parking, and a terrace; enjoy nearby boat tours and waterfront dining.
Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife - Saint Michaels, MD
9.8 53 reviews

Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife

apartment, Easton
This newly renovated cottage is located in the heart of historic St. Michaels, just a short walk from its charming restaurants, boutiques, and waterfront. The property has received excellent reviews from previous guests.
The three-bedroom, three-bathroom home is 119 square metres in size. Amenities include a fully equipped kitchen, air conditioning, a garden, a spa, parking, and internet access.
Stay By Md's Chesapeake Bay This Father's Day! Walk To Marina & Restaurant. - Saint Michaels, MD
10 41 reviews

Stay By Md's Chesapeake Bay This Father's Day! Walk To Marina & Restaurant.

apartment, Stevensville
This family-friendly house is situated near the sea in Stevensville, just a short drive from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park. It has consistently received excellent ratings from previous guests, making it a popular choice for families and groups visiting the area.
The property spans 203 square metres and comfortably accommodates up to 14 guests in its five bedrooms and two bathrooms. Guests can enjoy a range of amenities including a fitness centre, spa tub, garden, and tennis court, providing plenty of opportunities for relaxation and recreation.

Frequently asked questions about accommodations in Saint Michaels, MD

  • How can travelers reach Saint Michaels, MD?

    You can easily reach Saint Michaels by car, it's about a 2-hour drive from Baltimore or Washington, D.C. There's also a small airport nearby, Easton Airport, for those who prefer to fly.
  • What are the best accommodations in Saint Michaels, MD?

    Among the accommodations in Saint Michaels, MD, St - Michaels Inn, The Wildset and St Michaels Harbour Inn - Marina And Spa are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Saint Michaels, MD?

    There are loads of ways to enjoy the outdoors! You can go kayaking or paddleboarding on the Miles River, take a scenic bike ride along the Chesapeake Bay, or go fishing on the pier at the harbour.
  • What are the best accommodations with a pool in Saint Michaels, MD?

    St - Michaels Inn, St Michaels Harbour Inn - Marina And Spa and Inn At Perry Cabin are the best accommodations with a pool in Saint Michaels, MD.

  • When is the ideal time to plan a trip to Saint Michaels, MD?

    Spring and autumn are lovely times to visit, with pleasant temperatures and fewer crowds. Summer gets busy, but it's great for enjoying the beaches and water activities. You can even visit during the winter for a quieter experience.
  • What are the best accommodations with a jacuzzi in Saint Michaels, MD?

    The best accommodations with a jacuzzi in Saint Michaels, MD are Inn At Perry Cabin, Parsonage Inn Bed And Breakfast and Beautiful Waterfront Home W\/ Pool In St - Michaels.

  • What are the best walking or cycling routes in Saint Michaels, MD?

    The Saint Michaels Walking Trail is a great option for a leisurely stroll, and it's also perfect for cycling. You can also explore the scenic waterfront area, heading towards the harbour, for a beautiful walk.
  • What are the best accommodations for families and kids in Saint Michaels, MD?

  • What nearby towns or cities can be explored from Saint Michaels, MD?

    You can easily visit Easton, a charming town with a historic centre and plenty of shops and restaurants. It's about a 15-minute drive from Saint Michaels. You can also explore the Eastern Shore region, with its beautiful beaches and quaint towns.
  • What are the best pet friendly accommodations in Saint Michaels, MD?

    The best pet friendly accommodations in Saint Michaels, MD are St - Michaels Inn, The Wildset and St Michaels Harbour Inn - Marina And Spa.

  • What amenities can travelers expect from accommodations in Saint Michaels, MD?

    There are a range of accommodation options in Saint Michaels, from charming bed and breakfasts to comfortable hotels and resorts. Many places offer amenities like swimming pools, restaurants, and boat docks. It's a great place to relax and enjoy the beautiful surroundings.
  • What are the best accommodations with parking in Saint Michaels, MD?

    St - Michaels Inn, The Wildset and St Michaels Harbour Inn - Marina And Spa are the best accommodations with parking in Saint Michaels, MD.

Popular destinations

Best Saint Michaels, MD accommodations with a balcony

Charming 3-bedroom  In Village Of Claiborne  Book 3 Nights Get 4th Free Strn26-6 - Saint Michaels, MD
10 1 review

Charming 3-bedroom In Village Of Claiborne Book 3 Nights Get 4th Free Strn26-6

apartment, Claiborne
This three-bedroom house in Claiborne, a short drive from St. Michaels, offers easy access to the Chesapeake Bay Maritime Museum and St. Michaels Museum, both within a few kilometres.
The property sleeps six, includes WiFi and air conditioning, and is close to the Phillips Wharf Environmental Center and Paul Reed Smith Guitars, providing a relaxing base for exploring Tilghman Island.
Minutes From Downtown Easton And St. Michaels | Pool - Saint Michaels, MD
10 4 reviews

Minutes From Downtown Easton And St. Michaels | Pool

apartment, Oxford
This five-bedroom, three-bathroom apartment is located in Easton, Talbot County, Maryland, a waterfront property on Edge Creek offering access to attractions such as St. Michaels and the Chesapeake Bay Maritime Museum; note that this is not in Oxford as initially stated.
This 255-square-metre (2744 square feet) holiday home boasts a private pool, dock, and ample amenities for up to ten guests, including a fully equipped kitchen and air conditioning.
Downtown St. Michaels Studio  Walk To Waterfront, Dining & Shops - Saint Michaels, MD
10 37 reviews

Downtown St. Michaels Studio Walk To Waterfront, Dining & Shops

studio, Easton
This St. Michaels apartment, a short distance from Muskrat Park and St Mary's Square, offers easy access to St. Michaels Museum and St. Michaels Winery, all within a 5-minute radius (approximately 0.8km).
The one-bedroom, one-bathroom flat sleeps two guests and includes a fully equipped kitchen with dishwasher, private balcony, parking, and Wi-Fi; enjoy nearby attractions such as the St Mary's Square Museum.
Beautiful 3 Bedroom Retreat Walking Distance To Downtown St. Michaels - Saint Michaels, MD
9.8 9 reviews

Beautiful 3 Bedroom Retreat Walking Distance To Downtown St. Michaels

apartment, Easton
This three-bedroom Easton apartment, ideally located in St Michaels, is a short walk (approximately 0.5km) from St Michaels Winery and St Michaels Museum.
The self-catering property sleeps six, boasting a fully equipped kitchen including a dishwasher, in-unit laundry facilities, air conditioning, Wi-Fi and a private garden, with nearby attractions including Windon Distilling and the Chesapeake Bay Maritime Museum.

Best Saint Michaels, MD accommodations with a kitchen

Pride And Joy Of Oxford - Saint Michaels, MD
No reviews

Pride And Joy Of Oxford

house, Oxford
This Oxford holiday home, situated 16 kilometres from the Ruskin School of Art and 82 kilometres from Salisbury Airport, offers convenient access to the city's attractions.
This spacious 164 square metre property sleeps up to 11 guests in three bedrooms, boasting two bathrooms, a fully equipped kitchen, free Wi-Fi, and private parking; families or groups are welcome, but bachelor/hen parties are prohibited.
Minutes From Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly - Saint Michaels, MD
9.6 41 reviews

Minutes From Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

apartment, Easton
This charming apartment is located in St. Michaels, just a short drive from the Bay Hundred Community Pool, golf courses, and the town centre. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The apartment is spacious, covering 196 square metres and comfortably accommodating up to 6 guests in its 3 bedrooms and 3 bathrooms. You can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a spa, and parking, as well as access to the internet.
Cottage At Goose Neck Point - Saint Michaels, MD
10 15 reviews

Cottage At Goose Neck Point

cottage, Oxford
This waterfront cottage, situated in Talbot County, Maryland, offers direct access to the Tred Avon River and is a short drive from Easton and St. Michael's.
The property boasts a one-bedroom, one-bathroom layout sleeping two, complete with a fully equipped kitchen including a dishwasher, a jacuzzi, and kayaks, paddleboards and bikes for guest use.
The Little Anchor Cottage, St. Michaels, Md - Saint Michaels, MD
9.9 294 reviews

The Little Anchor Cottage, St. Michaels, Md

apartment, Easton
The Little Anchor cottage is located in the Historic District of St. Michaels, Maryland, just one block from downtown shops and restaurants and a 5 to 15 minute walk from waterfront dining, the Chesapeake Bay Maritime Museum, Muskrat Park, and Hollis Park. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The charming two-bedroom property can accommodate up to four guests and features a fully equipped kitchen, a spacious screened porch, a garden, and high-speed Wi-Fi. Guests can enjoy dedicated workspaces, air conditioning, and the convenience of being pet-friendly and family-friendly.
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