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!
3–10 Sep
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
24 Apr – 1 May
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
15–22 Nov
Home in Chincoteague
4.94 out of 5 average rating, 295 reviewsSeas the Day Getaway~Pool ~near Waterfront Park
5–12 Apr
Home in Montross
5.0 out of 5 average rating, 121 reviewsBeach Please! River cottage w/private beach & dock
24–31 Dec
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
27 Jan – 3 Feb
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
4–11 Dec
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
8–15 Jan
Weekly house rentals
Home in Rock Hall
5.0 out of 5 average rating, 105 reviewsBayside Beach House
2–9 Oct
Home in Woolford
4.93 out of 5 average rating, 118 reviewsWaterfront Getaway with Dock
21–28 Oct
Home in Reedville
4.97 out of 5 average rating, 118 reviewsSunkissed Cottage-private, natural waterfront home
11–18 Sep
Home in Woolford
4.99 out of 5 average rating, 198 reviewsNewly Renovated Modern 3 bed 2 bath Water Front
20–27 Dec
Home in Silver Spring
4.99 out of 5 average rating, 151 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
19–26 Nov
Home in Saint Michaels
5.0 out of 5 average rating, 36 reviewsShipwrights Cottage in Town!
4–11 Feb
Home in Saint Michaels
4.91 out of 5 average rating, 22 reviewsPrivate&Cozy/3br+2ba/1mi to town
23–30 Nov
Home in Cambridge
4.96 out of 5 average rating, 26 reviewsWaterfrontQuietHotTubPvtPierFirePitKayakGrillCasa
12–19 Jun
Private house rentals
Home in Cambridge
5.0 out of 5 average rating, 30 reviewsSmall, peaceful getaway
11–18 Aug
Home in Easton
5.0 out of 5 average rating, 19 reviewsCozy, convenient, Easton home
5–12 Aug
Home in Cambridge
5.0 out of 5 average rating, 6 reviewsMagical Waterfront Home-Dock, Firepit, family fun!
23–30 Mar
Home in Bozman
5.0 out of 5 average rating, 7 reviewsGrace Creek Cottage
11–18 Aug
Home in Oxford
5.0 out of 5 average rating, 37 reviewsStunning Chesapeake waterfront home
1–8 Dec
Home in Newcomb
5.0 out of 5 average rating, 30 reviewsSaint Michaels Waterfront Home
29 Sep – 6 Oct
Home in Easton
5.0 out of 5 average rating, 40 reviewsTuckaway Cove Relaxing waterfront property
20–27 Oct
Home in Chester
5.0 out of 5 average rating, 12 reviews*Waterfront Sunset Bayview* sleeps 6
17–24 Oct
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
$303 NZD before taxes and fees
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