St. Michaels(25)
Ultimate family vacation home! Pool, dock, games barn, hot tub and more!
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 10
$1,020 -
$1,185
per night
3 - 7 night Minimum Stay
- 5 BR,
- 4 BA,
- Sleeps 10
Contemporary Cottage on quiet creek, waterside pool, tranquil views
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$642 -
$775
per night
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Thistle Dew - Will Do!! Waterfront, Pool, Decor, Location
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$535 -
$685
per night
3 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Private Cottage just outside St. Michaels with kayak and bikes included!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$590 -
$760
per night
2 - 3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Waterfront getaway cottage near St. Michaels, hot tub, kayaks
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$400 -
$550
per night
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Friends & Family "Crash Pad" - Views, Pool, Kayaks, Bikes, Firepit & More
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$702 -
$865
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Special $1,000 Off May and June Weeks
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
$800
per night
2 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 10
2 Weeks Still Open in June - $2000 Off $6300/Week!
- 6 Bedrooms,
- 6 Bathrooms,
- 2 Half Baths, Sleeps 12
$4,900
per week
2 night Minimum Stay
- 6 BR,
- 6 BA,
- 2 HF BA,
- Sleeps 12
Total Privacy and Relaxation! 90 Acre Waterfront Farm with wraparound views
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 8
$492 -
$700
per night
2 - 7 night Minimum Stay
- 4 BR,
- 2 BA,
- Sleeps 8
Private Cottage just outside St. Michaels with kayak and bikes included!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$590 -
$760
per night
2 - 3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Acreage, Amenities and All You Need for Family and Friend Gatherings
- 5 Bedrooms,
- 5 Bathrooms, Sleeps 12
$645 -
$1,135
per night
2 - 7 night Minimum Stay
- 5 BR,
- 5 BA,
- Sleeps 12
1900 Circa Duel Cottages Decorated to Die For
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$592 -
$742
per night
2 - 7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Great amenities---close to town, pool, dock, hot tub!
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$627 -
$790
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Relaxing Family Retreat with Dock and Pool
- 6 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 14
$800
per night
2 night Minimum Stay
- 6 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 14
Premier Waterfront Vacation Home/St. Michaels (August Availability)
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 8
$250 -
$350
per night
3 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 8
Single family vacation cottage with pool, kayaks, play gym and dock
- 3 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
$518 -
$678
per night
2 - 7 night Minimum Stay
- 3 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
Europa on the Beach - Architectural contemporary home on the Chesapeake Bay
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$500 -
$650
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Incredible Waterfront Home 'Wye Provence' ' With Pool And Dock
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$850
per night
3 night Minimum Stay
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
St Michaels Premier Waterfront home with pool and dock
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 10
$1,000
per night
3 night Minimum Stay
- 5 BR,
- 4 BA,
- Sleeps 10
Exquisite 360 acre farm with 5 bedroom Manor, pool and vineyard
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$1,000
per night
3 night Minimum Stay
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
'Chez Bonheur' magnificent 5 bedroom home on 1000 acre estate with pool and dock
- 6 Bedrooms,
- 2 Bathrooms,
- 2 Half Baths, Sleeps 6
$1,200
per night
3 night Minimum Stay
- 6 BR,
- 2 BA,
- 2 HF BA,
- Sleeps 6
Sunrises AND Sunsets, Panoramic Views with Pool and Deepwater Dock, Sleeps 10
- 4 Bedrooms,
- 5 Bathrooms, Sleeps 10
$4,500 -
$6,500
per week
7 night Minimum Stay
- 4 BR,
- 5 BA,
- Sleeps 10
Magnificent Vacation Rental home - 'Compass Rose' with pool and dock
- 5 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$5,502
per week
7 night Minimum Stay
- 5 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
2 More choices from HomeAway International Websites
Premier One Level Waterfront Home with Pool, Dock, every Amenity!
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$692 -
$1,047
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
St. Michaels Waterfront-7BR-Indoor Pool-Dock
- 7 Bedrooms,
- 5 Bathrooms, Sleeps 14
$1,000
per night
2 night Minimum Stay
- 7 BR,
- 5 BA,
- Sleeps 14
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