House holiday 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.
Holiday 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!
27 Sept – 4 Oct
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
13 – 20 Dec
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
19 – 26 Nov
Home in Harwood
4.94 out of 5 average rating, 117 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
8 – 15 May
Home in Montross
5.0 out of 5 average rating, 121 reviewsBeach Please! River cottage w/private beach & dock
11 – 18 Nov
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
12 – 19 July
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
16 – 23 Sept
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
4 – 11 Dec
Weekly house rentals
Home in Easton
4.84 out of 5 average rating, 124 reviewsThe Farm House at Hunting Creek - Pets $50 a night
14 – 21 Oct
Home in Rock Hall
5.0 out of 5 average rating, 105 reviewsBayside Beach House
7 – 14 Oct
Home in Silver Spring
4.99 out of 5 average rating, 153 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
29 Jan – 5 Feb
Home in Woolford
4.93 out of 5 average rating, 118 reviewsWaterfront Getaway with Dock
21 – 28 Oct
Home in Woolford
4.99 out of 5 average rating, 198 reviewsNewly Renovated Modern 3 bed 2 bath Water Front
25 Jan – 1 Feb
Home in Saint Michaels
5.0 out of 5 average rating, 36 reviewsShipwrights Cottage in Town!
4 – 11 Jan
Home in Saint Michaels
4.91 out of 5 average rating, 22 reviewsPrivate&Cozy/3br+2ba/1mi to town
7 – 14 Jan
Home in Tilghman Island
4.97 out of 5 average rating, 32 reviewsTilghman Retreat: A house on the Chesapeake Bay.
4 – 11 Sept
Private house rentals
Home in Cambridge
5.0 out of 5 average rating, 30 reviewsSmall, peaceful getaway
23 – 30 Sept
Home in Greensboro
4.96 out of 5 average rating, 48 reviewsCozy 2 bedroom home on wooded private lane
4 – 11 Jan
Home in Oxford
5.0 out of 5 average rating, 37 reviewsStunning Chesapeake waterfront home
7 – 14 Mar
Home in Newcomb
5.0 out of 5 average rating, 30 reviewsSaint Michaels Waterfront Home
21 – 28 Sept
Home in Sherwood
5.0 out of 5 average rating, 51 reviewsChesapeake Mansion-heated pool 30acre waterfront
5 – 12 Jan
Home in Cambridge
5.0 out of 5 average rating, 6 reviewsMagical Waterfront Home-Dock, Firepit, family fun!
24 Feb – 3 Mar
Home in Easton
5.0 out of 5 average rating, 40 reviewsTuckaway Cove Relaxing waterfront property
20 – 27 Oct
Home in Easton
5.0 out of 5 average rating, 19 reviewsCozy, convenient, Easton home
26 Mar – 2 Apr
Quick stats about house rentals in Saint Michaels
Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
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
$276 AUD before taxes and fees
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