Saint Michaels vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Saint Michaels
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Saint Michaels vacation rentals
Stay near Saint Michaels's top sights
Other great vacation rentals in Saint Michaels
Home in Cambridge
4.99 out of 5 average rating, 143 reviewsSunset Breezes - quiet waterfront retreat
Apr 27 – May 4
Home in Cambridge
4.89 out of 5 average rating, 111 reviewsDorothy's Chesapeake Delight
Oct 19 – 26
Home in Lusby
5.0 out of 5 average rating, 112 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
Oct 13 – 20
Home in Shady Side
5.0 out of 5 average rating, 119 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Dec 27 – Jan 3
Home in Kent Narrows
5.0 out of 5 average rating, 280 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Home in Annapolis
4.99 out of 5 average rating, 199 reviewsCape St Claire waterfront getaway
Jul 9 – 16
Home in Cambridge
4.95 out of 5 average rating, 102 reviewsPeaceful Historic House Near Water, with Hot Tub!
Jan 25 – Feb 1
Home in Grasonville
4.94 out of 5 average rating, 226 reviewsRiver Front, Private Single Family Home
Oct 18 – 25
Other great vacation rentals in Saint Michaels
Tiny home in Cambridge
4.99 out of 5 average rating, 159 reviewsBlackwater Refuge House on The Farm, water access
Oct 10 – 17
Houseboat in Grasonville
4.99 out of 5 average rating, 117 reviewsCass-Away A Luxury Houseboat
Feb 10 – 17
Loft in Lusby
5.0 out of 5 average rating, 316 reviewsCoastal Treetop Retreat w/ Private Beach Access
Jan 31 – Feb 7
Apartment in Lexington Park
5.0 out of 5 average rating, 316 reviewsAdorable Waterfront Apartment Weekend Getaway
Oct 15 – 22
Cabin in Lusby
4.91 out of 5 average rating, 211 reviewsPeaceful Waterfront Retreat on The Bay
Dec 12 – 19
Guesthouse in Grasonville
4.9 out of 5 average rating, 205 reviewsEastern Shore Charm on Winchester Creek
Oct 13 – 20
Cottage in Wittman
4.9 out of 5 average rating, 136 reviews"Wittman Cottage"
Apr 1 – 8
Guesthouse in Lusby
4.97 out of 5 average rating, 138 reviewsCozy Lakeside Studio Retreat.
Oct 9 – 16
Quick stats about vacation rentals in Saint Michaels
Total rentals
40 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
$110 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Saint Michaels?
Yes! Work meets play with ease at over 20 vacation rentals in Saint Michaels featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Saint Michaels?
Four-legged friends are welcome in Saint Michaels. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Saint Michaels vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Saint Michaels, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Saint Michaels?
Experience the best of Saint Michaels with our house rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Saint Michaels have wifi?
Absolutely! We offer over 20 house rentals with wifi in Saint Michaels. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Saint Michaels have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Saint Michaels. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Saint Michaels have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Saint Michaels. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Saint Michaels?
Saint Michaels has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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