House vacation rentals in Saint Michaels
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Top-rated house rentals in Saint Michaels
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Sep 3 – 10
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Apr 24 – May 1
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 15 – 22
Home in Chincoteague
4.94 out of 5 average rating, 295 reviewsSeas the Day Getaway~Pool ~near Waterfront Park
Apr 5 – 12
Home in Montross
5.0 out of 5 average rating, 120 reviewsBeach Please! River cottage w/private beach & dock
Dec 24 – 31
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jan 27 – Feb 3
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
Dec 4 – 11
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Jan 8 – 15
House rentals with a hot tub
Home in Edgewater
4.98 out of 5 average rating, 100 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Jun 17 – 24
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
Dec 11 – 18
Home in Silver Spring
5.0 out of 5 average rating, 118 reviewsRare New Build Home w/Hot Tub, Fire pit, Game Room
Dec 25 – Jan 1
Home in Lexington Park
4.97 out of 5 average rating, 138 reviewsPrivate beach retreat in historic St. Mary's City
Sep 21 – 28
Home in Montross
4.95 out of 5 average rating, 218 reviewsStunning Lake House Retreat on the Potomac River
Sep 18 – 25
Home in Reedville
4.91 out of 5 average rating, 116 reviewsGorgeous Views! 150 ft private beach/Dock/Hot Tub
Jan 10 – 17
Home in Lexington Park
4.98 out of 5 average rating, 110 reviewsHorseshoe Point - Waterfront - St. Marys River
Sep 5 – 12
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Apr 13 – 20
House rentals with free parking
Home in Rock Hall
5.0 out of 5 average rating, 105 reviewsBayside Beach House
Oct 2 – 9
Home in Woolford
4.93 out of 5 average rating, 118 reviewsWaterfront Getaway with Dock
Oct 21 – 28
Home in Reedville
4.97 out of 5 average rating, 118 reviewsSunkissed Cottage-private, natural waterfront home
Sep 11 – 18
Home in Woolford
4.99 out of 5 average rating, 198 reviewsNewly Renovated Modern 3 bed 2 bath Water Front
Dec 20 – 27
Home in Silver Spring
4.99 out of 5 average rating, 150 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
Nov 19 – 26
Home in Saint Michaels
5.0 out of 5 average rating, 35 reviewsShipwrights Cottage in Town!
Feb 4 – 11
Home in Saint Michaels
4.91 out of 5 average rating, 22 reviewsPrivate&Cozy/3br+2ba/1mi to town
Nov 23 – 30
Home in Cambridge
4.96 out of 5 average rating, 26 reviewsWaterfrontQuietHotTubPvtPierFirePitKayakGrillCasa
Jun 12 – 19
Quick stats about house rentals in Saint Michaels
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
R3,386 ZAR before taxes and fees
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