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

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

The Little Anchor Cottage, St. Michaels, Md

apartment, Easton
The Little Anchor cottage is located in the Historic District of St. Michaels, Maryland, just one block from downtown shops and restaurants and a 5 to 15 minute walk from waterfront dining, the Chesapeake Bay Maritime Museum, Muskrat Park, and Hollis Park. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The charming two-bedroom property can accommodate up to four guests and features a fully equipped kitchen, a spacious screened porch, a garden, and high-speed Wi-Fi. Guests can enjoy dedicated workspaces, air conditioning, and the convenience of being pet-friendly and family-friendly.
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.
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.

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

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.
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.
St. Michael's Premier In-town Rental With Heated Pool. Pool Opens 4/3 - Saint Michaels, MD
10 270 reviews

St. Michael's Premier In-town Rental With Heated Pool. Pool Opens 4/3

cottage, Easton
Harbor Hideaway is a charming cottage located in downtown Saint Michaels, Maryland, just a short walk from the waterfront and a few minutes from the town's attractions. The cottage has consistently received excellent ratings for location, cleanliness, and overall experience.
The cottage spans 111 square meters and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private swimming pool, a terrace, a garden, a spa, a tennis court, and parking, making it perfect for a relaxing and enjoyable stay.
Boutique By The Bay - Saint Michaels, MD
9.9 312 reviews

Boutique By The Bay

apartment, Stevensville
This Stevensville apartment is located just 14 kilometres south of the Bay Bridge, offering a convenient base for exploring the area, with easy access to wedding venues like the Chesapeake Bay Beach Club and Swan Cove. The property consistently receives excellent ratings for its cleanliness, location and overall experience.
The self-catering apartment can comfortably accommodate up to four guests and features a private entrance, modern farmhouse décor, a fully equipped kitchen and a spacious walk-in shower. Guests can enjoy access to a shared pool, a 4-person paddle boat, fishing rods, a private garden and parking.

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Best Saint Michaels, MD holiday apartments with air conditioning

The Cottage At Broad Creek - Saint Michaels, MD
10 49 reviews

The Cottage At Broad Creek

apartment, Tilghman Island
This waterfront cottage is situated on Tilghman Island, Maryland's Eastern Shore, a short distance from the historic town of St. Michaels.
The self-catering property, sleeping two guests, boasts a gourmet kitchen, sunroom with water views, private dock for kayaking, and is near a nature reserve; enjoy a fireplace, air conditioning, parking and Wi-Fi.
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.
Private+cozy-3br+2ba-1mile To Historic Downtown Saint Michaels - Saint Michaels, MD
9.9 95 reviews

Private+cozy-3br+2ba-1mile To Historic Downtown Saint Michaels

apartment, Tilghman Island
This charming holiday home is located just under 1.6km from the centre of Saint Michaels, a historic town on Maryland's Eastern Shore, offering a peaceful escape with easy access to local attractions. The property has received excellent ratings for location, cleanliness and overall user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The fully equipped kitchen, spacious living area, and private garden with a patio offer a comfortable and relaxing stay, while the proximity to Tilghman Island (around 24km away) makes it a perfect base for exploring the region.
Downtown Flat  Walk To Dining & Shops  Sleeps 4 - Saint Michaels, MD
9.8 8 reviews

Downtown Flat Walk To Dining & Shops Sleeps 4

apartment, Easton
This flat is located in the centre of St. Michaels, Maryland, within walking distance of St. Michaels' dining, shopping, and waterfront attractions.
This one-bedroom flat accommodates up to four guests and features a fully equipped kitchen, a gas fireplace, a king-sized bed, a marble walk-in shower, and two dedicated parking spaces, with high-speed WiFi and an in-unit washer and dryer also provided.

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

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.
Downtown St. Michaels | Porch + Pet-friendly - Saint Michaels, MD
10 2 reviews

Downtown St. Michaels | Porch + Pet-friendly

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.
Shipwrights Cottage In Town! - Saint Michaels, MD
10 171 reviews

Shipwrights Cottage In Town!

apartment, Tilghman Island
This St. Michaels cottage, a former shipwright's dwelling, is situated within walking distance of St. Michaels' shops, restaurants, and waterfront, offering easy access to the town's attractions.
The two-bedroom, two-bathroom property sleeps four, features a full kitchen, living-dining area, den with a queen-size sofa bed, and a private balcony from the master bedroom; pets are welcome.
Dr. Miller House. Best Location-in The Heart Town - Saint Michaels, MD
9.8 228 reviews

Dr. Miller House. Best Location-in The Heart Town

apartment, Easton
This charming apartment is situated in a delightful district of Easton, just 0.8 kilometres from the waterfront and within easy walking distance of shops, restaurants, a winery, brewery, and coffee shops. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment is a two-bedroom, one-bathroom property with a maximum capacity of six guests. It features a modern kitchen equipped with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and internet access.
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