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Showing 312 Vacation Rentals from Saint Michaels, MD

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Saint Michaels, MD Vacation Rentals:

5 Bedroom Vacation Home in Saint Michaels, MD found at www.vacationhomerentals.com

5 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
571 USD to 928 USD
Property type
Vacation Home
Bedrooms
5
Sleeps
10
Bathrooms
4
Amenities:
Non-Smoking, Pets OK, Swimming Pool
Activities:
Fishing, Tennis
Vacation Home Description:
description:The Manor on Leeds Creek. This Eastern Shore colonial (c1800) is one of the most private and prestigious vacation rental homes in Talbot County. The Manor is surrounded by 35 acres of woods and farmlands with breathtaking water views, a private cove, dock , ( 4ft mlw), boat house, large pool and tennis court. The flowing layout of five bedrooms, 4 bathrooms, formal dining and living rooms, large eat in kitchen, library/den and screened in porch look out over rambling landscaped grounds to the waters of Leeds Creek. Furnished with traditional taste and comfort and all modern amenities, the Manor has become one of the most popular vacation destinations on the Eastern Shore. Sip your coffee on the sunfilled porch in the mornings or amble down to the dock and watch your own private osprey family on their perch dive and feed their young. Rent your own pleasure craft of choice, kayaks, canoes and small boats which they can be delivered to your dock. Hire in one of our five star chefs to entertain that special night or just sit back and enjoy your own crab feast of Marylands famous blue crabs caught just off your dock. Join a charter fishing boat for that morning of striped bass catches or just perch on the end of your own dock with a cocktail in hand waiting for that bite. This estate entrance is dramatic. A long tree lined driveway with soy bean fields on either side opening up to manicured lawns and shrubs, woods and then...... The Manor! The pillars, old brickwork, original hardwood floors, wooden shutters just complete this romantic picture. A memory you will keep forever and return for time and time again. Please visit our main website for Tidewater Vacations for a full inventory of our magnificent waterfront vacation homes.
2 Bedroom Vacation Home in Saint Michaels, MD found at www.vacationhomerentals.com

2 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
129 USD
Property type
Vacation Home
Bedrooms
2
Sleeps
3
Bathrooms
1
Amenities:
Full kitchen, Laundry, Linens, No Pets, Non-Smoking
Activities:
-
Vacation Home Description:
description:Ideal accommodations for a truly memorable honeymoon or intimate celebration, this newly remodeled cottage sits quietly across the bridge on Tilghman Rd just 10 miles outside of beautiful St. Michaels. The property features a modern & fully equipped kitchen, all new appliances, brand new carpet, flooring & fixtures throughout, washer/dryer, linens, full bath/shower + a very private and lovely fenced yard, front & rear decks, as well as an outdoor crab steamer.
5 Bedroom Vacation Home in Saint Michaels, MD found at www.vacationhomerentals.com

5 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
714 USD
Property type
Vacation Home
Bedrooms
5
Sleeps
10
Bathrooms
4
Amenities:
BBQ, Non-Smoking, Pets OK, Swimming Pool
Activities:
Diving
Vacation Home Description:
description:Duxbury Point Manor This enchanting Manor home overlooking the broad waters of Leadenham Bay, has a pool, a dock (with a covered boat house) and a floating 18ft dock to tie the canoes and kayaks up to.. Surrounded by tall, shady trees and wonderfully landscaped gardens, this ?Lady of the Bay? home as we call it, offers privacy and comfort with incredible style. With 5 bedrooms (all en suite), a formal living room, dining room, large eat in farmhouse kitchen and a wonderful screened-in porch, along with an outside deck, this home exudes all the warmth and comfort of an English country house - it is not easy to leave Duxbury!! The pool is down at the water?s edge ? float around and watch the osprey diving for their prey and blue heron picking and feeding in the shallows of the creek. Directly across the creek is the 900-acre Jean DuPont Audubon sanctuary where numerous songbirds, waterfowl and wildlife make their homes. A large deck off the house overlooking the water is the ideal place to entertain in the evenings while watching the sunset. Grill that rockfish on the BBQ or enjoy a steamed Maryland crab feast (all caught from your dock). And yet 7 minutes down the road, one can enjoy fine dining in the historic village of St Michaels, interesting eclectic shops, sailboat cruises, or spend some time at the famous Chesapeake Bay Maritime Museum.
3 Bedroom Vacation Home in Saint Michaels, MD found at www.vacationhomerentals.com

3 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
229 USD to 299 USD
Property type
Vacation Home
Bedrooms
3
Sleeps
6
Bathrooms
3
Amenities:
Air Conditioning, Fireplace, Internet Access, Laundry, Non-Smoking, Pets OK, TV
Activities:
-
Vacation Home Description:
description:Charming beautifully restored 100 year old cottage is surrounded by waterfront. Beautiful views from all sides. Rent boats and catch crabs. The house has its own pier. Perfect location between Easton and St Michaels only 1 1/2 hours from Baltimore or Washington. Spend a relaxing vacation at the River House. The house has central AC, high speed cable internet and TV, washer/dryer, new kitchen, and all amenities. Beautiful sunporch and two decks. The house also has 3 full baths. The house has a fireplace.
1 Bedroom Bed & Breakfast in Saint Michaels, MD found at www.bedandbreakfast.com

1 Bedroom Bed & Breakfast in Saint Michaels, MD

Nightly rate
160 USD
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, Balcony, Business Conference Center, Complimentary Continental Breakfast, Fireplace, Free Parking, Hair Dryer, Hot Tub, Iron, Linens, Lounge, Modem Data Port Connection, Non-Smoking, Pets OK, Phone, Restaurant, Sauna, Swimming Pool, TV
Activities:
Biking, Massage, Shopping
Vacation Bed & Breakfast Description:
description:Five Gables Inn and Spa is a haven for relaxation located in three restored properties in the heart of St. Michaels. The Inn features twelve rooms and eight suites, all of which include seasonal gas fireplaces and whirlpool tubs
1 Bedroom Bed & Breakfast in Saint Michaels, MD found at www.bedandbreakfast.com

1 Bedroom Bed & Breakfast in Saint Michaels, MD

Nightly rate
165 USD
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Complimentary Continental Breakfast, Free Parking, Linens, Modem Data Port Connection, Non-Smoking, Swimming Pool
Activities:
Biking, Restaurants, Sailing, Shopping
Vacation Bed & Breakfast Description:
description:Folly's Cove Bed & Breakfast is nestled on 4 private waterfront aces, 1 mile before the historical village of Saint Michaels where you will find shopping, wonderful restaurants, sailing and the Chesapeake Bay Maritime Museum. A scrumptious full breakfast is served in the sun room at individual table settings of linens and china. Relax at poolside and be dazzled by beautiful sunsets.
5 Bedroom Vacation Home in Saint Michaels, MD found at www.findrentals.com

5 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
355 USD to 878 USD
Property type
Vacation Home
Bedrooms
5
Sleeps
10
Bathrooms
2
Amenities:
BBQ, Coffee Maker, Fireplace, Hot Tub, Internet Access, Kitchenette, Linens, Microwave, No Pets, Non-Smoking, Pool Table, Refrigerator, Restaurant, Stove, Swimming Pool, TV
Activities:
Boating, Fishing, Hiking, Ping Pong, Shopping, Swimming
Vacation Home Description:
description:Captains Cove is a classic Eastern Shore Home that oozes charm and provides a quiet escape, with unexpected touches, such as a firepit for roasting marshmallows and the top of an enormous renovated barn, which is fabulous for kids or simply the kid in all of us - air hockey, pool table, ping pong and more. Unwind in the home's private pool shaded by a century old tree or by the with hot tub nearby. Enjoy the convienence of a Pool House with 2 full baths and a kitchenette, complete with hot tub to relax in on those chilly nights. Step over to the deep water dock on Long Haul Creek. Need Deep Water, no problem this dock can handle it. Vacations like no others are enjoyed at Captains Cove. Come and escape! Don't Let Another Season Pass You By!
5 Bedroom Vacation Home in Saint Michaels, MD found at www.findrentals.com

5 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
285 USD to 960 USD
Property type
Vacation Home
Bedrooms
5
Sleeps
10
Bathrooms
4.5
Amenities:
Air Conditioning, Coffee Maker, Fireplace, Linens, Microwave, No Pets, Non-Smoking, Refrigerator, Restaurant, Stove, Swimming Pool, TV
Activities:
Biking, Boating, Fishing, Hiking, Ping Pong, Sailing, Shopping, Swimming
Vacation Home Description:
description:This family compound has it all, 5 bedrooms, 4 1/2 baths, pool, dock, close to St Michaels and Easton and situated off of the Tred Avon. Wonderful quiet lane for walking/biking- exactly 1 mile to main road, great boating location-easy access to Oxford by boat, less than 10 minutes to St. Michaels by car, less then 5 minutes into Downtown Easton, Beautifully renovated with classic Eastern Shore touches, Lee Haven is a premier estate for great vacations. All the conveniences of home plus more, hammock, ping pong table, horseshoe pit, trampoline with net enclosure, what's not to love Lee Haven provides great space for all your family and friends. Don't Let Another Season Pass You By
5 Bedroom Vacation Home in Saint Michaels, MD found at rentalo.com

5 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
Property type
Vacation Home
Bedrooms
5
Sleeps
12
Bathrooms
3.5
Amenities:
Air Conditioning, CD Player, Cable/Satellite TV, Ceiling fans, Coffee Maker, Computer Access, Dishwasher, Full kitchen, Garage, Internet Access, Linens, Microwave, Phone, Pool Table, Refrigerator, Stove, Swimming Pool, TV, Toaster, Towels, Utensils, VCR
Activities:
Beach, Biking, Ping Pong
Vacation Home Description:
description:Halo 's Haven is a true piece of Heaven! Bring your boat, your horse, and your bathing suit. Twenty picturesque acres on a beautiful point of land off of the Chesapeake Bay near historic St Michaels, Maryland. This St Michaels vacation home is beautifu lly landscaped, has a waterfront pool, pool house with bathroom, boat dock (with water and electric 4 ' MLW), and floating dock for kayaks, not to mention the scenic pond and horse stable. Enjoy the sunset from the pool of our St Michaels vacation...Di...
3 Bedroom Vacation Home in Saint Michaels, MD found at www.findrentals.com

3 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
183 USD to 384 USD
Property type
Vacation Home
Bedrooms
3
Sleeps
6
Bathrooms
1.5
Amenities:
Air Conditioning, BBQ, Coffee Maker, Fireplace, Hot Tub, Internet Access, Linens, Microwave, No Pets, Non-Smoking, Outdoor Shower, Patio, Refrigerator, Restaurant, Stove, Swimming Pool, TV, Wireless Internet Access
Activities:
Beach, Biking, Boating, Fishing, Hiking, Kayaking, Shopping, Swimming
Vacation Home Description:
description:Awaken to the rooster's subtle cries in the distance and share your morning coffee with the resident swans at Mack's Landing on Pot Pie Road. This 1920's farmhouse is nestled on 3.6AC in the town of Wittman, just minutes to St. Michael's and Tilghman Island or a short boat ride to the town of Oxford. One can take a stroll to the bay and walk on the sandy beach to collect shells, or bike to the stables to take a horse out for a jaunt. As the sun comes up, take out a kayak and tour the local inlets or simply enjoy the peace and quiet of bird-watching. With much of its original character intact, Mack's Landing offers all of the convenience of home, with the charm of a bygone era of simplicity. Whether you are lounging at the pool, enjoying an outdoor shower, or sipping coffee or cocktails on the slate patio, all worries from home will wisp away. After a day of adventure, (Mack's Landing provides its guests with kayaks and bikes at no extra cost) relaxation, and/or exploration, enjoy dinner sunsets over Harris Creek and then gather at the large kitchen table and enjoy family games. When the day is over, watch your favorite movie in the cozy family room. Mack's Landing offers a selection of games, movies, and books for the enjoyment of its guests. With two bedrooms upstairs, and a third downstairs, this is a perfect retreat for up to 6 guests. A Mack's Landing rental includes 2 bikes (adult), single and double kayaks, wireless high-speed internet access, a gas grill, and pool toys & floats. Don't Let Another Season Pass You By
2 Bedroom Vacation Home in Saint Michaels, MD found at www.findrentals.com

2 Bedroom Vacation Home in Saint Michaels, MD

Nightly rate
119 USD to 152 USD
Property type
Vacation Home
Bedrooms
2
Sleeps
4
Bathrooms
2
Amenities:
Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Internet Access, Laundry, Microwave, Non-Smoking, Pets OK, Refrigerator, Restaurant, Stove, TV, Toaster
Activities:
Fishing, Hiking, Shopping, Swimming
Vacation Home Description:
description:Just a stone's throw from the harbour and to the shopping district in St. Michaels, Harbor Hideaway is a charming 1940's bungalow that has been fully restored. This cottage has all the comforts of home--DVD and CD players,cable TV, central air, washer/dryer and wood floors, yet nestled in the historic district makes you feel so -- back in time. Take advantage of this rare chance to rent a home in the historic district and have the best of both worlds. A great alternative to a bed and breakfast. Perfect for one or two couples, or a small family to enjoy all the best of the St. Michaels lifestyle. Don't Let Another Season Pass You By!
1 Bedroom Bed & Breakfast in Saint Michaels, MD found at rentalo.com

1 Bedroom Bed & Breakfast in Saint Michaels, MD

Nightly rate
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Cable/Satellite TV, DVD Player, Hot Tub, Jacuzzi, Patio, Pets OK, Refrigerator, Swimming Pool, Towels
Activities:
Biking, Massage
Vacation Bed & Breakfast Description:
description:Historic Inn at NW end of St. Michaels 1/2 mile from Ches. Bay Maritime Museum entrance. Winner of State of Maryland Preservation Award in 2003 for outstanding restoration of an important historic property, this inn provides six large guest bedrooms with private bathrooms, formal parlor along with garden room, dining room and covered brick patio. An full breakfast is served in our Victorian dining room each morning. The 20 ' by 40 ' outdoor pool and large hottub surrounded by formal gardens adds...
1 Bedroom Bed & Breakfast in Saint Michaels, MD found at www.bedandbreakfast.com

1 Bedroom Bed & Breakfast in Saint Michaels, MD

Nightly rate
169 USD
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, CD Player, Complimentary Continental Breakfast, Free Parking, Lounge, Modem Data Port Connection, Non-Smoking, Restaurant
Activities:
Museums, Restaurants
Vacation Bed & Breakfast Description:
description:Enjoy the charm, elegance, and hospitality of one of the oldest restored homes in St. Michaels. Savor breathtaking views of St. Michaels Harbor, walk to fine restaurants, museums, and shops. This enchanting home features private baths, CD players, 4 fireplaces, den, solarium, and sitting room. A full breakfast is served on fine China in the dining room. Stroll through the romantic gardens and ponds in the rear yard. Prepare to be pampered.
1 Bedroom Bed & Breakfast in Saint Michaels, MD found at www.bedandbreakfast.com

1 Bedroom Bed & Breakfast in Saint Michaels, MD

Nightly rate
150 USD
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Ceiling fans, Complimentary Continental Breakfast, Free Parking, Hair Dryer, Lounge, Modem Data Port Connection, Non-Smoking
Activities:
Biking
Vacation Bed & Breakfast Description:
description:This gracious family home with 400' of harbor-side waterfront offers a residential Bed & Breakfast experience not to be missed. Point Breeze B&B is decorated with five generations of family treasures and your hostess’ Southern hospitality is warm and welcoming. Your stay in one of two tastefully decorated first floor bedrooms, each with private bath, includes a full breakfast. Sitting rooms, a screen porch, decks, and beautiful grounds out to the dock, add to the relaxing, comfortable elegance that is Point Breeze.
1 Bedroom Bed & Breakfast in Saint Michaels, MD found at www.bedandbreakfast.com

1 Bedroom Bed & Breakfast in Saint Michaels, MD

Nightly rate
100 USD
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, Complimentary Continental Breakfast, Free Parking, Modem Data Port Connection, Non-Smoking, Swimming Pool
Activities:
Biking, Restaurants
Vacation Bed & Breakfast Description:
description:Unique brick Victorian, circa 1883. You can't miss the steeple and high pitched slate roof in the distance - and up close the gingerbread trim on the porches and brick detailing and inlays will delight the eye. Once owned by a prominent family (Henry Clay Dodson), this is one of the most prominent architectural elements of the Historic District. Located across the street from the new entrance to the Chesapeake Bay Maritime Museum which uses the old Knapps Narrows draw bridge, you are only two blocks from the harbor or the shops. Excellent restaurants in the same block and others within St. Michaels add to your stay. We have bikes to explore the many water vistas in the area, and our front porch or sun deck upstairs add to your enjoyment. We pride ourself on the gourmet breakfast served in our formal dining room off of the parlor. Rooms are late Victorian with Queen Anne cherry reproductions, elegant brass King or Queen bed, all with private bath with Victorian touches and tiled shower stalls.
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