Search accommodations in Saint Michaels, MD

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Saint Michaels, MD place to stay
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46 Lodgings in Saint Michaels, MD

Best Saint Michaels, MD lodging with a pool

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

Spacious Trappe Getaway W/ Outdoor Pool & Gazebo! - Saint Michaels, MD
9.4 16 reviews
Saint Michaels, MD
24/06 – 28/06
₹30996/nighttotal: ₹123984 (4 )

Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!

4 3
apartment , Trappe
This Trappe holiday home, situated within 9.6km of the Third Haven Friends Meeting House, Academy Art Museum, and Academy of the Arts, offers convenient access to local attractions and amenities.
This five-bedroom, three-bathroom property boasts 204 square metres of living space, including a private pool, fully equipped kitchen, and can comfortably accommodate eight guests.
Waterfront Family Retreat - Mins From St. Michaels - Saint Michaels, MD
Saint Michaels, MD
31/07 – 06/08
₹76271/nighttotal: ₹457626 (6 )

Waterfront Family Retreat - Mins From St. Michaels

1 11
apartment , Oxford
This waterside property offers a tranquil escape in Oxford, located a 15-minute drive from the city centre's historic university colleges and museums.
This six-bedroom, four-bathroom flat accommodates up to 12 guests and features a chef-ready kitchen, a private dock for crabbing and fishing, an outdoor entertainment area with a pool and spa, and a fenced yard with a play area.
Fairview Estate - Saint Michaels, MD
Saint Michaels, MD
25/06 – 01/07
₹334943/nighttotal: ₹2009658 (6 )

Fairview Estate

1 4
house , Easton
Fairview Estate, a large house in Saint Michaels, Maryland, is situated 14.2 km from the Academy of the Arts and 43.5 km from the Chesapeake Exploration Center, offering easy access to the Chesapeake Bay.
This six-bedroom, six-bathroom property boasts 557 square metres of floor space, accommodating up to 23 guests and featuring a private pool, free Wi-Fi, parking, and a fully equipped kitchen; pets are welcome.
Quailsar Farm | An Esvr Property - Saint Michaels, MD
Saint Michaels, MD
25/06 – 01/07
₹113985/nighttotal: ₹683910 (6 )

Quailsar Farm | An Esvr Property

5 4
apartment , Easton
Quailsar Farm is a 5-bedroom holiday home located in Talbot County, on Maryland's Eastern Shore, just a short drive from the charming town of Easton. The surrounding area is peaceful and rural, offering a tranquil escape from the hustle and bustle of city life.
The spacious property features a free-flowing layout, comfortably accommodating up to 10 guests. Amenities include a well-equipped kitchen, a swimming pool, and parking, making it ideal for families or groups of friends seeking a relaxing getaway.

Best family friendly Saint Michaels, MD lodging

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

Waterview Retreat With Beach Volleyball Near Marina And Local Wedding Venues - Saint Michaels, MD
10 129 reviews
Saint Michaels, MD
31/07 – 03/08
₹103508/nighttotal: ₹310524 (3 )

Waterview Retreat With Beach Volleyball Near Marina And Local Wedding Venues

1 10
apartment , Stevensville
This Stevensville beach house is located just 14.5 kilometres from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park, offering easy access to the area's attractions. It has consistently received excellent ratings for user experience, location, and cleanliness.
This four-bedroom property spans 167 square metres and comfortably accommodates up to 14 guests. The house provides a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
Minutes From Downtown Easton And St. Michaels | Pool | Private Dock | Golf Cours - Saint Michaels, MD
10 2 reviews
Saint Michaels, MD
25/06 – 01/07
₹330843/nighttotal: ₹1985058 (6 )

Minutes From Downtown Easton And St. Michaels | Pool | Private Dock | Golf Cours

6 4
apartment , Easton
This Easton waterfront property, near Bruffs Island, Pickering Creek Audubon Center, and the Talbot County Historical Society (all within 14.5km), offers stunning water views and direct water access.
This six-bedroom, six-bathroom holiday home boasts 557 square metres of space, a private pool, fitness centre, tennis court, and accommodates up to twelve guests, providing convenient self-catering with a fully equipped kitchen and laundry facilities.
Woodland Retreat On Kent Island: 5 Beds, 5 Miles From Bay Bridge, On 5 Acres. - Saint Michaels, MD
10 17 reviews
Saint Michaels, MD
07/08 – 09/08
₹83225/nighttotal: ₹166450 (2 )

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

4 2
apartment , Stevensville
This Stevensville holiday home, less than 8 kilometres from the Chesapeake Bay Bridge, offers easy access to Annapolis and other Maryland attractions.
The four-bedroom, three-bathroom property sleeps ten guests and boasts a private 2-hectare wooded lot, a spacious deck, patios, a propane gas grill, and proximity to water activities including crabbing and fishing.
Tilghman | Fenced Yard | Pet Friendly | Charming - Saint Michaels, MD
9.3 6 reviews
Saint Michaels, MD
24/06 – 28/06
₹61559/nighttotal: ₹246236 (4 )

Tilghman | Fenced Yard | Pet Friendly | Charming

3 3
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.

Frequently asked questions about accommodations in Saint Michaels, MD

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

    Saint Michaels is a great place for outdoor activities. You can go kayaking or paddleboarding on the Miles River, or take a boat tour to see the local wildlife. There are also plenty of walking and cycling trails in the area, including the scenic Chesapeake Bay Trail.
  • When is the ideal time to plan a trip to Saint Michaels, MD?

    Spring and autumn are the best times to visit Saint Michaels, when the weather is mild and the crowds are smaller. You can enjoy the beautiful scenery without the summer heat and humidity. If you're looking for a more lively atmosphere, you could visit in the summer, but be prepared for larger crowds and higher prices.
  • What are the best walking or cycling routes in Saint Michaels, MD?

    For a scenic walk, try the boardwalk along the Miles River. It's a lovely spot to enjoy the views and watch the boats go by. If you're looking for a longer ride, the Chesapeake Bay Trail is a great option, with over 300km of paved trails that wind through the countryside.
  • What nearby towns or cities can be explored from Saint Michaels, MD?

    If you're looking to explore the surrounding area, Easton is a charming town about 20 minutes away. You can also visit Annapolis, the state capital, which is about an hour's drive away. For a day trip, you could even head to Ocean City, a popular beach resort on the Atlantic coast, about 1.5 hours away.
  • What amenities can travelers expect from accommodations in Saint Michaels, MD?

    Saint Michaels offers a range of accommodation options, from charming bed and breakfasts to luxury hotels. Many accommodations have amenities like swimming pools, restaurants, and boat docks. You can also find plenty of vacation rentals, which are a great option for families or groups.

Destinations nearby

Best Saint Michaels, MD accommodations with a balcony

Harbor View Suite\ntalbot County License Number Strn-25-58 - Saint Michaels, MD
10 37 reviews
Saint Michaels, MD
25/06 – 29/06
₹34201/nighttotal: ₹136804 (4 )

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.
Stay By The Chesapeake On Kent Island This Mother Day! < 20 Mi From Annapolis. - Saint Michaels, MD
10 41 reviews
Saint Michaels, MD
31/07 – 03/08
₹114321/nighttotal: ₹342963 (3 )

Stay By The Chesapeake On Kent Island This Mother Day! < 20 Mi From Annapolis.

5 10
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.
Downtown Flat  Walk To Dining & Shops  Sleeps 4 - Saint Michaels, MD
10 1 review
Saint Michaels, MD
07/08 – 09/08
₹67074/nighttotal: ₹134148 (2 )

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.
Downtown St. Michaels | Porch + Pet-friendly - Saint Michaels, MD
Saint Michaels, MD
07/08 – 09/08
₹69416/nighttotal: ₹138832 (2 )

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.

Best Saint Michaels, MD accommodations with a kitchen

Fairview Estate | An Esvr Property - Saint Michaels, MD
Saint Michaels, MD
25/06 – 01/07
₹342985/nighttotal: ₹2057910 (6 )

Fairview Estate | An Esvr Property

6 4
apartment , Easton
Fairview Estate is a historic property situated in Talbot County on the Eastern Shore, a short drive from Easton's town centre and the Chesapeake Bay. This peaceful location offers privacy and tranquillity, perfect for a relaxing getaway.
Fairview is a spacious six-bedroom house with four bathrooms, comfortably accommodating up to 12 guests. The house boasts a fully equipped kitchen, a swimming pool, a garden, a fitness centre, and parking, as well as internet access.
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo! - Saint Michaels, MD
9.6 20 reviews
Saint Michaels, MD
24/06 – 28/06
₹28733/nighttotal: ₹114932 (4 )

Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!

4 3
apartment , Trappe
This four-bedroom holiday home is situated in a peaceful neighbourhood in Trappe, Maryland, just seven miles from Oxford Beach and a short drive from Cambridge and St. Michaels. The property offers easy access to the beautiful Chesapeake Bay and its surrounding historic towns.
This spacious property can comfortably accommodate up to eight guests, offering a private outdoor pool, a large garden with a treehouse, a gazebo, a fire pit and a deck with umbrellas. The home also features a fully equipped kitchen, a private office with two workstations, a washer and dryer, and central air conditioning and heating.
Bay Escape - Saint Michaels, MD
Saint Michaels, MD
08/08 – 10/08
₹48922/nighttotal: ₹97844 (2 )

Bay Escape

3 6
apartment , Stevensville
This family-friendly flat in Stevensville offers a peaceful retreat in a quiet district, providing convenient access to local attractions without the noise of central areas.
This spacious accommodation for up to 8 guests features air conditioning, a garden, and a kitchen equipped with a fridge, making it ideal for a comfortable and tranquil family stay.
The Farm At Cedar Cove | An Esvr Property - Saint Michaels, MD
Saint Michaels, MD
24/06 – 28/06
₹55055/nighttotal: ₹220220 (4 )

The Farm At Cedar Cove | An Esvr Property

3 3
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.
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