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28 Apartments or condos in Saint Michaels, MD
9.8 9 reviews
Saint Michaels, MD
10/09 – 10/11
$711/nighttotal: $1422 (2 )
Elegant 2-bedroom Retreat In Historic Saint Michaels Walk To Dining & Shops
2 4
apartment , Easton
This Easton apartment rental is conveniently located in St. Michaels, Maryland, within walking distance of Higgins Yacht Yard and Marina, Saint Michaels Town Hall, and St. Michaels Marina, and a short drive from the Chesapeake Bay Maritime Museum and Muskrat Park. This two-bedroom, one-bathroom unit sleeps four and includes a refrigerator, microwave, and internet access; parking is also available.
10 9 reviews
Saint Michaels, MD
10/09 – 10/11
$10550/nighttotal: $21100 (2 )
Moofy's Farmhouse: Main Lodge ; Private Waterfront
51 4
apartment , Oxford
This waterfront home is located on the Eastern Shore, close to both Easton and Saint Michaels, offering a quiet and secluded getaway. The property has received excellent ratings for location, cleanliness, and user experience. This expansive home features 25 bedrooms and 25 bathrooms, making it ideal for large groups or family gatherings. Guests will enjoy access to a swimming pool, tennis court, bikes, gym, library, fire pit, ice cream shop, petting zoo, art barn, and gardens.
10 31 reviews
Saint Michaels, MD
06/19 – 06/23
$1166/nighttotal: $4664 (4 )
25-50% Off~private Beach~hot Tub~fire Table~
3 2
apartment , Stevensville
This Stevensville beachfront home is located steps from Romancoke Wharf County Park, near a golf course, and within a short drive of Matapeake and Love Point State Parks. This 1,300-square-foot vacation rental boasts three bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen, Jacuzzi, Wi-Fi, and outdoor amenities such as a terrace, garden, and barbecue grills.
Saint Michaels, MD
06/24 – 06/28
$757/nighttotal: $3028 (4 )
The Farm At Cedar Cove | An Esvr Property
3 3
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 3 reviews
Saint Michaels, MD
06/19 – 06/23
$566/nighttotal: $2264 (4 )
A Willows Dream | An Esvr Property
2 2
apartment , Oxford
This Cape Cod-style vacation home in Oxford offers a tranquil retreat, conveniently located near Oxford's attractions (specific distances require further location details). This two-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a garden, and an outdoor deck with a picnic table—perfect for family gatherings.
9.9 22 reviews
Saint Michaels, MD
10/09 – 10/11
$713/nighttotal: $1426 (2 )
Relax - Eastern Shore Creek Home - 3 Br, 3.5 Ba
3 4
apartment , Grasonville
This Grasonville apartment rental, located within the Prospect Bay Country Club 15 minutes east of the Bay Bridge, offers easy access to the Chesapeake Bay and Kent Island's restaurants. This 3,200+ square-foot residence boasts three bedrooms, three and a half bathrooms, sleeps six, and includes a hot tub, fire pit, gas grill, and access to country club amenities like a pool and golf course (fees apply).
9.8 321 reviews
Saint Michaels, MD
06/24 – 06/28
$486/nighttotal: $1944 (4 )
Relax On Kent Island In A 4 Bedroom Home W/waterview!
4 3
apartment , Stevensville
This Stevensville vacation home is conveniently located just 5.5 miles from Matapeake State Park and within 12 miles of both Paul Reed Smith Guitars and Love Point State Park, offering easy access to the Chesapeake Bay and surrounding attractions. The house has earned excellent user, location, and cleanliness ratings, making it a top choice for your Stevensville getaway. This 3-bedroom home comfortably accommodates up to 11 guests with its 1600 square feet of space. Enjoy a fully equipped kitchen, a relaxing garden, free Wi-Fi, and a smoke-free environment, making it perfect for family vacations or group getaways.
10 18 reviews
Saint Michaels, MD
10/09 – 10/11
$683/nighttotal: $1366 (2 )
3br/1ba Pondview Langsdale House
1 4
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.
Saint Michaels, MD
06/19 – 06/23
$534/nighttotal: $2136 (4 )
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.
Saint Michaels, MD
06/19 – 06/23
$595/nighttotal: $2380 (4 )
Loon Cottage On Irish Creek
1 2
apartment , Oxford
This 3-bedroom, 2-bathroom cottage offers waterfront living on Irish Creek with a deep-water dock, providing a secluded Eastern Shore experience just minutes from St. Michaels. This pet-friendly rental features a private tennis court, spectacular sunset views, vaulted ceilings with exposed beams, a brick fireplace, and accommodates up to 6 guests with amenities including air conditioning, internet, and a fully equipped kitchen.
10 3 reviews
Saint Michaels, MD
07/31 – 08/03
$1090/nighttotal: $3270 (3 )
Three Decks Overlook Marina Basin And Views Of The Chesapeake And Eastern Bays
6 10
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.
Saint Michaels, MD
06/19 – 06/23
$986/nighttotal: $3944 (4 )
Private Pier At Multi-suite Waterfront Home On The
4 2
apartment , Stevensville
This waterfront home on Kent Island offers direct Chesapeake Bay access from a private pier, located 50 feet from the water and approximately 19 miles from Downtown Annapolis and the U.S. Naval Academy. This 4-bedroom, 4-bathroom apartment accommodates up to 8 guests and features a hot tub, three additional decks, a sunroom, family room, den, and is 1 mile from The Blue Heron Golf Course.
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.
10 3 reviews
Saint Michaels, MD
10/09 – 10/11
$1405/nighttotal: $2810 (2 )
The Landing At Kent Island: Waterfront 5br With Pool, Firepit, Playground!
5 4
apartment , Stevensville
This waterfront apartment in Stevensville, Maryland, offers a private retreat on Chews Creek with panoramic water views, located minutes from local wineries, seafood restaurants, and boutique shops. This 3000-square-foot residence accommodates up to 12 guests with five bedrooms, four bathrooms, and features a private seasonal swimming pool, an outdoor firepit, a well-equipped kitchen, and access to a community beach a 10-minute walk away.
10 27 reviews
Saint Michaels, MD
06/19 – 06/23
$493/nighttotal: $1972 (4 )
A Luxury Home Located In Easton With Water Views! Close To Oxford/st. Michaels
3 2
apartment , Easton
This Easton apartment is located near downtown Easton, Oxford, and St. Michaels, offering easy access to charming towns and attractions. It has received excellent user ratings, indicating a comfortable and enjoyable stay. This three-bedroom, two-bathroom home comfortably accommodates up to six guests. The apartment features a modern kitchen, a spacious living area, a sunporch with a ping pong table, a garden, a tennis court, and a large deck with water views.
10 6 reviews
Saint Michaels, MD
06/19 – 06/23
$617/nighttotal: $2468 (4 )
Downtown Oxford | Outdoor Dining | Character Filled
3 2
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.
10 46 reviews
Saint Michaels, MD
06/24 – 06/28
$421/nighttotal: $1684 (4 )
Chic 3 Br / 2 Ba Cottage Near Chesapeake Bay
1 3
apartment , Stevensville
This charming cottage is located on Kent Island, just a short drive from dining and wedding venues, and across the Bay Bridge from Annapolis, making it a great base for exploring the Eastern Shore. The property has received excellent ratings for location, cleanliness, and user experience. This vacation rental has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The cottage features modern amenities like a Nespresso coffee maker, a Roku smart TV, and a dedicated workspace, as well as a peaceful location near Blue Heron Golf Course and the fishing pier.
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.
9.6 20 reviews
Saint Michaels, MD
06/24 – 06/28
$301/nighttotal: $1204 (4 )
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!
4 3
apartment , Trappe
This vacation rental is located in Trappe, Maryland, a quiet neighborhood just 7 miles from Oxford Beach. The home is perfect for families with children as it offers a spacious backyard with a treehouse, a gazebo, and a fire pit. This 4-bedroom, 2-bathroom house can comfortably accommodate 8 guests. The property features a private pool, a fully equipped kitchen, and a variety of amenities, including free Wi-Fi, central air conditioning, and parking for three vehicles.
Saint Michaels, MD
07/19 – 07/22
$3198/nighttotal: $9594 (3 )
Bayview 2.0 | An Esvr Property
6 11
apartment , Tilghman Island
This waterfront estate on the Eastern Bay of the Chesapeake Bay in McDaniel is approximately 10 miles from St. Michaels and 22 miles from Easton, offering expansive 12+ acre grounds with Chesapeake Bay views. This 6-bedroom, 6-bathroom residence accommodates up to 12 guests and features a private dock with water and electricity, a heated saltwater pool, a year-round hot tub, and a gourmet kitchen.
Saint Michaels, MD
07/31 – 08/06
$799/nighttotal: $4794 (6 )
Waterfront Family Retreat - Mins From St. Michaels
1 11
apartment , Oxford
This 6-bedroom, 4-bathroom residence in Oxford offers a tranquil waterside setting with a private dock for crabbing and fishing, situated a short distance from Oxford's cultural attractions. This spacious apartment accommodates up to 12 guests and features a chef-ready kitchen, an outdoor entertainment area with a fire pit and TV, a fenced yard with a play area, a pool, a spa, and spectacular sunset views.
9.4 16 reviews
Saint Michaels, MD
06/24 – 06/28
$325/nighttotal: $1300 (4 )
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!
4 3
apartment , Trappe
This Trappe vacation home, located six miles from Easton's UM Shore Medical Center and the Historical Society of Talbot County, offers easy access to the Third Haven Friends Meeting House and the Academy Art Museum. This 2200-square-foot house features five bedrooms, three bathrooms, and accommodates eight guests with amenities including a private pool, fenced yard, and fully equipped kitchen; charcoal grills are available for outdoor cooking.
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
9.8 51 reviews
Saint Michaels, MD
10/09 – 10/11
$1215/nighttotal: $2430 (2 )
Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife
3 4
apartment , Easton
This charming cottage is located in the heart of St. Michaels, just a short walk from restaurants, shops, and other attractions. It has received excellent user ratings, making it a popular choice for travelers. This 3-bedroom, 3-bathroom home offers 1280 square feet of living space. Enjoy the fully equipped kitchen, outdoor garden, spa, and parking, perfect for relaxing after a day of exploring the area.
10 43 reviews
Saint Michaels, MD
10/09 – 10/11
$382/nighttotal: $764 (2 )
Historic Home In Heart Of Oxford, Md
1 4
apartment , Oxford
This historic Oxford, Maryland cottage, built in 1880 by the Pennsylvania Railroad and listed on the National Register of Historic Places, sits half a block from the town market and one block from the waterfront, offering stunning sunrise and sunset views. This two-bedroom, one-bathroom home sleeps four and features a fully equipped kitchen, screened porch, sunroom, private backyard, Amazon Fire Stick, coffee bar, dedicated parking for two vehicles, hardwood floors, and a fireplace.
9.0 6 reviews
Saint Michaels, MD
10/09 – 10/11
$933/nighttotal: $1866 (2 )
Pride And Joy Of Oxford | An Esvr Property
3 4
apartment , Oxford
This charming cottage sits in Oxford's historic district, just a short walk from the corner store and local produce stand. It has earned excellent ratings for location, cleanliness, and overall experience. The cottage has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and a peaceful front porch perfect for relaxing evenings.
10 129 reviews
Saint Michaels, MD
07/19 – 07/22
$1219/nighttotal: $3657 (3 )
Waterview Retreat With Beach Volleyball Near Marina And Local Wedding Venues
4 11
apartment , Stevensville
This Stevensville beach house is located just 9 miles from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park, offering easy access to local attractions. The property has excellent ratings for user experience, location, and cleanliness. This 1800 square foot vacation rental comfortably sleeps 14 guests in its four bedrooms. The house features a fully equipped kitchen, a fireplace, a jetted tub, a private terrace, a garden, a spa, a tennis court, and a playground, perfect for relaxing and entertaining.
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.
9.3 6 reviews
Saint Michaels, MD
06/24 – 06/28
$645/nighttotal: $2580 (4 )
Tilghman | Fenced Yard | Pet Friendly | Charming
3 3
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.
10 5 reviews
Saint Michaels, MD
06/24 – 06/28
$863/nighttotal: $3452 (4 )
Saved By The Bay | An Esvr Property
3 3
apartment , Stevensville
This Stevensville rental offers a prime Chesapeake Bay waterfront location with direct water views of Kent Island's waterways. This 3-bedroom, 2-bathroom condo accommodates up to 7 guests and features a renovated kitchen with granite countertops, a gas range, stainless steel appliances, air conditioning, a swimming pool, and concierge services for booking local activities.
9.9 81 reviews
Saint Michaels, MD
07/31 – 08/06
$595/nighttotal: $3570 (6 )
Modern Island Escape By The Bay
5 11
apartment , Stevensville
This Stevensville, Maryland island retreat offers a 3-bedroom, 2-bathroom home, sleeping up to 8 guests, and is conveniently located near various wedding venues and restaurants, with easy access to the Bay Bridge for Annapolis and Washington, D.C. excursions. The 2023-renovated property features a large kitchen island, spacious back deck with a fire pit, and a modern island-themed interior, including air conditioning, a garden, parking, and internet access; pets are welcome.
9.0 2 reviews
Saint Michaels, MD
10/09 – 10/11
$773/nighttotal: $1546 (2 )
Downtown Oxford | Outdoor Dining | Character Filled
3 4
apartment , Oxford
This Oxford, Mississippi duplex is located in a historic district, within walking distance of downtown Oxford and minutes from Play Ball Dog Park, Towne Park, and Towne Beach. This three-bedroom, two-bathroom rental features a first-floor bedroom and bath, outdoor deck, screened porch, propane grill, two bikes, and accommodates up to six guests, with amenities including a fridge, microwave, and dishwasher.
