Search results; Over 1,000 places in Saint Michaels

Explore more homes

Top guest favorite
Cottage in Saint Michaels
The Little Anchor Cottage, St. Michaels, MD
3 beds
Aug 17 – 22
R28,771 ZAR for 5 nights
4.98 out of 5 average rating, 240 reviews
Top guest favorite
Apartment in Saint Michaels
Blue Crab Lodge
3 beds
Jul 20 – 25
R30,689 ZAR for 5 nights
4.97 out of 5 average rating, 96 reviews
Guest favorite
Home in Saint Michaels
Small Historic House Downtown St Michaels
1 queen bed
Sep 1 – 6
R18,667 ZAR for 5 nights
4.89 out of 5 average rating, 203 reviews
Top guest favorite
Home in Saint Michaels
Grace Cottage, Saint Michaels Walk to everything!
2 beds
Aug 10 – 15
R48,058 ZAR for 5 nights
4.99 out of 5 average rating, 174 reviews
Top guest favorite
Room in Saint Michaels
Stay with Woody & Gussie
Secluded water - bedroom, sitting room, full bath!
Jul 14 – 19
R22,296 ZAR for 5 nights
5.0 out of 5 average rating, 19 reviews
Home in Shady Side
Quiet Luxury Retreat Water View & Wraparound Porch
4 beds
Jul 13 – 18
R37,722 ZAR for 5 nights
New place to stay
Guest favorite
Apartment in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds
Jul 16 – 21
R31,115 ZAR for 5 nights
4.91 out of 5 average rating, 181 reviews
Top guest favorite
Home in Saint Michaels
Margaret Wells House - New
2 beds
Jul 27 – Aug 1
R40,236 ZAR for 5 nights
5.0 out of 5 average rating, 12 reviews
Guest favorite
Apartment in Saint Michaels
Charming Apt. in St. Michaels
2 beds
Jul 27 – Aug 1
R26,640 ZAR for 5 nights
4.97 out of 5 average rating, 58 reviews
Top guest favorite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
3 beds
Sep 22 – 27
R45,820 ZAR for 5 nights
5.0 out of 5 average rating, 108 reviews
Guest favorite
Boutique hotel in Oxford
Chesapeake Bay Hotel with Beach -Walk to Eat, Shop
1 king bed
Aug 3 – 8
R21,205 ZAR for 5 nights
4.94 out of 5 average rating, 52 reviews
Top guest favorite
Place to stay in Cambridge
Wye Three Oaks
4 beds
Jul 27 – Aug 1
R21,312 ZAR for 5 nights
5.0 out of 5 average rating, 52 reviews
Top guest favorite
Cottage in Oxford
Sailor's Cottage - Private Waterfront
4 beds
Jul 20 – 25
R49,272 ZAR for 5 nights
5.0 out of 5 average rating, 21 reviews
Top guest favorite
Home in Saint Michaels
Shipwrights Cottage in Town!
3 beds
Aug 17 – 22
R29,304 ZAR for 5 nights
5.0 out of 5 average rating, 109 reviews
Top guest favorite
Guesthouse in Saint Michaels
The Suite at Mostly Porches
1 bed
Jul 27 – Aug 1
R29,517 ZAR for 5 nights
5.0 out of 5 average rating, 27 reviews
Guest favorite
Guest suite in Saint Michaels
Gorgeous Cottage: Easy Walk into St Michaels Town!
4 beds
Aug 8 – 13
R21,397 ZAR for 5 nights
4.79 out of 5 average rating, 360 reviews
Top guest favorite
Guesthouse in Stevensville
Waterfront Getaway - View of bay from your bed
1 queen bed
Jul 31 – Aug 5
R34,184 ZAR for 5 nights
4.99 out of 5 average rating, 283 reviews
Top guest favorite
Home in Tilghman Island
Panoramic water views
2 queen beds
Jul 29 – Aug 3
R31,008 ZAR for 5 nights
5.0 out of 5 average rating, 20 reviews