What are the must-see sites in or near Saint Michaels, MD?

You have to check out the Chesapeake Bay Maritime Museum, it's a great way to learn about the history of the area. The Saint Michaels Museum is also a must-see, with exhibits on the town's past. And of course, you can't miss the beautiful waterfront, with its charming shops and restaurants.

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.

How can travelers reach Saint Michaels, MD?

The easiest way to get to Saint Michaels is to drive, it's about a 90-minute drive from Baltimore and a 2-hour drive from Washington, D.C. You can also take the train to Easton and then a taxi or bus to Saint Michaels. If you're coming from further away, you can fly into Baltimore-Washington International Airport (BWI) and then rent a car.

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.

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

There are plenty of outdoor activities to enjoy in Saint Michaels. You can go kayaking or canoeing on the Miles River, or take a boat tour to see the local wildlife. There's also a great walking trail along the waterfront, and you can rent bikes and explore the town and surrounding countryside.

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 Blue Crab Lodge .

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

The best time to visit Saint Michaels is in the spring or fall, when the weather is mild and the crowds are smaller. You can also enjoy the town during the summer, but it can get hot and humid. If you're interested in seeing the fall foliage, plan your trip for October or November.

What are the best accommodations for families and kids in Saint Michaels, MD?

The best accommodations for families and kids in Saint Michaels, MD are Inn At Perry Cabin , Waterfront Property - Kayaks - Private Dock - Near Town and St - Michaels Waterfront-pool/kayak/pier/firepit .

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

The waterfront trail is a great place to walk or bike, and it offers beautiful views of the Miles River. You can also take a longer bike ride out to the Chesapeake Bay Maritime Museum, which is about 3 miles from the town center. There's a nice loop around the town, too.

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

Easton is just a short drive from Saint Michaels, and it's a great place to spend a few hours exploring. There are lots of shops and restaurants in the historic downtown area, and you can also visit the Talbot County Courthouse. If you're looking for a bigger city, Annapolis is about a 45-minute drive away. It's the capital of Maryland and home to the United States Naval Academy.

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.

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

You'll find a variety of accommodations in Saint Michaels, from cozy bed and breakfasts to luxury hotels. Many of the hotels have swimming pools and restaurants, and some even have docks where you can moor your boat. No matter what your budget is, you're sure to find a comfortable and convenient place to stay.

Saint Michaels, MD All Lodging and Accommodation

9.9 159 reviews

Waterfront, Dog Friendly, St Michaels Home

apartment, Tilghman Island

This apartment is located in the peaceful village of Neavitt, just a short drive from the charming town of St. Michaels. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment features two bedrooms and one bathroom, offering comfortable accommodations for up to four guests. Enjoy a private dock, panoramic water views, a relaxing garden, and a spa, all within a spacious 1100 square feet.

9.9 15 reviews

Eastern Shore Cottage Near St. Michaels Gateway

apartment, Tilghman Island

Pot Pie Cottage, a three-bedroom rental home, is conveniently located in Talbot County, six miles from St. Michaels and a short drive from Tilghman Island, offering easy access to both towns and their attractions.
This 3-bedroom, 1-bathroom vacation rental sleeps six guests and features a fully equipped kitchen, a dedicated workspace, a Smart TV, and parking; enjoy nearby St. Michaels' shops and restaurants.

No reviews

The Farm At Cedar Cove | An Esvr Property

apartment, Oxford

This waterfront estate on the Eastern Shore of Maryland offers nearly 18 acres of private land with over 1,000 feet of waterfront, located approximately 30 miles from Oxford.
This renovated 3-bedroom, 2-bathroom house accommodates up to 6 guests and features air conditioning, a full kitchen with a fridge and dishwasher, and garden access.

No reviews

Pride And Joy Of Oxford

house, Oxford

This Oxford vacation home, situated 10 miles from the Academy of the Arts and 51 miles from Salisbury-Ocean City Wicomico Regional Airport, offers convenient access to local attractions. This 1770-square-foot house comfortably sleeps 11 guests, boasting three bedrooms, two bathrooms, a full kitchen, free Wi-Fi, and free parking; pets are welcome.

9.8 43 reviews

Downtown Oxford | Charming | Pet Friendly

apartment, Oxford

This charming cottage is situated in the historic town of Oxford, just a short walk from parks, restaurants, and a local produce stand. Guests consistently rate this property as excellent, praising its peaceful atmosphere and convenient location.
The cottage offers three bedrooms and two bathrooms spread across 1770 square feet of living space. Guests can enjoy modern amenities, a private garden, a terrace, and parking, as well as the option to bring along their furry friends.

10 13 reviews

Cozy 2-bedroom Cottage On Tilghman Island Near Restaurants & Water Activities

apartment, Tilghman Island

This two-bedroom cottage is located on Tilghman Island, Maryland, within walking distance of the Tilghman Island Country Store and a short drive from Knapp's Narrows Marina & Inn.
The 2-bathroom vacation home sleeps four and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a garden, parking, and internet access; nearby attractions include the Phillips Wharf Environmental Center and Chesapeake Bay Maritime Museum.

10 6 reviews

Downtown St. Michaels | Porch + Pet-friendly

apartment, Easton

This St. Michaels apartment offers a prime location within a short walk to St. Michaels Marina, Higgins Yacht Yard and Marina, and the Chesapeake Bay Maritime Museum.
This 3-bedroom, 2-bathroom residence accommodates up to 6 guests and features a fully equipped kitchen, on-site parking, and in-unit laundry, with Wi-Fi and a television for entertainment.

9.8 205 reviews

Carpenter St. Cottage In The Heart Of St Michaels Village - Large Screened Porch

cottage, Easton

This charming cottage is located in the picturesque town of St. Michaels, just a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Guests have consistently rated this property excellent for its comfort and convenience.
The cottage offers 1,400 square feet of space, with two bedrooms and two bathrooms, accommodating up to five guests. Enjoy a fully equipped kitchen, a private patio, a garden, and a swimming pool, along with other amenities like air conditioning, a washer and dryer, and free parking.

9.6 4 reviews

Downtown Oxford | Outdoor Dining | Character Filled

apartment, Oxford

This Oxford, Mississippi duplex is located in a historic district, within walking distance of downtown Oxford and minutes from Play Ball Dog Park, Towne Park, and Towne Beach.
This three-bedroom, two-bathroom rental features a first-floor bedroom and bath, outdoor deck, screened porch, propane grill, two bikes, and accommodates up to six guests, with amenities including a fridge, microwave, and dishwasher.

9.6 134 reviews

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

cottage, Easton

This charming cottage is located in St. Michaels, just a short walk from the St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery. It has received excellent ratings from previous guests.
The 1400 square foot home has two bedrooms and three bathrooms, comfortably accommodating up to five guests. Enjoy modern amenities like air conditioning, a swimming pool, a patio, a fireplace, and a fully equipped kitchen.

No reviews

Burry's Escape

apartment, Easton

This 3-bedroom, 2-bathroom condo is located just outside St. Michaels and Easton, offering convenient access to both destinations.
This pet-friendly unit accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, and parking, making it ideal for business or leisure travel.

No reviews

Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!

house, Trappe

This Trappe rental is located within the district, 5.6 miles from the Academy of the Arts and 48 miles from Salisbury-Ocean City Wicomico Regional Airport.
This four-bedroom house offers 2200 square feet of living space, accommodating up to 15 guests with amenities including a swimming pool, terrace, garden, and private parking.

Discover Lodgings by the Sea in Saint Michaels, MD

Plan a refreshing beach-town holiday at these seaside accommodations in Saint Michaels, MD, located just a short distance from coastal attractions.

10 2 reviews

Downtown Flat Walk To Dining & Shops Sleeps 4

apartment, Easton

This 820 sq ft, 1-bedroom, 2-bathroom condo in downtown St. Michaels offers immediate access to the harbor, shops, and restaurants, providing prime waterfront proximity.
This accommodation sleeps 4 guests and features a fully stocked kitchen, gas fireplace, king bedroom with ensuite marble shower, two parking spaces, and high-speed WiFi, with family-friendly amenities available.

Best family friendly Saint Michaels, MD lodging

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

8.0 2 reviews

Minutes From Downtown St. Michaels | Character Filled

apartment, Tilghman Island

This two-bedroom farmhouse rental in Bozman, Maryland, is a five-minute drive from St. Michaels' waterfront and its attractions.
The 2-bedroom, 2-bathroom vacation home offers a spacious open-concept layout, sleeps four guests, includes a fully equipped kitchen with dishwasher, and provides access to yard games, bikes, and a propane grill.

10 1 review

Skipjack House | An Esvr Property

apartment, Tilghman Island

This McDaniel vacation home is a 3-bedroom, 2-bathroom apartment located a short drive from St. Michaels' historic harbor, Chesapeake Bay Maritime Museum, and shops.
This family-friendly rental accommodates up to six guests with two king bedrooms and one twin bedroom, featuring a private swimming pool, complimentary Wi-Fi, and two adult bikes and two children bikes for exploring the area.

9.6 41 reviews

Crabber's Cove | An Esvr Property

apartment, Easton

This charming cottage is located in St. Michaels, a short bike ride or drive from the Bay Hundred Community Pool, golf courses, and the historic town center. The apartment has excellent user, location, and cleanliness ratings. The 3-bedroom, 3-bathroom cottage offers 2110 square feet of living space and can accommodate up to 6 guests. The apartment features a fully equipped kitchen, a garden, a spa, and parking, and is pet-friendly and family-friendly.

10 15 reviews

Arcadia Shores On The Cove

apartment, Easton

This Easton waterfront home is located on the serene Miles River, a short 10-minute drive from both Easton and St. Michaels, MD. The 4-bedroom, 4-bathroom retreat features a gourmet kitchen, multiple living areas, two king suites, a large dining room, and a private garden with parking.

Frequently Asked Questions about accommodations in Saint Michaels, MD

What are the must-see sites in or near Saint Michaels, MD?
You have to check out the Chesapeake Bay Maritime Museum, it's a great way to learn about the history of the area. The Saint Michaels Museum is also a must-see, with exhibits on the town's past. And of course, you can't miss the beautiful waterfront, with its charming shops and restaurants.
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.
How can travelers reach Saint Michaels, MD?
The easiest way to get to Saint Michaels is to drive, it's about a 90-minute drive from Baltimore and a 2-hour drive from Washington, D.C. You can also take the train to Easton and then a taxi or bus to Saint Michaels. If you're coming from further away, you can fly into Baltimore-Washington International Airport (BWI) and then rent a car.
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.
What outdoor activities can visitors enjoy in and around Saint Michaels, MD?
There are plenty of outdoor activities to enjoy in Saint Michaels. You can go kayaking or canoeing on the Miles River, or take a boat tour to see the local wildlife. There's also a great walking trail along the waterfront, and you can rent bikes and explore the town and surrounding countryside.
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 Blue Crab Lodge.
When is the ideal time to plan a trip to Saint Michaels, MD?
The best time to visit Saint Michaels is in the spring or fall, when the weather is mild and the crowds are smaller. You can also enjoy the town during the summer, but it can get hot and humid. If you're interested in seeing the fall foliage, plan your trip for October or November.
What are the best accommodations for families and kids in Saint Michaels, MD?
The best accommodations for families and kids in Saint Michaels, MD are Inn At Perry Cabin, Waterfront Property - Kayaks - Private Dock - Near Town and St - Michaels Waterfront-pool/kayak/pier/firepit.
What are the best walking or cycling routes in Saint Michaels, MD?
The waterfront trail is a great place to walk or bike, and it offers beautiful views of the Miles River. You can also take a longer bike ride out to the Chesapeake Bay Maritime Museum, which is about 3 miles from the town center. There's a nice loop around the town, too.
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 nearby towns or cities can be explored from Saint Michaels, MD?
Easton is just a short drive from Saint Michaels, and it's a great place to spend a few hours exploring. There are lots of shops and restaurants in the historic downtown area, and you can also visit the Talbot County Courthouse. If you're looking for a bigger city, Annapolis is about a 45-minute drive away. It's the capital of Maryland and home to the United States Naval Academy.
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.
What amenities can travelers expect from accommodations in Saint Michaels, MD?
You'll find a variety of accommodations in Saint Michaels, from cozy bed and breakfasts to luxury hotels. Many of the hotels have swimming pools and restaurants, and some even have docks where you can moor your boat. No matter what your budget is, you're sure to find a comfortable and convenient place to stay.

Popular destinations

Our Favorite Lodgings with a Pool in Saint Michaels, MD

On-site pool access at your lodging in Saint Michaels, MD makes a refreshing swim the perfect way to complement a day by the water.

No reviews

25 Bedrooms - Retreat Center Waterfront Renovated

house, Oxford

This 25-bedroom waterfront estate, ideal for large groups, is situated in Royal Oak, Maryland, 13 miles from the Academy of the Arts and 65 miles from Salisbury-Ocean City Wicomico Regional Airport; note that this property is not located in Oxford.
This luxurious mansion boasts 11,000 square feet of space, offering 25 bedrooms, 20 bathrooms, a pool, fitness center, and ample parking for your group of up to 79 guests.

10 1 review

Dragonfly Cove | An Esvr Property

apartment, Tilghman Island

This waterfront Tilghman Island getaway offers easy access to the island's village and waterfront activities.
The one-bedroom, two-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, a private pool and hot tub (available June 2024), and two outdoor decks.

9.6 24 reviews

Thorneton Point Estate

apartment, Oxford

This luxurious waterfront estate is located near Saint Michaels, Maryland, within six miles of Saint Michaels Village, St. Michaels Winery, and the Classic Motor Museum.
This six-bedroom, five-bathroom home sleeps twelve guests and boasts a private pool, fitness center, jacuzzi, and fully equipped kitchen with a dishwasher; outdoor barbecue grills and a balcony complete this exceptional property.

No reviews

Hawkeye Point

house, Tilghman Island

This Tilghman Island vacation home, located in Mount Pleasant, is 14 miles from the Maryland Institute College of Art and 65 miles from Baltimore/Washington International Thurgood Marshall Airport.
The three-bedroom, three-bathroom house sleeps 11 guests and boasts a private pool, free Wi-Fi, parking, and a fully equipped kitchen.

Best Saint Michaels, MD accommodation with a kitchen

10 2 reviews

Skipjack House | An Esvr Property

apartment, Tilghman Island

Skipjack House, a single-level vacation rental, is located in St. Michaels, Maryland, offering a retreat for up to six guests.
This rental features three bedrooms, two bathrooms, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, and access to a swimming pool.

No reviews

Ferry View

house, Oxford

This Oxford house rental, Ferry View, is located 11 miles from the Academy of the Arts and 62 miles from Baltimore/Washington International Thurgood Marshall Airport.
This 3,560-square-foot home features four bedrooms, four bathrooms, and comfortably sleeps 15 guests, offering free Wi-Fi, parking, and a fully equipped kitchen.

9.7 18 reviews

St. Michaels Stay | Walking Distance To Downtown

apartment, Easton

This Easton apartment rental is conveniently located within walking and biking distance of St. Michaels' shops, restaurants, and waterfront.
The three-bedroom, one-bathroom unit sleeps six guests and features keyless entry, a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, parking, and pet-friendly accommodations (a $200 fee applies).

9.8 57 reviews

Downtown Studio | Walk To Shops & Waterfront

apartment, Easton

This studio apartment is situated in the historic district of St. Michaels, Maryland, within walking distance of the Chesapeake Bay Maritime Museum and numerous shops and restaurants. The studio features a fully equipped kitchen, a queen-sized bed, a cozy seating area, and a smart TV, comfortably accommodating up to two guests.

Best Saint Michaels, MD accommodation with a balcony

10 15 reviews

Minutes From Downtown Easton And St. Michaels | Pool | Hot Tub | Kayaks | Privat

apartment, Easton

9.8 10 reviews

Beautiful 3 Bedroom Retreat Walking Distance To Downtown St. Michaels

apartment, Easton

9.8 6 reviews

Minutes From Downtown Easton And St. Michaels | Private Dock | Kayak | Pet Frien

apartment, Oxford

9.8 155 reviews

Waterfront Property, Kayaks, Private Dock, Near Town

apartment, Easton

Popular Luxury Lodgings in Saint Michaels, MD

Upscale lodgings in Saint Michaels, MD set a high standard for coastal comfort, offering premium amenities in a prime location.

No reviews

Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath

apartment, Stevensville

Check Out Pet-Friendly Lodgings in Saint Michaels, MD

Your dog is as welcome as you are; each pet-friendly lodging near the water of Saint Michaels, MD offers dog-friendly amenities.

10 2 reviews

Loon Cottage On Irish Creek

apartment, Oxford

No reviews

The Weekender

house, Tilghman Island

9.6 120 reviews

The Dollhouse In Central Historic St Michaels

apartment, Easton

9.7 13 reviews

Brand-new Pool! Waterfront Bozman Village Home

apartment, Tilghman Island

Compare Accommodations with On-Site Dining in Saint Michaels, MD

A lodging with a restaurant in Saint Michaels, MD ensures fresh local food and coastal dishes are always on the menu.

10 1 review

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

apartment, Claiborne

Search cheap accommodations in Saint Michaels, MD from 100+ sites!

76 Lodgings in Saint Michaels, MD

Waterfront, Dog Friendly, St Michaels Home

Eastern Shore Cottage Near St. Michaels Gateway

The Farm At Cedar Cove | An Esvr Property

Pride And Joy Of Oxford

Downtown Oxford | Charming | Pet Friendly

Cozy 2-bedroom Cottage On Tilghman Island Near Restaurants & Water Activities

Downtown St. Michaels | Porch + Pet-friendly

Carpenter St. Cottage In The Heart Of St Michaels Village - Large Screened Porch

Downtown Oxford | Outdoor Dining | Character Filled

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Burry's Escape

Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!

Downtown Flat Walk To Dining & Shops Sleeps 4

Minutes From Downtown St. Michaels | Character Filled

Skipjack House | An Esvr Property

Crabber's Cove | An Esvr Property

Arcadia Shores On The Cove

25 Bedrooms - Retreat Center Waterfront Renovated

Dragonfly Cove | An Esvr Property

Thorneton Point Estate

Hawkeye Point

Skipjack House | An Esvr Property

Ferry View

St. Michaels Stay | Walking Distance To Downtown

Downtown Studio | Walk To Shops & Waterfront

Minutes From Downtown Easton And St. Michaels | Pool | Hot Tub | Kayaks | Privat

Beautiful 3 Bedroom Retreat Walking Distance To Downtown St. Michaels

Minutes From Downtown Easton And St. Michaels | Private Dock | Kayak | Pet Frien

Waterfront Property, Kayaks, Private Dock, Near Town

Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath

Loon Cottage On Irish Creek

The Weekender

The Dollhouse In Central Historic St Michaels

Brand-new Pool! Waterfront Bozman Village Home

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