Best apartment offers in Saint Michaels, MD

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Saint Michaels, MD apartments
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45 Holiday apartments Saint Michaels, MD

Best family friendly Saint Michaels, MD Holiday Apartments and Self Catering Accommodations

Among the 45 accommodations in Saint Michaels, MD, here are the 4 best family friendly holiday apartments

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.
Waterfront Property, Kayaks, Private Dock, Near Town - Saint Michaels, MD
9.8 156 reviews

Waterfront Property, Kayaks, Private Dock, Near Town

apartment, Easton
This waterfront holiday home is located just three miles from St. Michaels Winery and Museum, offering easy access to local attractions and a peaceful setting. The property has received excellent guest ratings, indicating a high standard of comfort and service.
The home features three bedrooms and three bathrooms, providing ample space for up to six guests. A range of amenities are available, including a swimming pool, spa, garden, and barbecue facilities, ensuring a relaxing and enjoyable stay.
Easton Getaway! - Saint Michaels, MD
10 5 reviews

Easton Getaway!

apartment, Easton
This modern farmhouse is situated on the Eastern Shore, a 16-kilometre drive from Easton town centre and a 24-kilometre drive from St. Michaels. The property offers four bedrooms, three bathrooms, and a spacious open-plan layout, with a kitchen featuring a fridge, freezer, microwave oven, and dishwasher, as well as a private garden, swimming pool, and parking.
Ferry View | An Esvr Property - Saint Michaels, MD
10 3 reviews

Ferry View | An Esvr Property

apartment, Oxford
This four-bedroom apartment is situated in Talbot County, just a short distance from Oxford's charming town centre and the Chesapeake Bay, offering a peaceful setting away from the bustle of city life. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The spacious property comfortably accommodates up to eight guests, with multiple bedrooms and entertainment areas. This well-equipped home includes a fully fitted kitchen, air conditioning, a garden, parking, and internet access, as well as a courtesy starter pack with essential items.

Best Holiday Apartments and Self Catering Accommodations in Saint Michaels, MD with a pool

Among the 45 accommodations in Saint Michaels, MD, here are the 4 best apartments with a pool

Saint Michaels Summer Retreat With Pool & Hot Tub - Saint Michaels, MD
10 13 reviews

Saint Michaels Summer Retreat With Pool & Hot Tub

apartment, Tilghman Island
This waterfront apartment is located in McDaniel, just 3km from the town of St. Michaels, offering a peaceful retreat while still being close to local attractions. The apartment is ideal for families or groups of friends, with 3 bedrooms and 4 bathrooms, comfortably accommodating up to 6 guests.
The apartment boasts a modern and spacious interior with a fully equipped kitchen, a private swimming pool, and a jacuzzi, perfect for relaxing after a day exploring the island. Guests can also enjoy stunning views from the terrace or balcony, and take advantage of the shared dock for swimming, kayaking, or simply soaking up the sun.
Summer Retreat  Pool, Hot Tub & Outdoor Oasis - Saint Michaels, MD
9.7 20 reviews

Summer Retreat Pool, Hot Tub & Outdoor Oasis

apartment, Tilghman Island
This freshly remodelled 2024 waterfront farmhouse in Talbot County, Maryland, is situated approximately 16km from Saint Michaels, offering easy access to its shops and restaurants.
This three-bedroom, three-bathroom property sleeps six guests and boasts a private pool, hot tub, extensive grounds, a fully equipped kitchen including a dishwasher, and complimentary internet access; pets are welcome (surcharge applies).
Minutes From Downtown St. Michaels | Pool | Pickle Ball Court | Private Dock | K - Saint Michaels, MD
9.8 6 reviews

Minutes From Downtown St. Michaels | Pool | Pickle Ball Court | Private Dock | K

apartment, Easton
This waterfront holiday home is located just 9 miles from Easton's Pickering Creek Audubon Center, Easton Cycle and Sport, and the Historical Society of Talbot County, offering easy access to local attractions. The property has received very good user ratings, indicating a comfortable and enjoyable stay.
The house offers 5 bedrooms and 5 bathrooms, comfortably accommodating up to 10 guests in its 463 square meters of space. Enjoy a private pool, a tennis court, a spa, a garden, and a terrace, along with a well-equipped kitchen and a fireplace for a luxurious experience.
Sunset Shores | An Esvr Property - Saint Michaels, MD
10 1 review

Sunset Shores | An Esvr Property

apartment, Oxford
This waterfront property in Royal Oak, a short drive from St. Michaels, offers direct access to Bridge Creek with a dock and is located approximately 4.5 kilometres from the Chesapeake Bay Maritime Museum.
This family-friendly holiday home accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a private saltwater pool (seasonal), kayaks, a 1.6-hectare yard with a basketball hoop, and a great room with a fireplace.

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Best Saint Michaels, MD holiday apartments with air conditioning

Grace Cottage, Saint Michaels Walk To Everything! - Saint Michaels, MD
10 16 reviews

Grace Cottage, Saint Michaels Walk To Everything!

apartment, Easton
This newly renovated two-bedroom, two-bathroom flat in Saint Michaels offers a central location, providing easy walking access to shops and restaurants on Talbot Street, and is ideally situated for exploring the Eastern Shore.
This accommodation for four guests features a modern kitchen with a fridge, freezer, microwave, and dishwasher, alongside an outdoor fire pit and grilling facilities, perfect for a comfortable getaway with essential amenities.
Walk To Downtown St. Michaels | Pet Friendly - Saint Michaels, MD
No reviews

Walk To Downtown St. Michaels | Pet Friendly

apartment, Easton
This 3-bedroom flat is situated in historic St. Michaels, a short walk from local restaurants, boutique shops, marinas, and the waterfront, offering prime walkability to the historic district's attractions.
This accommodation for 6 guests features air conditioning, a garden, parking, and a kitchen equipped with a fridge, freezer, and dishwasher, providing a peaceful retreat for exploration and relaxation within Talbot County.
Sunset Shores | An Esvr Property - Saint Michaels, MD
10 2 reviews

Sunset Shores | An Esvr Property

apartment, Oxford
This waterfront holiday let is situated near St. Michaels, Maryland, offering a peaceful retreat with sunset views.
This spacious 4-bedroom, 2.5-bathroom house accommodates up to 8 guests and features a fully equipped kitchen, a great room with a fireplace, air conditioning, and a swimming pool, with parking and internet provided.
Whitehall Acres | An Esvr Property - Saint Michaels, MD
10 1 review

Whitehall Acres | An Esvr Property

apartment, Easton
This waterfront house is located just a short distance from Easton's historic downtown, offering easy access to shops, restaurants, and museums. The property has received excellent ratings for its location, cleanliness, and overall experience.
This spacious home has five bedrooms and five bathrooms, comfortably accommodating up to ten guests. The property features a private patio, a large swimming pool, and a fully equipped kitchen, providing everything you need for a relaxing and enjoyable stay.

Best pet-friendly Saint Michaels, MD holiday apartments

Among the 45 accommodations in Saint Michaels, MD, here are the 4 best pet friendly holiday apartments

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.
Loon Cottage On Irish Creek - Saint Michaels, MD
10 3 reviews

Loon Cottage On Irish Creek

apartment, Oxford
This waterside cottage, offering a secluded Eastern Shore experience, is located on Irish Creek, mere minutes from St. Michaels.
This three-bedroom property accommodates up to six guests and features a private deep-water dock, tennis court, a brick fireplace, and expansive grounds with sunset views.
Premier St. Michaels Cottage - T. Blades House -  Walk To Everything In Town - Saint Michaels, MD
9.6 291 reviews

Premier St. Michaels Cottage - T. Blades House - Walk To Everything In Town

cottage, Easton
This charming cottage is located in St. Michaels, a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery, making it ideal for exploring this historic town. The cottage has received excellent ratings for its location, cleanliness and overall experience.
The cottage has two bedrooms and can accommodate up to five guests, making it perfect for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, terrace, garden, and a fully equipped kitchen.
Saint Michaels Retreat With Kayaks & Bikes - Saint Michaels, MD
9.9 46 reviews

Saint Michaels Retreat With Kayaks & Bikes

apartment, Easton
This two-bedroom chalet in St Michaels, Easton, is situated on a quiet side street, a short cycle ride (approximately 0.8 km) from the town's shops, restaurants, and waterfront.
The self-catering property offers a modern open-plan layout, sleeping four guests, and includes a full kitchen, two bathrooms, a washer/dryer, fire pit, BBQ, two kayaks, and an upstairs loft area.
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