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

Cozy 2br Home Near Idlewild Park - Saint Michaels, MD
10 9 reviews

Cozy 2br Home Near Idlewild Park

apartment, Easton
This Easton holiday home is conveniently located within 1.6km of The Third Haven Friends Meeting House, the Academy of the Arts, the Academy Art Museum, the Customs House, and the Talbot County Visitor Centre.
This pet-friendly, family-friendly property sleeps four guests in two bedrooms and one bathroom, offering free Wi-Fi, a fully equipped kitchen including a dishwasher, in-house laundry facilities, and on-site parking.
Downtown Oxford | Outdoor Dining | Character Filled - Saint Michaels, MD
9.6 8 reviews

Downtown Oxford | Outdoor Dining | Character Filled

apartment, Oxford
This 3-bedroom holiday home is located in a peaceful Oxford neighbourhood, within walking distance of waterfront restaurants, shops and parks, and a short drive to St. Michaels and Tilghman Island. The property is a short drive from the centre of Oxford and is ideal for families or groups of friends looking for a relaxing getaway.
The apartment is 140 square metres and has a spacious layout, making it perfect for groups of up to 6 guests. The apartment offers a range of amenities, including a large deck, a propane grill, a fully equipped kitchen, Wi-Fi access, and a landscaped garden.
Skipjack House | An Esvr Property - Saint Michaels, MD
10 1 review

Skipjack House | An Esvr Property

apartment, Tilghman Island
This 3-bedroom, 2-bathroom holiday home in McDaniel, 1.8 kilometres from St. Michaels Museum and Avalon Theatre, offers a family-friendly stay on Tilghman Island with convenient access to local shops and galleries.
This property accommodates up to six guests and features a private deck with a propane grill, a fenced swimming pool open from May 15 to October 15, complimentary Wi-Fi, air conditioning, and bikes for exploring the area.
Chesapeake Landing -Waterfront-min To St Michaels - Saint Michaels, MD
10 6 reviews

Chesapeake Landing -Waterfront-min To St Michaels

apartment, Oxford
This waterfront house is located just 5km from historic St. Michaels, near Oxford and Tilghman Island, making it a great base for exploring the region. The surrounding area is known for its beautiful waterfront and historic buildings.
This spacious five-bedroom home can comfortably accommodate up to 10 guests. It features a fully equipped kitchen, a custom coffee bar, three bathrooms, and a kids' room with DVDs and games. You can also enjoy a range of outdoor activities, including fishing, crabbing, kayaking, and boating from the private pier.

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.
La Casita On Harris Creek, St. Michaels - Saint Michaels, MD
10 200 reviews

La Casita On Harris Creek, St. Michaels

apartment, Tilghman Island
This charming cottage is located on a secluded 40-acre farm on Harris Creek, just 5km from the shops, restaurants and harbour of Tilghman Island. The property has received excellent ratings for location, cleanliness and overall experience.
The cottage is a one-bedroom property that can accommodate up to 3 guests. Amenities include a fully equipped kitchen, a private patio with a fire pit, Wi-Fi access, a mineral pool, and the opportunity to experience beekeeping.
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.
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.

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Best Saint Michaels, MD holiday apartments with air conditioning

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.
Neavitt Cottage | An Esvr Property - Saint Michaels, MD
10 2 reviews

Neavitt Cottage | An Esvr Property

apartment, Tilghman Island
Neavitt Cottage is located in the quiet town of Neavitt, just a short drive from St. Michael's on the Choptank River, offering a peaceful retreat from the hustle and bustle. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. The property features a fully equipped kitchen, a garden, and a dock with waterfront access, perfect for enjoying crabbing, fishing, and stunning sunset views.
The Weekender | An Esvr Property - Saint Michaels, MD
10 1 review

The Weekender | An Esvr Property

apartment, Tilghman Island
This two-bedroom farmhouse, situated minutes from St. Michaels town centre, offers easy access to its shops and restaurants, lying approximately a few kilometres from Tilghman Island.
The property provides 4 guests with a fully equipped kitchen, including a fridge, microwave, and dishwasher, two bathrooms and a tranquil patio overlooking manicured gardens; linens and towels are included.
Waterfront Estate - Riverslie On The Miles River - Saint Michaels, MD
9.6 30 reviews

Waterfront Estate - Riverslie On The Miles River

apartment, Easton
This secluded farmhouse is located 18 kilometres outside of Easton and 15 kilometres from St. Michaels, offering a peaceful retreat surrounded by water and 11 acres of private land. The farmhouse is perfect for a family getaway or a group of friends looking to enjoy a tranquil escape.
The five-bedroom, four-bathroom farmhouse can accommodate up to 10 guests, offering plenty of space for everyone to relax and enjoy the amenities. Guests can take advantage of the private pool, the fully-equipped kitchen, the spacious living areas, and the two docks for crabbing and fishing.

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

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
This luxurious five-bedroom waterfront property near Oxford is situated approximately 3km from the Oxford Museum and 4km from Play Ball Dog Park, offering scenic views and easy access to St Michael's Village and St Michael's Winery within a 14.5km radius.
Boasting 331 square metres of floor space, this self-catering house sleeps eight guests and includes four bathrooms, a complete kitchen with dishwasher, a terrace, garden, spa, parking, and free Wi-Fi.
The Farm House At Hunting Creek - Pets $50 A Night - Saint Michaels, MD
9.6 164 reviews

The Farm House At Hunting Creek - Pets $50 A Night

apartment, Easton
This gated estate carriage house is located in a rural setting just 10km from Easton's shops, restaurants, and bars, and 15km from the historic town of St. Michaels. The property enjoys excellent user, location and cleanliness ratings.
The spacious house has five bedrooms, sleeping up to 10 guests, and comes with a fully equipped kitchen, satellite TV, Wi-Fi and air conditioning. Guests can enjoy the peace and quiet of the 80-acre estate, with access to a pathway leading to the waterfront for scenic views and potential fishing or kayaking.
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).
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.
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