29 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Cottages
Estates
Homes
Lodges
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Farmhouses
Hotels
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

29 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

St. Michaels Vacation Rentals(29)

29 Results
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night min stay
(35)
$2,132 - $2,518
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(34)
$850 - $1,100
per night
2 night min stay
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
2 night min stay
(5)
$786 - $800
per night
3 - 7 night min stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
3 - 7 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
3 night min stay
(5)
  • 6 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
6 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(3)
  • 4 BR,
  • 5 BA,
  • Sleeps 10
3 - 4 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 6 night min stay
(13)
  • 5 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night min stay
1 Review
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 - 4 night min stay
(4)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night min stay
2 Reviews
$2,686 - $3,265
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(19)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
2 Reviews
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night min stay
2 Reviews
  • 6 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night min stay
1 Review
$1,379 - $1,500
per night
3 - 7 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 12
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
2 Reviews
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(3)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
(4)
8 more choices from the HomeAway Network
$2,395 - $3,940
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(43)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
(6)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
7 night min stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(51)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(18)
$2,557 - $4,218
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(34)
  • 7 BR,
  • 5 BA,
  • Sleeps 14
1 Review
  • 5 BR,
  • 4 BA,
  • Sleeps 10
 View map Map
Advertisement
 

Recent St. Michaels Reviews

What a peaceful and beautiful space to spend time!

5 of 5
I had a wonderfully relaxing visit to Watermark with my family. We loved the house and property--the house is so spacious and is beautifully appointed. We loved that each of us had plenty of space to ourselves--the bedrooms are large and have comfortable places to sit and read, and the common spaces are beautifully appointed and enormous so even with a big group one doesn't feel packed in. It is the perfect house for a family vacation! The property is beautiful and being able to walk down to the private beach and dock was a huge treat. Sunsets from the house or the dock are not to be missed! We can't wait to go back to Watermark.
  • Submitted: Apr 1, 2015
  • Stayed: Mar 2015

Our stay at the Virginia

5 of 5
This venue is what the Eastern shore is all about. It has a spectacular view from 90% of the house. The house is cleaned and well maintained. While it is an older home it is warm and comfortable. Bonnie, the caretaker is friendly, with daily checkins to see if you need anything. I would recommend this to anyone who likes Easterm sjpre old world charm. .
  • Submitted: Mar 2, 2015
  • Stayed: Nov 2014

prefect view

5 of 5
The house was fantastic. The view is incredible and the house was very well maintained. Perfect for a large group.
  • Submitted: Feb 24, 2015
  • Stayed: Oct 2014