Places to stay in Saint Michaels, MD

46 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Saint Michaels, MD place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

46 Best places to stay in Saint Michaels, MD

Best Saint Michaels, MD accommodations with a balcony

Downtown St. Michaels | Porch + Pet-friendly - Saint Michaels, MD
10 4 reviews
Saint Michaels, MD
28/06 – 01/07
£591/nightTotal: £1773 (3 )

Downtown St. Michaels | Porch + Pet-friendly

3 2
apartment , Easton
This apartment in St. Michaels is situated a short walk from St. Michaels Marina and Higgins Yacht Yard and Marina, placing guests within 500 metres of the waterfront.
This three-bedroom accommodation for six guests offers a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and on-site parking, with Wi-Fi and a washer/dryer provided for convenience.
Downtown St. Michaels | Porch + Pet-friendly - Saint Michaels, MD
Saint Michaels, MD
28/06 – 01/07
£535/nightTotal: £1605 (3 )

Downtown St. Michaels | Porch + Pet-friendly

1 2
apartment , Easton
This studio flat is located in the central district of St. Michaels, a mere 100 metres from its boutiques, seafood restaurants, and harbour, offering authentic historic charm with exposed wood beams and coastal décor.
This pet-friendly accommodation for two guests features a kitchenette with a fridge and microwave, air conditioning, a private terrace, and dedicated parking, with keyless entry for convenience.
Downtown Flat  Walk To Dining & Shops  Sleeps 4 - Saint Michaels, MD
10 1 review
Saint Michaels, MD
24/08 – 28/08
£382/nightTotal: £1528 (4 )

Downtown Flat Walk To Dining & Shops Sleeps 4

1 2
apartment , Easton
This St. Michaels flat is located in the downtown district, a short walk from the waterfront, dining, and shopping areas.
This 76 square meter flat accommodates up to 4 guests, featuring 1 bedroom, 2 bathrooms, a fully stocked kitchen with a coffee bar, a gas fireplace, a king-sized bedroom with a Smart TV, a spa-like ensuite bathroom, high-speed WiFi, an in-unit washer and dryer, and designated parking for two vehicles.
Cozy, Family Friendly, Log Cabin-st. Michaels, Md - Saint Michaels, MD
9.8 8 reviews
Saint Michaels, MD
24/08 – 28/08
£550/nightTotal: £2200 (4 )

Cozy, Family Friendly, Log Cabin-st. Michaels, Md

4 2
apartment , Oxford
This woodland lodge is located in Talbot County, just 4.8 kilometres from historic St. Michaels and 12.9 kilometres from Easton, offering a secluded setting overlooking a freshwater pond.
This family-friendly cabin accommodates up to eight guests with four bedrooms, two bathrooms, and features a fully equipped kitchen, air conditioning, a terrace, garden, and parking, with opportunities for wildlife observation and fishing on the pond.

Best family friendly Saint Michaels, MD lodging

Among the 46 accommodations in Saint Michaels, MD, here are the 4 best for families

Blue Crab Lodge - Saint Michaels, MD
9.9 140 reviews
Saint Michaels, MD
28/06 – 01/07
£333/nightTotal: £999 (3 )

Blue Crab Lodge

1 2
apartment , Easton
This charming apartment is situated in the heart of St. Michaels, just a short walk from the waterfront, shops, and restaurants. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The flat is perfect for families or groups of up to six people, with two bedrooms and one bathroom. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, and parking.
Three Decks Overlook Marina Basin And Views Of The Chesapeake And Eastern Bays - Saint Michaels, MD
10 3 reviews
Saint Michaels, MD
27/06 – 04/07
£683/nightTotal: £4781 (7 )

Three Decks Overlook Marina Basin And Views Of The Chesapeake And Eastern Bays

6 4
apartment , Stevensville
This six-bedroom apartment is situated in Stevensville, a short walk from the beach and within walking distance of the marina, offering easy access to the Chesapeake Bay's attractions. The property boasts multiple decks with picturesque views, a spacious entertainment area with a pool table, bar, and poker table, and comfortably accommodates up to 12 guests.
Minutes From Downtown St. Michaels | Character Filled - Saint Michaels, MD
Saint Michaels, MD
28/06 – 01/07
£442/nightTotal: £1326 (3 )

Minutes From Downtown St. Michaels | Character Filled

2 2
apartment , Tilghman Island
This two-bedroom holiday home in Bozman, a five-minute (8 km) drive from St. Michaels, offers easy access to the town's waterfront restaurants and shops.
The property features a spacious open-plan layout, sleeps four guests, includes a fully equipped kitchen with dishwasher, patio, yard games, and bikes, plus air conditioning and Wi-Fi.
Charming Studio In The Heart Of St. Michael's, Md. - Saint Michaels, MD
9.8 218 reviews
Saint Michaels, MD
24/08 – 28/08
£240/nightTotal: £960 (4 )

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

1 2
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.

Frequently asked questions about accommodations in Saint Michaels, MD

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

    Saint Michaels is a charming town with plenty to see. The Chesapeake Bay Maritime Museum is a must-visit, showcasing the region's rich maritime history. The town's historic district is lovely to explore, with quaint shops and restaurants. For a scenic drive, head to the Eastern Neck National Wildlife Refuge for a chance to spot bald eagles and other wildlife.
  • What are the best places to stay in Saint Michaels, MD?

    Among the places to stay 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 by car. It's about a two-hour drive from Baltimore and a three-hour drive from Washington, D.C. You can also fly into the Easton Airport, which is about a 20-minute drive from Saint Michaels. There's a ferry service from Annapolis, if you're looking for a scenic route.
  • What are the best places to stay 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 places to stay with a pool in Saint Michaels, MD.

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

    Saint Michaels is a great place to enjoy the outdoors. You can go boating, fishing, kayaking, or paddleboarding on the Chesapeake Bay. The town also has a lovely waterfront park, perfect for a picnic or a stroll. If you're feeling adventurous, you can hike or bike the scenic trails at the Eastern Neck National Wildlife Refuge.
  • What are the best places to stay with a jacuzzi in Saint Michaels, MD?

    The best places to stay 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.

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

    Spring and autumn are lovely times to visit Saint Michaels. The weather is mild, and the crowds are smaller. Summer is a popular time to visit, but it can get hot and humid. If you're looking for a festive atmosphere, come during the Christmas season when the town is beautifully decorated.
  • What are the best places to stay for families and kids in Saint Michaels, MD?

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

    A popular walking route is along the waterfront, starting from the Chesapeake Bay Maritime Museum and continuing along the harbour. For cycling, you can enjoy the scenic route along the Miles River, which offers beautiful views of the water and surrounding countryside.
  • What are the best pet friendly places to stay in Saint Michaels, MD?

    The best pet friendly places to stay 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?

    There are plenty of interesting places to explore within a short drive from Saint Michaels. Easton is a charming town just 15 minutes away, with a vibrant arts scene and historic architecture. Annapolis, the state capital of Maryland, is about an hour away and offers a wealth of historical sites and attractions.
  • What are the best places to stay with parking in Saint Michaels, MD?

    St - Michaels Inn, The Wildset and St Michaels Harbour Inn - Marina And Spa are the best places to stay 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 waterfront hotels. Many places offer amenities like swimming pools, fitness centres, and restaurants. Some also have boat docks, perfect for those who want to bring their own boat.

Destinations nearby

Discover Lodgings by the Sea in Saint Michaels, MD

Base your next maritime holiday at coastal lodging in Saint Michaels, MD, located short distances from local shorelines.

The Farm At Cedar Cove | An Esvr Property - Saint Michaels, MD
Saint Michaels, MD
25/06 – 01/07
£407/nightTotal: £2442 (6 )

The Farm At Cedar Cove | An Esvr Property

3 4
apartment , Oxford
This waterfront holiday house is located on the Eastern Shore of Maryland, offering nearly 29 kilometres of private farmland and over 300 metres of shoreline, a 20-minute drive from Easton.
This 3-bedroom, 2-bathroom flat accommodates up to 6 guests and features air conditioning, a kitchen with a fridge and dishwasher, and garden access, with linens and towels provided.

Best Saint Michaels, MD accommodations with a kitchen

"Imagine Acre" On Maryland's Eastern Shore - Saint Michaels, MD
10 23 reviews
Saint Michaels, MD
01/07 – 05/07
£179/nightTotal: £716 (4 )

"Imagine Acre" On Maryland's Eastern Shore

1 2
apartment , Tilghman Island
This Tilghman Island holiday home is situated 11 kilometres from St. Michaels, a five-minute walk from the Bay, offering easy access to shops, restaurants and stunning sunsets.
The two-bedroom, one-bathroom property sleeps three guests and boasts a full kitchen, outdoor grill, fire pit, high-speed internet with Firestick, and ample parking for watercraft and bicycles; a concierge service is also available.
Harbor View Suite\ntalbot County License Number Strn-25-58 - Saint Michaels, MD
10 38 reviews
Saint Michaels, MD
28/06 – 01/07
£257/nightTotal: £771 (3 )

Harbor View Suite\ntalbot County License Number Strn-25-58

1 2
apartment , Easton
This Saint Michaels suite, a short walk from the Chesapeake Bay Maritime Museum and the St. Michaels Museum, offers stunning harbour views and proximity to Lyons Distilling Company within the Old Mill complex.
The 45-square-metre apartment includes a king-size bed, sofa, and a kitchenette with a fridge, freezer, microwave, and coffee makers, accommodating two guests and featuring a private bathroom and off-street parking.
Small Historic House Downtown St Michaels - Saint Michaels, MD
9.8 228 reviews
Saint Michaels, MD
24/08 – 28/08
£182/nightTotal: £728 (4 )

Small Historic House Downtown St Michaels

1 2
apartment , Tilghman Island
This charming apartment is located just a short walk from Talbot Street in St. Michaels, offering easy access to the town's restaurants, shops, and the Maritime Museum. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment is on the first floor of a historic house and can accommodate up to two guests. It comes equipped with a kitchen, air conditioning, parking, and access to a yard and porch.
25-50% Off~private Beach~hot Tub~fire Table~ - Saint Michaels, MD
10 31 reviews
Saint Michaels, MD
01/07 – 05/07
£1073/nightTotal: £4292 (4 )

25-50% Off~private Beach~hot Tub~fire Table~

3 2
apartment , Stevensville
This Stevensville beachfront property, situated next to a golf course and steps from Romancoke Wharf County Park, offers easy access to Matapeake State Park (14.5 km) and Love Point State Park (19.3 km).
This 121 square metre house sleeps seven guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, a jacuzzi, a terrace, a garden, free Wi-Fi, and on-site parking.

Best Saint Michaels, MD lodgings with a pool

Among the 46 accommodations in Saint Michaels, MD, here are the 4 best ones with a pool

Minutes From Downtown St. Michaels | Pool | Hot Tub | Private Dock - Saint Michaels, MD
8.0 2 reviews
Saint Michaels, MD
24/08 – 28/08
£848/nightTotal: £3392 (4 )

Minutes From Downtown St. Michaels | Pool | Hot Tub | Private Dock

4 2
apartment , Tilghman Island
Kent Island Resort - Saint Michaels, MD
Saint Michaels, MD
01/07 – 05/07
£282/nightTotal: £1128 (4 )

Kent Island Resort

1 2
island , Stevensville
Tilghman Island Inn - Saint Michaels, MD
Saint Michaels, MD
25/06 – 01/07
£4092/nightTotal: £24552 (6 )

Tilghman Island Inn

20 4
house , Tilghman Island
Quailsar Farm | An Esvr Property - Saint Michaels, MD
Saint Michaels, MD
25/06 – 01/07
£891/nightTotal: £5346 (6 )

Quailsar Farm | An Esvr Property

5 4
apartment , Easton

Top Accommodations with Free Parking in Saint Michaels, MD

Having a car park at your accommodation in Saint Michaels, MD ensures the coast and local beaches are easy to reach every day with no extra faff.

Minutes From Downtown Easton And St. Michaels | Pool | Hot Tub | Private Dock | - Saint Michaels, MD
8.6 21 reviews
Saint Michaels, MD
25/06 – 01/07
£708/nightTotal: £4248 (6 )

Minutes From Downtown Easton And St. Michaels | Pool | Hot Tub | Private Dock |

3 4
apartment , Oxford
Minutes From Downtown Easton And St. Michaels | Pool | 1st Floor Bedroom | Pet F - Saint Michaels, MD
9.0 4 reviews
Saint Michaels, MD
25/06 – 01/07
£854/nightTotal: £5124 (6 )

Minutes From Downtown Easton And St. Michaels | Pool | 1st Floor Bedroom | Pet F

5 4
apartment , Easton
Woodland Retreat On Kent Island: 5 Beds, 5 Miles From Bay Bridge, On 5 Acres. - Saint Michaels, MD
10 17 reviews
Saint Michaels, MD
08/08 – 10/08
£619/nightTotal: £1238 (2 )

Woodland Retreat On Kent Island: 5 Beds, 5 Miles From Bay Bridge, On 5 Acres.

4 6
apartment , Stevensville
Charming Apt. In St. Michaels - Saint Michaels, MD
9.9 91 reviews
Saint Michaels, MD
24/08 – 28/08
£240/nightTotal: £960 (4 )

Charming Apt. In St. Michaels

1 2
apartment , Easton

Popular Places to Stay with a Hot Tub in Saint Michaels, MD

Enjoy the simple pleasure of a private hot tub soak to round off a perfect day spent by the water in Saint Michaels, MD.

Bankors Aweigh | An Esvr Property - Saint Michaels, MD
9.5 11 reviews
Saint Michaels, MD
24/08 – 28/08
£786/nightTotal: £3144 (4 )

Bankors Aweigh | An Esvr Property

1 2
apartment , Tilghman Island
Tilghman | Pool | Private Dock | Pet Friendly - Saint Michaels, MD
9.4 15 reviews
Saint Michaels, MD
25/06 – 01/07
£709/nightTotal: £4254 (6 )

Tilghman | Pool | Private Dock | Pet Friendly

3 4
apartment , Tilghman Island
Relax - Eastern Shore Creek Home - 3 Br, 3.5 Ba - Saint Michaels, MD
9.9 22 reviews
Saint Michaels, MD
08/08 – 10/08
£489/nightTotal: £978 (2 )

Relax - Eastern Shore Creek Home - 3 Br, 3.5 Ba

3 6
apartment , Grasonville
Waterfront - 3 Luxury Bdrms W/ Outside Pool & Spa - Saint Michaels, MD
9.7 15 reviews
Saint Michaels, MD
28/06 – 01/07
£862/nightTotal: £2586 (3 )

Waterfront - 3 Luxury Bdrms W/ Outside Pool & Spa

1 2
apartment , Tilghman Island
©2026 cozycozy.com