What types of vacation rentals are available in Saint Michaels?

There are loads of different property types that you can make your vacation home in Saint Michaels. You’ll find apartments, cottages and houses.

Are there any pet-friendly vacation rentals in Saint Michaels?

There are a number of dog and pet-friendly Saint Michaels vacation rentals, with around 20% allowing you to bring your pet along with you.

How can I find vacation rentals near me in Saint Michaels?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Saint Michaels Vacation Rentals from $299/night

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Best Saint Michaels vacation rentals

Stay In The Heart Of Saint Michaels!

Saint Michaels, MD

9.9Wonderful(149)

$378+

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Premier St. Michaels Cottage - T. Blades House - Walk To Everything In Town

Saint Michaels, MD

Free Wi-Fi

Pool

Pet friendly

$409+

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Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Saint Michaels, MD

Free Wi-Fi

$944+

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Dollhouse in Central Historic St Michaels

Saint Michaels, MD

Free Wi-Fi

Pool

Pet friendly

$333+

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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels, MD

Pool

Pet friendly

$415+

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St. Michael's Premier In-Town Rental with heated pool-opens 4/22

Saint Michaels, MD

Free Wi-Fi

Pool

Pet friendly

$931+

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Harbor View Suite

Saint Michaels, MD

Free Wi-Fi

$325+

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Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels

Saint Michaels, MD

$589+

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Walk to Everything House

Saint Michaels, MD

Pet friendly

$716+

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Lovely Cottage in St. Michaels with deep water dock. Pet friendly!

Saint Michaels, MD

$673+

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Carpenter St. Cottage In The Heart Of St Michaels Village - Large Screened Porch

Saint Michaels, MD

Pool

Pet friendly

$482+

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Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Saint Michaels, MD

Pool

Pet friendly

$386+

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Waterfront Property, Kayaks, Private Dock, Near Town

Saint Michaels, MD

Free Wi-Fi

Pet friendly

$803+

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Downtown St. Michaels | Bikes | Kayaks | Private Pier

Saint Michaels, MD

Free Wi-Fi

$990+

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Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

Saint Michaels, MD

Free Wi-Fi

$902+

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Gorgeous Private Waterfront Home, Dock, Huge Deck&heated Swim Spa, 2 Mbr

Saint Michaels, MD

$1,425+

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Go to map

Low season	March
High season	January
Average price (weeknight)	$418
Average price (weekend night)	$321

Cheapest month to stay with an average 45% drop in price.

Most expensive month to stay with an average 129% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

Vacation rentals in Saint Michaels are around 73% more expensive than hotels on average. Search here to compare prices for all accommodation types in Saint Michaels.
The best vacation rental properties in Saint Michaels are St. Michael's Premier In-Town Rental with heated pool-opens 4/22 (10.0, 28 reviews), Stay In The Heart Of Saint Michaels! (9.9, 149), and Walk to Everything House (9.8, 37), based on ratings and reviews from real travelers.
If you’re looking for a cheap vacation rental in Saint Michaels, you should consider visiting during the low season. The cheapest vacation homes in Saint Michaels can be found in March and February.
The cheapest night for renting a vacation home in Saint Michaels is Monday. In contrast, the most expensive is Sunday.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Saint Michaels for 3 days.

See more tips

What types of vacation rentals are available in Saint Michaels?
There are loads of different property types that you can make your vacation home in Saint Michaels. You’ll find apartments, cottages and houses.
Are there any pet-friendly vacation rentals in Saint Michaels?
There are a number of dog and pet-friendly Saint Michaels vacation rentals, with around 20% allowing you to bring your pet along with you.
How can I find vacation rentals near me in Saint Michaels?
Take a look at our vacation rentals map to find the best vacation rental homes near you.