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Saint Michaels Vacation Rentals

Find 149 available offers from 12 partners
Saint Michaels
Anytime
Guests
Saint Michaels
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Guests

Popular Filters to find the Perfect Home Rental in Saint Michaels

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

St. Michaels vacation homes combine festivals with pristine beaches

Your vacation home overlooking the water in sequestered St. Michaels is among the most picturesque spots in Maryland. Whether you are after the coast's most succulent oysters, ocean views or maritime history, your vacation home in St. Michaels positions you perfectly for both cultural and coastal explorations.

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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Saint Michaels and book a vacation rental with air conditioning.

House  Saint Michaels
Sep 7 - Sep 14
-22%
$689
$535 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Saint Michaels with Private Pool

Saint Michaels, St. Michaels, Maryland, United States
Air conditioning
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House  Saint Michaels
Aug 18 - Aug 25
$1,350 per night
House ∙ 12 guests ∙ 6 bedrooms

Pleasant Vacation Home in Saint Michaels with Grill, Yard & Pool

5.0
Outstanding (6 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Air conditioning
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Cottage  Saint Michaels
Jul 20 - Jul 27
$600 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Lovely Cottage in Saint Michaels with Patio, Pool & Grill

Saint Michaels, St. Michaels, Maryland, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Saint Michaels accommodation with high-speed internet.

House  Saint Michaels
Aug 5 - Aug 12
$624 per night
House ∙ 9 guests ∙ 6 bedrooms

Historic House in Saint Michaels with Pool, Patio & Yard + Water Views

4.7
Excellent (138 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Internet
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House  Saint Michaels
Apr 27 - May 4
-29%
$1,043
$738 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful Vacation Home in Saint Michaels with Private Pool + Spectacular Views

4.7
Excellent (57 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Internet
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House  Saint Michaels
May 7 - May 14
$539 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Saint Michaels with Grill, Yard & Pool

Saint Michaels, St. Michaels, Maryland, United States
Internet
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Saint Michaels with their own private patios and balconies.

Cottage  Saint Michaels
Jul 14 - Jul 21
$314 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Saint Michaels with Patio, Grill & Pool

4.8
Outstanding (128 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
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House  Saint Michaels
Jul 13 - Jul 20
$271 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Saint Michaels with Yard & Patio

5.0
Outstanding (8 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
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House  Saint Michaels
May 7 - May 14
-21%
$1,270
$1,000 per night
House ∙ 8 guests ∙ 5 bedrooms

Beautiful Vacation Home in Saint Michaels with Beautiful Fireplace + Beautiful Views

5.0
Outstanding (91 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
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Best Vacation Home Deals in Saint Michaels

Save up to 28%

House Saint Michaels
Jun 8 - Jun 15
-23%
$690
$531 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Saint Michaels with Yard & Grill

4.9
Outstanding (14 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Jun 8 - Jun 15
-28%
$756
$548 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in St. Michaels with Grill, Patio & Yard

4.9
Outstanding (28 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Jun 8 - Jun 15
-23%
$621
$479 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Saint Michaels with Yard & Grill

4.9
Outstanding (45 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Find a dreamlike property from $205 per night by exploring the 149 options featured in Saint Michaels. Every one of the properties from our partner websites are instantaneously compared by our algorithm to help you save up to 29%.

Recommended Vacation Rentals in Saint Michaels

Find your perfect vacation rental in Saint Michaels: from $205 per night

Farmhouse Saint Michaels
Jun 15 - Jun 22
$750 per night
Farmhouse ∙ 8 guests ∙ 4 bedrooms

Pleasant Farm in Bozman with Pool & Patio

Saint Michaels, St. Michaels, Maryland, United States
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Apartment Saint Michaels
Jul 6 - Jul 13
$250 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Saint Michaels + Harbor View

5.0
Outstanding (11 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Apartment Saint Michaels
Jul 20 - Jul 27
$250 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Saint Michaels

5.0
Outstanding (16 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Jul 14 - Jul 21
$334 per night
House ∙ 6 guests ∙ 3 bedrooms

Historic Vacation Home in Saint Michaels with Yard

5.0
Outstanding (90 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Oct 5 - Oct 12
$679 per night
House ∙ 9 guests ∙ 5 bedrooms

House in St. Michaels with Yard, Patio & Grill

4.9
Outstanding (20 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Jun 22 - Jun 29
$724 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Saint Michaels with Yard, Grill & Patio + Wonderful Views

5.0
Outstanding (1 rating)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Aug 31 - Sep 7
$1,190 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Saint Michaels with Grill, Pool & Patio + Beautiful Views

5.0
Outstanding (38 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Jul 14 - Jul 21
$1,585 per night
House ∙ 8 guests ∙ 5 bedrooms

House in Saint Michaels with Patio, Yard & Grill

5.0
Outstanding (68 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Apartment Saint Michaels
Jul 27 - Aug 3
$266 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Rental Apartment in Saint Michaels with Private Parking

4.9
Outstanding (38 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Budget-friendly Vacation Rentals in Saint Michaels

Find Fantastic yet Inexpensive Offers

Villa Saint Michaels
Aug 31 - Sep 7
$978 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa in Mcdaniel with Grill & Pool

Saint Michaels, St. Michaels, Maryland, United States
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Cottage Saint Michaels
Jul 14 - Jul 21
$338 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Saint Michaels with Pool, Yard & Grill + Water Views

4.8
Outstanding (133 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Aug 10 - Aug 17
$350 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Saint Michaels with Yard & Grill

Saint Michaels, St. Michaels, Maryland, United States
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Top-Rated Rentals and Accommodations in Saint Michaels

Book Vacation Rental Offers with the Highest User Rating

Cottage Saint Michaels
Jul 7 - Jul 14
$382 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Saint Michaels with Yard, Patio & Pool

4.9
Outstanding (187 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Cottage Saint Michaels
Aug 5 - Aug 12
$342 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Saint Michaels with Grill, Yard & Pool

4.8
Outstanding (145 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Jun 15 - Jun 22
$530 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Saint Michaels with Grill

4.9
Outstanding (35 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Popular Rental Amenities in Saint Michaels

  • Pet-friendly (34)
  • Pool (102)
  • Air conditioning (148)
  • WiFi (148)
  • TV (144)
  • No smoking (148)
  • Kitchen (51)
  • Washing machine (59)
  • Microwave (48)
  • Fishing (54)
  • Grill (42)
  • Fireplace (109)

Filters are available so you can tailor your search and find a great accommodation in Saint Michaels. In Saint Michaels, 34 rentals offer "Pets allowed". So, if you bring your pet everywhere, use the Pets allowed filter to compare these rentals. Plan your vacation in advance if you need a fenced-in backyard or you want a rental with a sauna. There are just 1 listed accommodations with "Fenced" and 13 accommodations with "Sauna."

The Weather in Saint Michaels

max.
Min.
45°
28°
12 days 12
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Min.
46°
30°
12 days 12
max.
Min.
54°
36°
10 days 10
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Min.
68°
46°
11 days 11
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Min.
77°
57°
14 days 14
max.
Min.
84°
64°
11 days 11
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Min.
88°
72°
10 days 10
max.
Min.
86°
68°
10 days 10
max.
Min.
81°
63°
8 days 8
max.
Min.
68°
52°
9 days 9
max.
Min.
57°
39°
7 days 7
max.
Min.
52°
37°
13 days 13
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. The highest average temperatures are in the month of July. January is the coolest month, with average minimal temperature reaching 28°. The rainiest month is May while the driest month is November.

7-Day Weather Forecast in Saint Michaels

Fri, 19 Apr
57°
55°

45%

1 h

8 mi/h

Sat, 20 Apr
62°
57°

0%

5 h

5 mi/h

Sun, 21 Apr
59°
53°

0%

2 h

8 mi/h

Mon, 22 Apr
60°
57°

0%

1 h

6 mi/h

Tue, 23 Apr
62°
60°

0%

6 h

14 mi/h

Wed, 24 Apr
64°
62°

15%

2 h

14 mi/h

Thu, 25 Apr
55°
50°

10%

6 h

7 mi/h

Accommodations for your vacation in Saint Michaels

30 among the 149 listed rentals in Saint Michaels are house rental. They account for nearly half of the accommodation types in this destination (48.39%). Interestingly, the average cost of this specific type of property is $1,065 a night, with an average size of 314 m². Moreover, the majority of house rental in this destination can host 8 people, which makes it a wonderful destination for large groups. Bed and breakfast rental represent the other most frequent property type in Saint Michaels. While house rental in Saint Michaels have an average size of 314 m², bed and breakfast rental have an average size of 111 m².
What are the best places to discover the arts and culture of Saint Michaels?

Oyster festivals and maritime history

Every October, St. Michaels hosts OysterFest at the Chesapeake Bay Maritime Museum. This tradition goes back as far as the town's oystering tradition, so you're a part of history when you slurp a briny beauty amid the collection of vessels and tonging demonstrations.

What are the best activities for families in Saint Michaels?

Forts and seaside amusements in Chesapeake Bay

Children love Chesapeake Bay Maritime Museum, which overlooks the coastline featured in its exhibits. Spend days boating on the water, or explore the beaches at Sandy Point State Park. There are numerous hiking trails to explore, with exceptional views of the water, and Fort McHenry is within range, too.

The fort was prominent in the Battle of Baltimore in 1814, and has since remained a bastion of cultural heritage, inspiring a poem by Francis Scott Key. See if you can spot Thomas Point Shoal Light, which has guided many a boat into the safe embrace of the local harbors, where families stroll, ice cream in hand.

Where are the unique attractions in Saint Michaels?

Boating trips in St. Michaels

Miles River Yacht Club is your launchpad for forays into the brilliant blue water that surrounds your vacation home in St. Michaels. Whether it's a fishing vessel or a canoe that you decide to charter, Tide Mill Cove is a charming inlet to explore, before voyaging further afield to Fairview Point.

You can also explore Miles River Sanctuary, fishing for clams and crabs as you follow the Water Trail. There are a number of paddling routes around St. Michaels, where you can see osprey fishing, goose nests and great blue herons. Look out for eagles and swans too in St. Michaels Harbor.

Information about vacation rentals in Saint Michaels

🏡 Vacation rentals available 149 rentals
💳 Possible discounts up to 29%
🌙 Nightly prices starting at $205
⭐ Popular amenities Pets allowed, Pool and Air conditioning
🐾 Pet friendly homes 34 homes
🏊 Vacation rentals with pools 102 homes

Frequently Asked Questions

What is the average price per night for a vacation rental in Saint Michaels?

The price of a night's stay in Saint Michaels starts at $205. If you’re interested in a house rental, the average price is $1,065 per night. A bed and breakfast rental Saint Michaels will cost $312 per night on average.

How many vacation rentals are available for booking in Saint Michaels?

Currently there are 149 rentals in Saint Michaels to choose from and book for your next trip.

What amenities are most popular for vacation rentals in Saint Michaels?

If you're looking to book a vacation rental in Saint Michaels, others search for homes with these amenities: Pool, Pets allowed and Air conditioning.

How many vacation rentals with a pool are there in Saint Michaels?

There are 102 vacation homes across 12 providers in Saint Michaels.

Are dogs allowed in vacation homes in Saint Michaels?

Yes, currently there are 34 rentals in Saint Michaels that allow pets , with an average nightly rate of $766.

When is it better to travel to Saint Michaels?

If you are booking a vacation rental in Saint Michaels, keep in mind that rainy season is typically in May or December, with November often being the driest.

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