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 Shady Side
5.0 out of 5 average rating, 116 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Jan 11 – 18
Home in Cambridge
4.99 out of 5 average rating, 141 reviewsSunset Breezes - quiet waterfront retreat
Jan 18 – 25
Home in Lusby
5.0 out of 5 average rating, 111 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
Jun 25 – Jul 2
Home in Annapolis
4.99 out of 5 average rating, 198 reviewsCape St Claire waterfront getaway
Nov 13 – 20
Home in Grasonville
4.94 out of 5 average rating, 225 reviewsRiver Front, Private Single Family Home
Nov 3 – 10
Home in Cambridge
4.89 out of 5 average rating, 111 reviewsDorothy's Chesapeake Delight
Oct 16 – 23
Home in Kent Narrows
5.0 out of 5 average rating, 278 reviewsChester Riverfront At Kent Narrows
Nov 24 – Dec 1
Home in Lusby
4.98 out of 5 average rating, 261 reviewsCove Point Beach Cabin
Mar 18 – 25
Other great vacation rentals in Saint Michaels
Guesthouse in Annapolis
4.9 out of 5 average rating, 207 reviewsCalico Cottage Guest House, king bed, free parking
Feb 25 – Mar 4
Guesthouse in Stevensville
5.0 out of 5 average rating, 208 reviewsWaterfront Getaway - View of bay from your bed
Dec 23 – 30
Loft in Lusby
5.0 out of 5 average rating, 312 reviewsCoastal Treetop Retreat w/ Private Beach Access
Jan 19 – 26
Guesthouse in Grasonville
4.9 out of 5 average rating, 203 reviewsEastern Shore Charm on Winchester Creek
Aug 27 – Sep 3
Tiny home in Cambridge
4.89 out of 5 average rating, 496 reviewsBlackwater Tiny Cabin on Snakehead Creek
Sep 23 – 30
Apartment in Greenwood
4.97 out of 5 average rating, 479 reviewsBeach Highway Hobby Farm
Nov 24 – Dec 1
Guest suite in Cambridge
4.96 out of 5 average rating, 267 reviewsOakley Suite
Oct 28 – Nov 4
Apartment in Frederica
4.97 out of 5 average rating, 258 reviewsSmokefree Lakeside Relaxation
Oct 27 – Nov 3
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
R2,069 ZAR 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.
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.
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!
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