St. Michaels Vacation Rentals

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Bloomfield--Conveniently located private mini estate, pool, dock tennis court

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68397
St. Michaels private home rental - Welcome to Bloomfield A private mini estate
3 Bedrooms, Sleeps 8
  • Private Home
  • 3 Bathrooms, 1 Half Bath
  • deep water dock, tennis court, very private, pool, fireplace
Rates per Private Home (USD)
$1,854 - $4,514/week
View Property Details Contact the Owner

Lee Haven--Restored Farmhouse outside of Easton and St. Michaels, 5 bedrooms, pool, dock

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68417
St. Michaels private home rental
5 Bedrooms, Sleeps 12
  • Private Home
  • 4 Bathrooms, 1 Half Bath
  • 5br, including spacious first floor master suite, lots of living spaces
Rates per Private Home (USD)
$2,602 - $6,697/week
View Property Details Contact the Owner

Luxury Pet Friendly Mini Estate, pool, dock, 3BR en suite

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68399
St. Michaels private home rental
3 Bedrooms, Sleeps 6
  • Private Home
  • 4 Bathrooms
  • gourmet kitchen, deep water dock, pool, dog runs, very private, steps to water
Rates per Private Home (USD)
$1,676 - $4,476/week
View Property Details Contact the Owner

House rental in Wittman Village Wittman - Charming Designer Decorated Retreat

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 166854
St. Michaels house rental - The Pot Pie House
3 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom, 1 Half Bath
  • rural, village
  • swimming pool
View Property Details Contact the Owner

'Sandy Pines' Lovely 4 BR Waterfront Home on Sandy Beach w/Pool, Dock

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 314049
St. Michaels house rental - The sunny, sandy beach offers privacy and views.
4 Bedrooms, Sleeps 10
  • House
  • 3 Bathrooms
  • river, waterfront
  • swimming pool
Rates per property (USD)
$4,600/week
View Property Details Contact the Owner

5BR Waterfront Estate with Pool, Dock, minutes to St. Michaels

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 110578
St. Michaels estate rental - A traditional Bay Home
5 Bedrooms, Sleeps 12
  • Estate
  • 4 Bathrooms, 1 Half Bath
  • town, waterfront
  • accept credit card
Rates per property (USD)
$2,362 - $6,126/week
View Property Details Contact the Owner

Beautiful Waterfront Near St. Michaels, Maryland!

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 207574
St. Michaels estate rental - Main House
5 Bedrooms, Sleeps 12
  • Estate
  • 5 Bathrooms
  • waterfront
  • accept credit card
Rates per property (USD)
$4,725 - $6,725/week
View Property Details Contact the Owner
SPECIAL OFFER! Fall Getaway Special! September 29 - December 22

Great Fall Getaway home minutes to St. MIchaels

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 189650
St. Michaels cottage rental
3 Bedrooms, Sleeps 7
  • Cottage
  • 2 Bathrooms
  • river, waterfront
  • accept credit card
Rates per property (USD)
$921 - $2,159/week
View Property Details Contact the Owner

Elegant, Waterfront, Spacious, Cottage with Pool & Pier

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 115575
St. Michaels cottage rental - View of Long Haul Creek from private pier
3 Bedrooms, Sleeps 8
  • Cottage
  • 1 Half Bath
  • town, waterfront
  • swimming pool
View Property Details Contact the Owner

Waterfront Country Cottage Close To St Michaels

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 185818
St. Michaels cottage rental - Charming Country Cottage on Oak Creek
3 Bedrooms, Sleeps 6
  • Cottage
  • 3 Bathrooms
  • village, waterfront
  • air-conditioning
Rates per property (USD)
$229 - $399/night
$1,392 - $2,295/week
$3,999 - $6,999/month
View Property Details Contact the Owner

Waterfront Horse Farm Estate - A Slice Of Heaven On Earth

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 139007
St. Michaels estate rental - House overlooks horse paddocks
5 Bedrooms, Sleeps 12
  • Estate
  • 3 Bathrooms, 1 Half Bath
  • waterfront
  • accept credit card
Rates per property (USD)
$1,000/night
$5,200/week
View Property Details Contact the Owner

Charming Bungalow in Heart of Historic District--Walk to town and shopping

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68414
St. Michaels bungalow rental - Welcome to Harbor Hideaway
2 Bedrooms, Sleeps 4
  • Bungalow
  • 2 Bathrooms
  • walk to restaurants, shopping and the harbor. great for biking, pet friendly
Rates per Bungalow (USD)
$810 - $1,193/week
View Property Details Contact the Owner

Waterfront Home with Private Dock

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 123352
St. Michaels house rental
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms, 1 Half Bath
  • river, waterfront
  • swimming pool
Rates per property (USD)
$400 - $540/night
$1,400 - $2,700/week
View Property Details Contact the Owner

Finest Waterfront Estate in St. Michaels, MD

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 165386
St. Michaels estate rental - Horseshoe Bay - 2 Docks
6 Bedrooms, Sleeps 12
  • Estate
  • 4 Bathrooms
  • rural, waterfront
  • accept credit card
Rates per property (USD)
$4,725 - $6,725/week
View Property Details Contact the Owner

St. Michaels Premier- Waterfront!

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 113980
St. Michaels estate rental
5 Bedrooms, Sleeps 11
  • Estate
  • 5 Bathrooms, 1 Half Bath
  • accept credit card
  • swimming pool
View Property Details Contact the Owner

The Nourse Farm at St. Michaels

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 124533
St. Michaels house rental
7 Bedrooms, Sleeps 20
  • House
  • 6 Bathrooms
  • waterfront
  • swimming pool
View Property Details Contact the Owner

St Michaels Premier Waterfront home with pool and dock

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 138986
St. Michaels house rental - Manor from the water picture 2
5 Bedrooms, Sleeps 10
  • House
  • 4 Bathrooms
  • river
  • swimming pool
View Property Details Contact the Owner

Eastern Shore Estate Home with Dock, Boathouse, Pool

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 131746
St. Michaels estate rental - Welcome to Blue Gates, a Talbot County Estate
3 Bedrooms, Sleeps 8
  • Estate
  • 4 Bathrooms, 1 Half Bath
  • river, waterfront
  • accept credit card
Rates per property (USD)
$4,552 - $5,752/week
View Property Details Contact the Owner

Longview - Waterfront Estate w/ Pool & 3+ Acres

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 109333
St. Michaels estate rental - Everyone loves this Landmark Waterfront Estate
5 Bedrooms, Sleeps 10
  • Estate
  • 3 Bathrooms
  • waterfront
  • swimming pool
View Property Details Contact the Owner

Charming, private waterfront home, close to St. Michaels, Oxford, and Easton.

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 165697
St. Michaels house rental
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms, 1 Half Bath
  • river, rural
  • air-conditioning
Rates per property (USD)
$500/night
$3,000/week
$9,000/month
View Property Details Contact the Owner

Cabin Cove Manor--Sweeping Views, sandy beach, dock and pool

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68401
St. Michaels private home rental
4 Bedrooms, Sleeps 8
  • Private Home
  • 3 Bathrooms, 1 Half Bath
  • fireplace, sandy beach, sweeping views, dock
Rates per Private Home (USD)
$1,691 - $4,018/week
View Property Details Contact the Owner

Miles Aweigh--3 BR waterfront cottage 1/2 mile into town of St. Michaels

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68421
St. Michaels cottage rental
3 Bedrooms, Sleeps 6
  • Cottage
  • 3 Bathrooms
  • flat screen tv, surround sound, updated kitchen, deep water dock, pool
Rates per Cottage (USD)
$2,005 - $3,630/week
View Property Details Contact the Owner

At Water's Edge--A Charming 3BR cottage minutes to Historic District

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 73298
St. Michaels cottage rental
3 Bedrooms, Sleeps 6
  • Cottage
  • 3 Bathrooms
  • private deep water dock, just outside historic district, harbour views, golf
Rates per Cottage (USD)
$1,471 - $2,064/week
View Property Details Contact the Owner

Swan Harbor

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68436
St. Michaels private home rental
4 Bedrooms, Sleeps 8
  • Private Home
  • 3 Bathrooms
  • 4 br waterfront home, private dock, nearby community pool
Rates per Private Home (USD)
$1,893 - $2,893/week
View Property Details Contact the Owner

Bushey Heath Farm

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68400
St. Michaels private home rental
4 Bedrooms, Sleeps 8
  • Private Home
  • 2 Bathrooms
Rates per Private Home (USD)
$1,587 - $2,173/week
View Property Details Contact the Owner

Cedar Point

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68405
St. Michaels cottage rental
3 Bedrooms, Sleeps 8
  • Cottage
  • 2 Bathrooms
Rates per Cottage (USD)
$1,325 - $1,802/week
View Property Details Contact the Owner

Cod's Point

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68407
St. Michaels private home rental
4 Bedrooms, Sleeps 12
  • Private Home
  • 3 Bathrooms, 1 Half Bath
Rates per Private Home (USD)
$2,084 - $3,709/week
View Property Details Contact the Owner

Exclusive Private Estate Vacation Rental, pool, dock

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68413
St. Michaels private home rental
5 Bedrooms, Sleeps 10
  • Private Home
  • 4 Bathrooms, 1 Half Bath
  • estate home in talbot county, md
Rates per Private Home (USD)
$2,553 - $3,474/week
View Property Details Contact the Owner

Sunrise Cove

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68435
St. Michaels private home rental
3 Bedrooms, Sleeps 8
  • Private Home
  • 3 Bathrooms
Rates per Private Home (USD)
$1,608 - $2,585/week
View Property Details Contact the Owner

Spectacular Large Family Home, Pool, Dock Wide Views

  1. USA,
  2. Maryland,
  3. St. Michaels Vacation Rentals
— Property 68444
St. Michaels private home rental
5 Bedrooms, Sleeps 9
  • Private Home
  • 3 Bathrooms, 1 Half Bath
  • expansive water views, very private, sprawling one level home with pool and dock
Rates per Private Home (USD)
$2,479 - $4,865/week
View Property Details Contact the Owner
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