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!
Aug 22 – 29
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Dec 16 – 23
Home in Chincoteague
4.94 out of 5 average rating, 297 reviewsSeas the Day Getaway~Pool ~near Waterfront Park
Sep 30 – Oct 7
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 22 – 29
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
Dec 4 – 11
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Feb 2 – 9
Home in Montross
5.0 out of 5 average rating, 122 reviewsBeach Please! River cottage w/private beach & dock
Dec 19 – 26
Home in New Market
4.94 out of 5 average rating, 115 reviewsHistoric Peace and Plenty Farm: Pool House
Mar 19 – 26
House rentals with a hot tub
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
Aug 20 – 27
Home in Edgewater
4.98 out of 5 average rating, 101 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Oct 7 – 14
Home in Lexington Park
4.96 out of 5 average rating, 140 reviewsPrivate beach retreat in historic St. Mary's City
Feb 20 – 27
Home in Montross
4.95 out of 5 average rating, 219 reviewsStunning Lake House Retreat on the Potomac River
Sep 18 – 25
Home in Silver Spring
5.0 out of 5 average rating, 121 reviewsRare New Build Home w/Hot Tub, Fire pit, Game Room
Dec 25 – Jan 1
Home in Dunnsville
4.76 out of 5 average rating, 131 reviewsCozy & Content River Retreat Beach Hot Tub & Games
Oct 18 – 25
Home in Lexington Park
4.98 out of 5 average rating, 110 reviewsHorseshoe Point - Waterfront - St. Marys River
Oct 14 – 21
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Feb 27 – Mar 6
House rentals with free parking
Home in Woolford
4.99 out of 5 average rating, 199 reviewsNewly Renovated Modern 3 bed 2 bath Water Front
Nov 20 – 27
Home in Woolford
4.93 out of 5 average rating, 118 reviewsWaterfront Getaway with Dock
Oct 21 – 28
Home in Montross
4.92 out of 5 average rating, 146 reviewsTranquil River Home
Mar 4 – 11
Home in Silver Spring
4.99 out of 5 average rating, 153 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
Jun 20 – 27
Home in Arlington
4.97 out of 5 average rating, 396 reviewsInsights AirBNB
Oct 11 – 18
Home in Saint Michaels
5.0 out of 5 average rating, 37 reviewsShipwrights Cottage in Town!
Apr 22 – 29
Home in Royal Oak
5.0 out of 5 average rating, 29 reviewsRanch at Royal Oak exclusive waterfront pool pier
Dec 13 – 20
Home in Tilghman Island
4.97 out of 5 average rating, 32 reviewsTilghman Retreat: A house on the Chesapeake Bay.
Aug 19 – 26
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
$180 before taxes and fees
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