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28 Apartments or condos in Saint Michaels, MD
Saint Michaels, MD
06/28 – 07/01
$695/nighttotal: $2085 (3 )
The Farm At Cedar Cove | An Esvr Property
3 2
apartment , Oxford
This waterfront rental property in Royal Oak offers nearly 18 acres of private land with over 1,000 feet of waterfront access, located 15 miles from St. Michaels and 20 miles from Easton. This 3-bedroom, 2-bathroom house accommodates up to 6 guests and features air conditioning, a full kitchen with a dishwasher and fridge, a screened-in porch, and an entertainment room with a 75-inch TV.
10 4 reviews
Saint Michaels, MD
07/01 – 07/05
$324/nighttotal: $1296 (4 )
It's A Shore Thing Located In Beautiful Easton, Md. Close To Md & De Beaches.
2 2
apartment , Easton
This 1120 sq ft apartment in Easton offers 2 bedrooms and 2 bathrooms, accommodating up to 4 guests with Wi-Fi and air conditioning, located a 4-minute drive from Avalon Theater and Academy of the Arts, with proximity to bird watching, cycling, and fishing. This vacation rental features a full kitchen with a microwave oven, a fireplace, on-site parking, and an in-unit washer and dryer, providing convenient access to outdoor activities and natural attractions like Caroline County Shooting Preserve and Wye Oak State Park.
10 1 review
Saint Michaels, MD
08/24 – 08/28
$466/nighttotal: $1864 (4 )
Downtown Flat • Walk To Dining & Shops • Sleeps 4
1 2
apartment , Easton
This apartment is located in the downtown district of St. Michaels, Maryland, offering walking access to dining, shopping, and the waterfront. This rental features a king-sized bedroom, a pull-out sofa, a fully stocked chef's kitchen with high-end appliances, gas fireplace, smart TVs, dedicated parking for two vehicles, and in-unit laundry.
9.7 57 reviews
Saint Michaels, MD
08/08 – 08/10
$628/nighttotal: $1256 (2 )
Chesapeake Country Cottage: A Home Away From Home
3 6
apartment , Easton
This waterfront home sits on a 3-acre property near St. Michaels and Easton, a nationally-recognized town. Guests rave about its excellent location, cleanliness, and overall experience. This charming apartment sleeps 6 guests and features a fully equipped kitchen, a cozy living room with a fireplace, and a large deck with a screened porch. Guests can enjoy kayaking, biking, and grilling, plus the property includes a fire pit, yard games, and a private pier with a tidal cove.
10 18 reviews
Saint Michaels, MD
07/01 – 07/05
$470/nighttotal: $1880 (4 )
3br/1ba Pondview Langsdale House
1 2
apartment , Easton
This 1300-square-foot apartment in Easton's historic district offers convenient access to downtown attractions. The three-bedroom, one-bathroom unit features a private balcony with pond views, accommodates six guests, and includes amenities such as air conditioning, parking, and internet; a portion of your stay supports Halo's Haven Rescue.
10 3 reviews
Saint Michaels, MD
06/27 – 07/04
$928/nighttotal: $6496 (7 )
Three Decks Overlook Marina Basin And Views Of The Chesapeake And Eastern Bays
6 2
apartment , Stevensville
This six-bedroom Stevensville apartment is located just a short walk from the beach and within walking distance of the marina, offering easy access to the waterfront and local attractions. The 12-guest capacity apartment features multiple decks with picturesque views, a spacious entertainment room with a pool table, bar, and poker table, and is conveniently located near St. Michaels Winery, Annapolis Golf Club, Paul Reed Smith Guitars, and Phillips Wharf Environmental Center.
9.8 218 reviews
Saint Michaels, MD
08/24 – 08/28
$321/nighttotal: $1284 (4 )
Charming Studio In The Heart Of St. Michael's, Md.
1 2
apartment , Easton
The Lucky Duck Studio is located in the heart of St. Michael's Historic District on Talbot Street, just steps from the Miles River, shops, restaurants, and other attractions. This studio apartment has earned excellent ratings for its cleanliness, location, and overall user experience. The Lucky Duck Studio comfortably sleeps four guests with a queen-size bed and a sofa that converts into a queen-size sleeper. Amenities include a fully equipped kitchen, a claw tub, a front porch, free Wi-Fi, YouTube TV, a washer and dryer, a large closet, a fully stocked parlor, and local recommendations from the hosts.
Saint Michaels, MD
06/28 – 07/01
$617/nighttotal: $1851 (3 )
The Weekender | An Esvr Property
2 2
apartment , Tilghman Island
This two-bedroom vacation farmhouse, located minutes from St. Michaels, offers easy access to shops and restaurants, and is a short drive from Tilghman Island. The 2-bathroom rental features a bright, open-concept layout, sleeps four guests comfortably, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a garden, patio, and parking.
Saint Michaels, MD
06/25 – 07/01
$546/nighttotal: $3276 (6 )
The Farm At Cedar Cove | An Esvr Property
3 4
apartment , Oxford
This waterfront estate on the Eastern Shore of Maryland offers nearly 18 acres of private land with over 1,000 feet of waterfront, located approximately 30 miles from Oxford. This renovated 3-bedroom, 2-bathroom house accommodates up to 6 guests and features air conditioning, a full kitchen with a fridge and dishwasher, and garden access.
Saint Michaels, MD
06/28 – 07/01
$593/nighttotal: $1779 (3 )
Minutes From Downtown St. Michaels | Character Filled
2 2
apartment , Tilghman Island
This two-bedroom farmhouse rental in Bozman, Maryland, is a five-minute drive from St. Michaels' waterfront and its attractions. The 2-bedroom, 2-bathroom vacation home offers a spacious open-concept layout, sleeps four guests, includes a fully equipped kitchen with dishwasher, and provides access to yard games, bikes, and a propane grill.
10 38 reviews
Saint Michaels, MD
06/28 – 07/01
$345/nighttotal: $1035 (3 )
Harbor View Suite\ntalbot County License Number Strn-25-58
1 2
apartment , Easton
This charming apartment in St. Michaels is just steps from the Auto Museum, Maritime Museum, YMCA, and a variety of restaurants. With excellent user, location, and cleanliness ratings, this one-bedroom, one-bathroom apartment is ideal for two guests. The 480-square-foot apartment features a kitchen with a fridge, freezer, and microwave, as well as air conditioning, a Jacuzzi, a terrace or balcony, a garden, and parking. Laundry facilities are available upon request for longer-term renters.
Saint Michaels, MD
06/27 – 07/04
$744/nighttotal: $5208 (7 )
Skipjack House | An Esvr Property
3 2
apartment , Tilghman Island
This McDaniel vacation home is a 3-bedroom, 2-bathroom apartment located a short drive from St. Michaels' historic harbor, Chesapeake Bay Maritime Museum, and shops. This family-friendly rental accommodates up to six guests with two king bedrooms and one twin bedroom, featuring a private swimming pool, complimentary Wi-Fi, and two adult bikes and two children bikes for exploring the area.
Best Family-Friendly Vacation Apartments in Saint Michaels, MD
Traveling to Saint Michaels, MD with kids? These family vacation apartments offer easy beach access and plenty of room to spread out.
9.9 91 reviews
Saint Michaels, MD
08/24 – 08/28
$321/nighttotal: $1284 (4 )
Charming Apt. In St. Michaels
1 2
apartment , Easton
This Easton studio apartment, located in St. Michael's historic district on Talbot Street, is steps from the Miles River and near shops, museums, and restaurants. The renovated 1850s McMillian House unit offers a queen bed upstairs, a full-size sofa bed downstairs, a full bathroom upstairs, a half-bath downstairs, a kitchenette with refrigerator, microwave, and Keurig, plus free WiFi, YouTube TV, and parking for two cars, accommodating up to four guests.
10 13 reviews
Saint Michaels, MD
08/24 – 08/28
$675/nighttotal: $2700 (4 )
Cozy, Family-friendly Log Cabin-st. Michaels
1 2
apartment , Oxford
This Talbot County, Maryland log cabin retreat is located three miles from the historic town of St. Michaels. This four-bedroom, two-bathroom house comfortably sleeps eight guests and offers a fully equipped kitchen, air conditioning, internet access, pet-friendly accommodations, parking, and opportunities for outdoor activities such as s'mores roasting.
9.4 15 reviews
Saint Michaels, MD
06/25 – 07/01
$950/nighttotal: $5700 (6 )
Tilghman | Pool | Private Dock | Pet Friendly
3 4
apartment , Tilghman Island
This waterfront vacation rental is located just a short walk from the Tilghman Watermen’s Museum and within a 25-mile radius of other notable attractions like Chesapeake Bay Maritime Museum and St. Michaels Museum. The property enjoys excellent ratings for user experience, location, and cleanliness. The house has three bedrooms and three bathrooms, spanning 2060 square feet, and comfortably accommodates six guests. Enjoy stunning waterfront views, relax in the private pool and spa tub, and take advantage of the fully equipped kitchen, garden, barbecue grills, and patio with free Wi-Fi.
10 41 reviews
Saint Michaels, MD
08/08 – 08/10
$1261/nighttotal: $2522 (2 )
Stay By The Chesapeake On Kent Island This Mother Day! < 20 Mi From Annapolis.
5 6
apartment , Stevensville
This family-friendly vacation home is conveniently located near the sea in Stevensville, within a 15-kilometer radius of Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park. It has received excellent user ratings, suggesting a comfortable and enjoyable stay. This 5-bedroom, 2-bathroom house spans 2,190 square feet and can accommodate up to 14 guests. It comes equipped with a range of amenities, including a fitness center, spa, tennis court, and a fully equipped kitchen, ensuring a relaxing and enjoyable vacation experience.
Our Favorite Vacation Apartments with Swimming Pool in Saint Michaels, MD
Dip in whenever you like, as these vacation apartments near the water in Saint Michaels, MD come with a convenient swimming pool on-site.
Saint Michaels, MD
06/25 – 07/01
$3593/nighttotal: $21558 (6 )
Fairview Estate | An Esvr Property
6 4
apartment , Easton
Fairview Estate is a historic property located in Talbot County, a short drive from the charming town of Easton on Maryland's Eastern Shore. The estate offers a peaceful setting, perfect for a relaxing getaway. This 6-bedroom, 4-bathroom home can comfortably accommodate up to 12 guests. Fairview Estate provides a fully equipped kitchen, a swimming pool, a fitness center, and a garden, offering a variety of amenities for a comfortable and enjoyable stay.
9.7 15 reviews
Saint Michaels, MD
06/28 – 07/01
$1156/nighttotal: $3468 (3 )
Waterfront - 3 Luxury Bdrms W/ Outside Pool & Spa
1 2
apartment , Tilghman Island
This apartment sits on Tilghman Island, a charming island community with a rich maritime history, offering water views and easy access to fishing, crabbing, and kayaking on the Chesapeake Bay. It has received excellent ratings for user experience, location, and cleanliness. This comfortable home has three bedrooms and three bathrooms, accommodating up to six guests. Enjoy a family-friendly atmosphere with amenities like a pool, jacuzzi, fitness center, and a spacious family room with a pool table and bar area.
10 13 reviews
Saint Michaels, MD
06/27 – 06/28
$2701/nightfor 1 night
*Waterfront* 5br W/ Pool + Firepit On Kent Island!
1 2
apartment , Stevensville
This Stevensville condo offers a private waterfront setting on Kent Island with open water views, just a short walk to the community Bay beach and close to local wineries, seafood restaurants, and marinas. This spacious 3-bathroom rental accommodates up to 12 guests and features a resort-style private pool, a playroom, a pirate bunk room, a playground, a fully stocked kitchen, and an outdoor firepit on the water.
9.0 4 reviews
Saint Michaels, MD
06/25 – 07/01
$1144/nighttotal: $6864 (6 )
Minutes From Downtown Easton And St. Michaels | Pool | 1st Floor Bedroom | Pet F
5 4
apartment , Easton
Quailsar Farm is a beautiful vacation rental located in Easton, Maryland, within easy reach of local landmarks like the Avalon Theatre and The Third Haven Friends Meeting House. The farm offers a peaceful escape from the city, with a relaxing rural setting. This highly-rated property has received excellent reviews from previous guests. The 5-bedroom, 4-bathroom home spans 5070 square feet and can comfortably accommodate up to 10 guests. The farm offers a range of amenities, including a gourmet kitchen, a swimming pool, and a spacious backyard perfect for outdoor activities.
Frequently Asked Questions about apartment rentals in Saint Michaels, MD
What are some interesting places to visit in or near Saint Michaels, MD?
Saint Michaels is full of charm! You'll want to check out the Chesapeake Bay Maritime Museum, a great place to learn about the history of the area. If you're looking for something a little different, head over to the St. Michaels Winery, just a short drive away. And don't forget to take a stroll along the waterfront and enjoy the beautiful views.
What are the best apartments in Saint Michaels, MD?
What are the most popular outdoor activities in Saint Michaels, MD?
Saint Michaels is a water lover's paradise! You can go sailing, kayaking, or even take a scenic boat tour. If you're looking for something a little more active, there's also plenty of hiking and biking in the area. The Miles River is a great place to go for a swim or just relax on the beach.
What are the best apartments with a pool in Saint Michaels, MD?
Saint Michaels is known for its beautiful waterfront and historic architecture. It's a popular destination for sailing, fishing, and just relaxing. It's also home to the Chesapeake Bay Maritime Museum, which is a great place to learn about the history of the area.
What are the best apartments with a jacuzzi in Saint Michaels, MD?
What are the top cultural spots to visit in and around Saint Michaels, MD?
The Chesapeake Bay Maritime Museum is a must-see for anyone interested in the history of the Chesapeake Bay. The museum has a variety of exhibits and programs, including boat tours and demonstrations. For a taste of the local arts scene, visit the Saint Michaels Arts Center, which features rotating exhibits and workshops.
What are the best apartments for families and kids in Saint Michaels, MD?
What are the closest cities to visit near Saint Michaels, MD?
The closest city to Saint Michaels is Easton, about a 15-minute drive away. Easton is a charming town with a lot to offer, including a variety of restaurants, shops, and cultural attractions. If you're looking for a bigger city, Annapolis is about an hour away and offers even more options for dining, shopping, and entertainment.
What are the best pet friendly apartments in Saint Michaels, MD?
What are the best ways to relax in Saint Michaels, MD?
There are so many ways to relax in Saint Michaels! You can take a walk along the waterfront, enjoy a picnic at Chancery Lane Park, or simply sit back and enjoy the view from your hotel balcony. A lot of people enjoy a relaxing boat ride on the Miles River.
What are the best apartments with parking in Saint Michaels, MD?
What are the advantages of choosing an apartment for your stay in Saint Michaels, MD?
Apartments in Saint Michaels offer a great alternative to hotels. They can be more spacious and offer more amenities, such as kitchens and laundry facilities. You'll also have the chance to experience life like a local.
Destinations nearby
Best Saint Michaels, MD apartment rentals with air conditioning
10 6 reviews
Saint Michaels, MD
08/08 – 08/10
$820/nighttotal: $1640 (2 )
Downtown Oxford | Outdoor Dining | Character Filled
3 6
apartment , Oxford
This Oxford vacation rental is located in a peaceful neighborhood, just a short walk from the waterfront restaurants, ice cream shops, and parks. It's also a quick drive to St. Michaels and Tilghman Island, making it a great base for exploring the Eastern Shore. This 3-bedroom, 2-bathroom apartment offers 1510 square feet of space and can comfortably accommodate up to 6 guests. The home features a well-equipped kitchen, a large deck with a picnic table, and a propane grill, perfect for enjoying meals and gatherings. It's also close to walking, biking, kayaking, and sailing opportunities.
9.4 13 reviews
Saint Michaels, MD
07/01 – 07/05
$411/nighttotal: $1644 (4 )
Minutes To All Tilghman Island Wedding Venues
3 2
apartment , Tilghman Island
This Tilghman Island vacation rental, located in Talbot County, Maryland, is minutes from St. Michaels and offers easy access to restaurants and shops by foot or bike. The three-bedroom, two-bathroom house sleeps six guests and features a well-equipped kitchen, outdoor fire pit and patio, front porch, back deck, and an espresso machine; nearby attractions include waterfront dining and a Tiki bar.
10 43 reviews
Saint Michaels, MD
06/28 – 07/01
$1042/nighttotal: $3126 (3 )
Downtown St. Michaels | Bikes | Kayaks | Private Pier
3 2
apartment , Easton
This waterfront vacation home is situated within a 15-minute walk of St. Michaels Winery and St. Michaels Museum, and 1.2 miles from Chesapeake Bay Maritime Museum. It has excellent user, location, and cleanliness ratings. The house has 3 bedrooms, a floor area of 2190 square feet, and a guest capacity of 6. It features a fully equipped kitchen, a patio, a fireplace, a spa, a tennis court, barbecue grills, and parking.
9.8 211 reviews
Saint Michaels, MD
08/24 – 08/28
$343/nighttotal: $1372 (4 )
Dr. Miller House. Best Location-in The Heart Town
2 2
apartment , Easton
This newly renovated apartment is located in a charming district of Easton, just three blocks from the waterfront and within walking distance of shops, restaurants, a winery, a brewery, and coffee shops. This Easton rental has received excellent ratings for location, cleanliness, and overall user experience. The duplex offers two bedrooms and one bathroom, comfortably accommodating up to six guests. The apartment features a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, a garden, parking, and internet access.
Traveler-Approved Pet-Friendly Apartments in Saint Michaels, MD
Bringing your dog to Saint Michaels, MD? Every apartment here is pet-ready with dog-friendly beaches and washing facilities.
Saint Michaels, MD
08/08 – 08/10
$513/nighttotal: $1026 (2 )
Bay Escape
3 6
apartment , Stevensville
This Stevensville apartment offers a peaceful retreat in a quiet district, providing a tranquil atmosphere away from the city center. This family-friendly residence accommodates up to 8 guests with 2 bathrooms, a full kitchen including a fridge, air conditioning, and a garden, and allows pets.
10 20 reviews
Saint Michaels, MD
06/25 – 07/01
$378/nighttotal: $2268 (6 )
The Getaway
1 4
apartment , Tilghman Island
This apartment on Tilghman Island is a short walk from the well-known "Two if by Sea" restaurant and the General Store, offering convenient access to local amenities and dining. This spacious rental accommodates up to 6 guests and features a well-equipped kitchen, air conditioning, a garden, and parking, making it ideal for barbecues and exploring the island by bike.
9.5 11 reviews
Saint Michaels, MD
08/24 – 08/28
$1054/nighttotal: $4216 (4 )
Bankors Aweigh | An Esvr Property
1 2
apartment , Tilghman Island
This waterfront home on Tilghman Island, Talbot County, offers easy access to local shops and restaurants. The 4-bedroom, 1.5-bathroom house sleeps 8, features a full kitchen, in-ground pool, jacuzzi, and direct Chesapeake Bay access.
9.3 6 reviews
Saint Michaels, MD
06/25 – 07/01
$537/nighttotal: $3222 (6 )
Tilghman | Fenced Yard | Pet Friendly | Charming
3 4
apartment , Tilghman Island
This Tilghman Island rental is conveniently located on the island, offering waterfront views and easy access to local restaurants and shops. This 1470-square-foot, three-bedroom, two-bathroom house sleeps six, features a well-equipped kitchen with a dishwasher and microwave, and includes linens, towels, and a starter supply pack.