Search Saint Michaels, MD accommodations

76 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Saint Michaels, MD accommodation
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

76 Best accommodations in Saint Michaels, MD

Popular Accommodations by the Sea in Saint Michaels, MD, United States

Step straight out of your front door directly onto the powdery white sand at seashore accommodation in Saint Michaels, MD, United States.

Main House With A Grandview - Saint Michaels, MD
8.0 2 reviews

Main House With A Grandview

apartment, Tilghman Island
This four-bedroom, two-bathroom house on Tilghman Island offers easy access to the waterfront and local restaurants, all within walking distance.
Sleeping up to nine guests, this property boasts two dining areas, a screened porch, three TVs, a DVD player, and a fully equipped kitchen including a gas range and dishwasher; wireless internet is also available.

Popular City Centre Accommodations in Saint Michaels, MD, United States

Stay right where the coastal dining meets the local nightlife strips at accommodation in the heart of Saint Michaels, MD, United States.

In Town St. Michaels Waterview Cottage - Saint Michaels, MD
9.6 107 reviews

In Town St. Michaels Waterview Cottage

apartment, Easton
The John Bruff house is a beautifully restored historic cottage situated directly on the St. Michaels harbour and Town park, just a short walk from the town's main attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The charming house offers two bedrooms and two bathrooms, comfortably accommodating up to five guests. Guests can enjoy a range of modern amenities including air conditioning, Wi-Fi, a fully equipped kitchen, and a private garden with a screened porch, perfect for relaxing and enjoying the peaceful waterfront setting.
Large -In Town- Historic House On Harbor In St Michaels - Walk To Everything! - Saint Michaels, MD
9.5 239 reviews

Large -In Town- Historic House On Harbor In St Michaels - Walk To Everything!

apartment, Easton
The Thomas Harrison House is situated in the centre of St. Michaels, just a short walk from the town's museums, shops, restaurants and park, offering a convenient location for exploring this charming waterfront town. The property consistently receives excellent ratings for its location, cleanliness and overall experience.
The house spans 242 square metres and comfortably accommodates up to 9 guests in its six bedrooms, making it ideal for families or groups. Guests can enjoy a range of amenities, including a fully equipped kitchen, a swimming pool, a spa, a garden and a terrace, providing ample opportunities for relaxation and enjoyment.
Charming Studio In The Heart Of St. Michael's, Md. - Saint Michaels, MD
9.8 232 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.
St. Michaels Stay | Walking Distance To Downtown - Saint Michaels, MD
9.7 19 reviews

St. Michaels Stay | Walking Distance To Downtown

apartment, Easton
This St. Michaels apartment, in Easton, Maryland, offers easy walking and cycling access to the town centre, eliminating the need for a car.
The three-bedroom property sleeps six, includes a fully equipped kitchen with fridge, microwave, and dishwasher, and boasts keyless entry, air conditioning, parking, and pet-friendly options for a £160 fee.

Frequently asked questions about accommodations in Saint Michaels, MD

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

    Well, you absolutely have to visit the Chesapeake Bay Maritime Museum, it's a real gem, and you can't miss the charming shops and restaurants on the waterfront. If you're up for a drive, take a trip to the Eastern Shore's historic town of Easton, it's a lovely spot.
  • 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 by car, it's a pleasant drive from Baltimore or Washington D.C. You can also fly into Salisbury-Ocean City Wicomico Regional Airport, which is about a 45-minute drive away. There's also a ferry service from Annapolis, which is a fun way to arrive.
  • 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?

    Saint Michaels is a great place to enjoy the outdoors. You can go kayaking or paddleboarding on the Miles River, take a scenic bike ride along the waterfront, or go for a hike in the nearby Blackwater National Wildlife Refuge. There's also a great boat launch at the harbour.
  • 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.

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

    Spring and autumn are the best times to visit Saint Michaels, the weather is mild and the crowds are smaller. You'll see beautiful colours in the fall, and the spring is lovely too.
  • What are the best accommodations for families and kids in Saint Michaels, MD?

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

    The waterfront walk is a lovely stroll, it takes you past the harbour and the historic buildings. For a longer bike ride, you can follow the scenic route along the Miles River, it's about 10km long and offers stunning views.
  • 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?

    There are several charming towns and cities within easy driving distance of Saint Michaels. You can visit Easton, which is about 30 minutes away, or explore the historic town of Annapolis, which is about an hour away. Cambridge is also worth a visit.
  • 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 range of accommodation options in Saint Michaels, from charming bed and breakfasts to luxury hotels. Many of the accommodations offer amenities like swimming pools, restaurants, and even boat docks. There are also plenty of holiday homes and apartments available to rent.

Popular destinations

Guests’ Top-Picked Premium Retreats in Saint Michaels, MD, United States

Bask in five-star tropical elegance with private overwater spaces and elite service at luxury beach accommodation in Saint Michaels, MD, United States.

Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife - Saint Michaels, MD
9.8 55 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.

Popular Accommodations with a Swimming Pool in Saint Michaels, MD, United States

Alternate between a refreshing freshwater plunge and an ocean swim at beach accommodation with a pool in Saint Michaels, MD, United States.

Tilghman | Pool | Private Dock | Pet Friendly - Saint Michaels, MD
8.0 2 reviews

Tilghman | Pool | Private Dock | Pet Friendly

apartment, Tilghman Island
This waterfront flat on Knapps Narrows, Tilghman Island, Maryland, offers direct access to the Chesapeake Bay with a private dock and water views, situated moments from Knapp's Narrows Marina & Inn and Tilghman Island Marina, and a short drive to St. Michaels and Easton.
This spacious 286 square metre residence accommodates up to eight guests with four bedrooms and three bathrooms, featuring a private outdoor swimming pool, kayaks, a Solo Stove fire pit, a propane grill, and a substantial private garden, perfect for exploring the surrounding waterways and enjoying al fresco dining.
Waterfront - 3 Luxury Bdrms W/ Outside Pool & Spa - Saint Michaels, MD
9.7 15 reviews

Waterfront - 3 Luxury Bdrms W/ Outside Pool & Spa

apartment, Tilghman Island
This charming apartment is located on Tilghman Island in Talbot County, offering stunning water views and easy access to various water activities. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has three bedrooms and three bathrooms, comfortably accommodating up to six guests. The property offers a range of amenities including a swimming pool, Jacuzzi, garden, fitness centre, and parking, as well as a fully equipped kitchen and air conditioning.
St. Michaels Estate Offers Waterfront Pool, Pier, Dock And 15 Acs Pet Friendly - Saint Michaels, MD
9.8 44 reviews

St. Michaels Estate Offers Waterfront Pool, Pier, Dock And 15 Acs Pet Friendly

apartment, Tilghman Island
This spacious holiday home is located in Sherwood, Talbot County, Maryland, a tranquil rural area on the waterfront, just 5 kilometres from Tilghman Island and a 20-minute drive from the centre of St. Michaels. It has received excellent user ratings for its comfortable accommodation and extensive amenities.
The property has 5 bedrooms, 7 bathrooms, 2 full kitchens, 2 living rooms, and 2 dining rooms, covering 418 square metres and accommodating up to 10 guests. This large home offers a private pool and spa area, a garden, a sauna, a Jacuzzi, a wrap-around porch with stunning views, and direct access to the water with a private dock, making it perfect for families and groups seeking a relaxing and enjoyable getaway.
Captains Cove - Saint Michaels, MD
9.0 1 review

Captains Cove

house, Easton
Captains Cove, a five-bedroom Easton property, is situated 19 kilometres from the Academy of the Arts in St Michaels and 100 kilometres from Baltimore-Washington International Thurgood Marshall Airport.
This 254 square metre house boasts a private pool, hot tub, fully equipped kitchen, free Wi-Fi, and parking, comfortably accommodating up to 19 guests.

Your Guide to Kid-Friendly Accommodation in Saint Michaels, MD, United States

Give the kids instant sand access and kid-friendly shallow pools at spacious family beach accommodation in Saint Michaels, MD, United States.

The Little Anchor Cottage, St. Michaels, Md - Saint Michaels, MD
9.9 301 reviews

The Little Anchor Cottage, St. Michaels, Md

apartment, Easton
Easton Getaway! - Saint Michaels, MD
10 5 reviews

Easton Getaway!

apartment, Easton
Minutes From Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly - Saint Michaels, MD
9.6 49 reviews

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

apartment, Easton
Blue Crab Lodge - Saint Michaels, MD
9.9 151 reviews

Blue Crab Lodge

apartment, Easton

Find Dog-Friendly Accommodations in Saint Michaels, MD, United States

Let your dog run wild through the sand and surf at these pet-friendly beach accommodations in Saint Michaels, MD, United States.

Minutes From Downtown Easton And St. Michaels | Private Dock | Kayak | Pet Frien - Saint Michaels, MD
9.8 6 reviews

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

apartment, Oxford
Ferry View | An Esvr Property - Saint Michaels, MD
10 3 reviews

Ferry View | An Esvr Property

apartment, Oxford
St. Michaels Waterfront Home - Saint Michaels, MD
9.8 37 reviews

St. Michaels Waterfront Home

apartment, Easton
St. Michaels Waterfront Home With Private Dock - Saint Michaels, MD
10 18 reviews

St. Michaels Waterfront Home With Private Dock

apartment, Easton

Popular Accommodations with Balconies in Saint Michaels, MD, United States

Take in breathtaking, uninterrupted ocean sunsets directly from your personal balcony at beach accommodation in Saint Michaels, MD, United States.

Lighthouse Haven - Saint Michaels, MD
No reviews

Lighthouse Haven

house, Stevensville
Waterfront Property, Kayaks, Private Dock, Near Town - Saint Michaels, MD
9.8 157 reviews

Waterfront Property, Kayaks, Private Dock, Near Town

apartment, Easton
Downtown Flat  Walk To Dining & Shops  Sleeps 4 - Saint Michaels, MD
10 2 reviews

Downtown Flat Walk To Dining & Shops Sleeps 4

apartment, Easton
Private Pool & Stunning Bay Views On Kent Island - Saint Michaels, MD
9.2 64 reviews

Private Pool & Stunning Bay Views On Kent Island

apartment, Stevensville

Best Saint Michaels, MD accommodations with a kitchen

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk To Bar & Restaurant! - Saint Michaels, MD
10 129 reviews

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk To Bar & Restaurant!

apartment, Stevensville
Grace Cottage, St Michaels Walk To Everything! - Saint Michaels, MD
10 13 reviews

Grace Cottage, St Michaels Walk To Everything!

apartment, Easton
Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock - Saint Michaels, MD
8.4 8 reviews

Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock

apartment, Grasonville
Herons Roost - Saint Michaels, MD
No reviews

Herons Roost

house, Tilghman Island
©2026 cozycozy.com