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20 Best lodges in Saint Michaels, MD
Saint Michaels, MD
06/25 – 06/29
$795/nighttotal: $3180 (4 )
Minutes From Downtown St. Michaels | Private Boat Ramp | Dock
3 2
apartment , Tilghman Island
This waterfront home on Tilghman Island offers stunning views and direct water access, conveniently located near Neavitt Park, Perry Cabin Park, and CL Open Field (all within 9 miles). This 2,230-square-foot vacation rental boasts three bedrooms, three bathrooms, and sleeps six, featuring a fully equipped kitchen, in-house laundry, Wi-Fi, barbecue grills, and a spa.
10 3 reviews
Saint Michaels, MD
10/09 – 10/11
$739/nighttotal: $1478 (2 )
A Willows Dream | An Esvr Property
2 4
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.
9.8 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.
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.
Saint Michaels, MD
10/09 – 10/11
$748/nighttotal: $1496 (2 )
Downtown Oxford | Character Filled
3 4
apartment , Oxford
This Oxford apartment rental is conveniently located a 14-minute walk from the Oxford Museum and a 15-minute drive from the Talbot County Visitor Center. The three-bedroom, two-bathroom vacation home features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, free Wi-Fi, parking, and proximity to attractions like the Academy Art Museum.
Saint Michaels, MD
07/31 – 08/06
$1612/nighttotal: $9672 (6 )
Spacious 6-bedroom House/cottage In Charming Royal Oak With Wifi, Ac
6 11
cottage , Oxford
This Royal Oak cottage is located a short distance from St. Michaels Winery and Windon Distilling, and offers convenient access to Saint Marys Square and Church Cove Park. This 6-bedroom, 4-bathroom rental accommodates up to 14 guests and includes amenities such as WiFi, air conditioning, a jetted bathtub, and a washing machine, with nearby attractions including the Chesapeake Bay Maritime Museum.
Saint Michaels, MD
10/09 – 10/11
$662/nighttotal: $1324 (2 )
Ships Ahoy
1 4
house , Oxford
Ships Ahoy, a house in Oxford, is located 10 miles from the Oxford Academy of Art and 51 miles from Salisbury-Ocean City Wicomico Regional Airport. This 1-bathroom vacation rental sleeps 11 guests and offers free Wi-Fi, private parking, a fully equipped kitchen, and is conveniently located for exploring Oxford and its surrounding areas.
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.
10 31 reviews
Saint Michaels, MD
06/25 – 06/29
$1179/nighttotal: $4716 (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.
9.8 32 reviews
Saint Michaels, MD
10/09 – 10/11
$948/nighttotal: $1896 (2 )
St. Michaels Waterfront Home
2 4
apartment , Easton
This waterfront apartment is conveniently located just over the bridge entering St. Michaels, a minute from the town itself, 7 minutes from Easton, and 30 seconds from The Oaks Wedding Resort. Rated as excellent by previous guests, it has two large bedrooms and two full bathrooms, with a guest capacity of 4. The apartment offers a deck for entertaining, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a garden, and parking. Local shops and restaurants are within minutes of the house, and outdoor activities such as fishing, kayaking, paddle boarding, biking, and hiking are also available nearby.
10 64 reviews
Saint Michaels, MD
10/09 – 10/11
$1028/nighttotal: $2056 (2 )
The Pool House In Romancoke On The Bay
1 4
apartment , Stevensville
This Stevensville apartment is conveniently located on Kent Island, just minutes from multiple wedding venues and a block from the Eastern Bay, making it an ideal choice for wedding guests or those seeking a relaxing beach getaway. The property consistently receives excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. This spacious home comfortably accommodates up to eight guests, providing ample room for families or groups of friends. Guests can enjoy a variety of amenities, including a private pool, a fenced backyard, a fully equipped kitchen, and a comfortable living area with a fireplace, perfect for relaxing after a day of exploring the area's beaches, bike trails, and nearby attractions.
10 5 reviews
Saint Michaels, MD
06/25 – 06/29
$881/nighttotal: $3524 (4 )
Saved By The Bay | An Esvr Property
3 2
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.
Best family-friendly Saint Michaels, MD lodges
10 17 reviews
Saint Michaels, MD
07/31 – 08/03
$1031/nighttotal: $3093 (3 )
Woodland Retreat On Kent Island: 5 Beds, 5 Miles From Bay Bridge, On 5 Acres.
4 10
apartment , Stevensville
This private house is located in Stevensville, Maryland, just a short drive from the Bay Bridge and within easy reach of Annapolis, Easton, Chestertown, and Washington, D.C. The surrounding area offers a peaceful escape from urban life, with nature trails, state parks, and a variety of outdoor activities. The 4-bedroom, 3-bathroom home can accommodate up to 10 guests. It features modern amenities, comfortable furnishings, a spacious deck, and a propane gas grill for outdoor dining.
9.7 57 reviews
Saint Michaels, MD
10/09 – 10/11
$628/nighttotal: $1256 (2 )
Chesapeake Country Cottage: A Home Away From Home
3 4
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 66 reviews
Saint Michaels, MD
10/09 – 10/11
$651/nighttotal: $1302 (2 )
Saint Michaels Waterfront Home
1 4
apartment , Easton
This waterfront apartment in St. Michaels, just 7 minutes from Easton, offers stunning views and a convenient location near local shops, restaurants, and The Oaks Wedding Resort. With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers. The apartment features a spacious layout with two bedrooms, two bathrooms, and two sofas, accommodating up to four guests. Amenities include a well-equipped kitchen, air conditioning, a private balcony or patio, and access to outdoor activities like fishing, kayaking, and biking.
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.
Best Saint Michaels, MD lodges with a pool
Among the 20 accommodations in Saint Michaels, MD, here are the 4 best lodges with a pool
Saint Michaels, MD
10/09 – 10/11
$17336/nighttotal: $34672 (2 )
25 Bedrooms - Retreat Center Waterfront Renovated
25 4
house , Oxford
This 25-bedroom waterfront estate, ideal for large groups, is situated in Royal Oak, Maryland, 13 miles from the Academy of the Arts and 65 miles from Salisbury-Ocean City Wicomico Regional Airport; note that this property is not located in Oxford. This luxurious mansion boasts 11,000 square feet of space, offering 25 bedrooms, 20 bathrooms, a pool, fitness center, and ample parking for your group of up to 79 guests.
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.
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.
Saint Michaels, MD
07/31 – 08/06
$5021/nighttotal: $30126 (6 )
Tilghman Island Inn
1 11
B&B , Tilghman Island
This waterfront boutique inn on Tilghman Island, Maryland's Eastern Shore, offers exclusive buyouts with sweeping Chesapeake Bay views and private docks. This inn accommodates 16 guests across 20 private rooms, featuring internet, air conditioning, a swimming pool, and 22 bathrooms, ideal for group events and offering a private, secluded retreat experience.
Frequently Asked Questions about lodges in Saint Michaels, MD
Which attractions shouldn't be missed in and around Saint Michaels, MD?
You definitely want to check out the Chesapeake Bay Maritime Museum, which has a great collection of historic boats and exhibits. The St. Michaels Museum is also a great option, especially if you're interested in the town's history. And of course, no trip to St. Michaels is complete without a visit to the charming shops and restaurants on Talbot Street.
What are the most famous attractions near Saint Michaels, MD?
The most famous attraction near St. Michaels is probably the Eastern Shore of Maryland. It's known for its beautiful beaches, quaint towns, and delicious seafood. You can also visit the Wye Oak State Park, which is home to the largest white oak tree in the United States, or take a ferry to Tilghman Island, which is known for its fishing and crabbing.
What are the best lodges with a pool in Saint Michaels, MD?
What is the best time of the year to visit Saint Michaels, MD?
The best time to visit St. Michaels is during the spring or fall. The weather is mild and pleasant, and the crowds are smaller than during the summer months. You can also enjoy the beautiful fall foliage in the fall.
What are the best lodges with a jacuzzi in Saint Michaels, MD?
Is the air clean and the environment pollution-free in the Saint Michaels, MD region?
St. Michaels is known for its clean air and beautiful natural environment. It's a great place to escape the hustle and bustle of city life and enjoy the peace and quiet of the Chesapeake Bay. You'll find that the air quality is excellent, and the environment is well-preserved.
What are the best lodges for families and kids in Saint Michaels, MD?
What adventurous activities can you enjoy in and around Saint Michaels, MD?
St. Michaels is a great place for outdoor activities, like kayaking, paddleboarding, and sailing. You can also go fishing, crabbing, or birdwatching. The town is also a great place to go for a bike ride or a walk along the waterfront.
What are the best pet friendly lodges in Saint Michaels, MD?
What other towns or cities are interesting to check out near Saint Michaels, MD?
If you're looking for other towns to explore, you can check out Easton, which is about 15 miles away. It's a charming town with a historic downtown area and a thriving arts scene. You can also visit Annapolis, which is the state capital of Maryland and home to the United States Naval Academy. It's a beautiful city with a rich history and a vibrant waterfront.
What are the best lodges with parking in Saint Michaels, MD?
What facilities can travelers typically expect when staying in a lodge in Saint Michaels, MD?
Lodges in St. Michaels typically offer a variety of amenities, including comfortable rooms, private bathrooms, and access to common areas like a living room and kitchen. Some lodges also offer outdoor amenities like a pool, hot tub, or fire pit. You can also expect to find a friendly and helpful staff who are always happy to assist with any needs you may have.
Destinations nearby
Browse Lodges with Balconies in Saint Michaels, MD
Having views of the water from your own private balcony is a detail that truly elevates your stay in Saint Michaels, MD.
10 1 review
Saint Michaels, MD
06/24 – 06/28
$408/nighttotal: $1632 (4 )
Relax On Kent Island In 3 Bedroom Home W/waterview
4 3
house , Stevensville
This vacation home is situated in Stevensville, offering water views and an idyllic garden setting on Kent Island, 22 miles from Annapolis Harbor and 32 miles from Baltimore - Washington International Airport. This spacious 1490 square foot house accommodates up to 21 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, complimentary private parking, free Wi-Fi, air conditioning, and an outdoor patio for relaxation.
9.8 43 reviews
Saint Michaels, MD
10/09 – 10/11
$990/nighttotal: $1980 (2 )
Downtown Oxford | Charming | Pet Friendly
3 4
apartment , Oxford
This charming cottage is situated in the historic town of Oxford, just a short walk from parks, restaurants, and a local produce stand. Guests consistently rate this property as excellent, praising its peaceful atmosphere and convenient location. The cottage offers three bedrooms and two bathrooms spread across 1770 square feet of living space. Guests can enjoy modern amenities, a private garden, a terrace, and parking, as well as the option to bring along their furry friends.
10 41 reviews
Saint Michaels, MD
07/31 – 08/03
$1198/nighttotal: $3594 (3 )
Stay By The Chesapeake On Kent Island This Mother Day! < 20 Mi From Annapolis.
5 10
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.
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.
Discover Lodges with Parking in Saint Michaels, MD
Having parking at your lodge in Saint Michaels, MD ensures reaching the coast is easy every day.
9.9 118 reviews
Saint Michaels, MD
10/09 – 10/11
$326/nighttotal: $652 (2 )
Spacious 2nd Floor Rental In Cozy Easton Home
1 4
apartment , Easton
This cozy brick cottage B&B is located in Easton, across from the park, minutes from downtown and U.S. Route 50. It has excellent user, location, and cleanliness ratings. The B&B has two private bedrooms and one bath on the entire 2nd floor, with a full-size bed in one bedroom and a king-size bed in the other. It can accommodate up to 4 guests. Amenities include a swimming pool, garden, fitness center, and a patio by the pool with lounge chairs, a BBQ grill, a hammock, and a corn hole game.
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.
9.8 7 reviews
Saint Michaels, MD
06/25 – 06/29
$954/nighttotal: $3816 (4 )
Kent Island Waterfront | Pool | Stunning View
3 2
apartment , Stevensville
This Stevensville, Maryland waterfront home, located in Queen Anne's County, offers easy access to the Cross Island Trail, Blue Heron Golf Course, and Mowbray Park (3-5 minute drive). The 1370-square-foot vacation rental boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a private pool (open May 15-October 15), four kayaks, crabbing gear, and a renovated kitchen with granite countertops and stainless steel appliances.
Saint Michaels, MD
06/25 – 06/29
$553/nighttotal: $2212 (4 )
Crepe Myrtle
1 2
house , Tilghman Island
Crepe Myrtle, a vacation home in Tilghman, Maryland, is located 23 miles from the Maryland Institute College of Art and 74 miles from Baltimore/Washington International Thurgood Marshall Airport. This 1470-square-foot house features three bedrooms, two bathrooms, a full kitchen, free Wi-Fi, free parking, and accommodates up to 11 guests, offering easy access to Chesapeake Bay activities.
