St. Michaels Houses | FlipKey Vacation Rentals

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
High chair
Sea view
Safe
Dishwasher
Children's pool
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Clothes dryer
Games room
Table tennis
Ceiling Fans
Climbing frame
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Swing set or jungle gym
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Fridge
Stove
Hair dryer
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Fishing
Waterfront
Golf within 30mins drive
Lakefront

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26 houses

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Location Location! St Michaels-- In Town Cottage!

St. Michaels house

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$352

Waterfront Property, Kayaks, Private Dock, Near Town

St. Michaels house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$859

TRUE ST MICHAELS 6 ACRE WATERFRONT

St. Michaels house

5 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 38 minutes

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Price per night from

$2,290

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

St. Michaels house

6 bedrooms
6 bathrooms

sleeps 12

Responds fast! avg. 38 minutes

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Price per night from

$2,290

Ship's Cove Inn and Resort in St. Michaels, MD

St. Michaels house

6 bedrooms
6 bathrooms

sleeps 12

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Price per night from

$1,890

St. Michael's Premier in Town Summer Cottage now with private pool!

St. Michaels house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$716

Great rentals within 20 miles that match your search

Tranquil Easton Waterfront Property

Easton house

3 bedrooms
4 bathrooms

sleeps 6

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Price per night from

$6,870

Beautiful Murray Hill Home (Annapolis)

Annapolis house

4 bedrooms
3 bathrooms

sleeps 9

“Comfortable and secure in a great home - almost as good as at ho” The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town. We all found the house a delight - the design, decorating, furnishings are tasteful and match the age and the imagery of the house. It is well equipped with comfortable bedrooms, adequate bathrooms and linens, utensils and staple supplies. We certainly will attempt to stay at this house again if we ever return to annapolis.

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Price per night from

$487

Stunning, Newer Chesapeake Waterfront Estate, Pool - 7 Bedrms 5 Baths

Cambridge house

6 bedrooms
5 bathrooms

sleeps 18

“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was clean and well furnished. The dining room table and table on the porch provided plenty of seating for meals. There was plenty of hot water for showers and clean-up after meals. The pool was clean and the river was awesome, with a gradual slope that was perfect for kids and adults. We used the crab traps provided and caught 2 dozen crabs that made a great contribution to dinner on Friday. Crabbing was best by the dock. We caught all but 3 crabs there, rather than out closer to the middle of the river. The AC on the ground floor stopped working on Tuesday, but one call to the owner and the repair team was on-site in less than 2 hours. The issue was resolved before noon on Wednesday. We have been renting vacation properties for years and issues crop up from time to time. We appreciated the quick response and resolution. The one recommendation we will make is to bring bug spray (mosquitos and horse flies). We anticipated it being right on the river, but if you haven't had that experience, you need to be prepared.

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Price per night from

$1,030