House vacation rentals in Saint Michaels
Find and book unique houses on Airbnb
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 free parking
Home in Cambridge
4.96 out of 5 average rating, 101 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Annapolis
4.95 out of 5 average rating, 352 reviewsNew Hotel Chic
Home in Oxford
4.96 out of 5 average rating, 185 reviewsThe Oxford House
Home in Woolford
5.0 out of 5 average rating, 200 reviewsNewly Renovated Modern 3 bed 2 bath Water Front
Home in Rock Hall
5.0 out of 5 average rating, 106 reviewsBayside Beach House
Home in Montross
4.91 out of 5 average rating, 148 reviewsTranquil River Home
Home in Washington
4.86 out of 5 average rating, 411 reviewsCapitol Hill/E. Market Rowhouse Apt
Home in Chincoteague
4.94 out of 5 average rating, 99 reviewsAdorable Beach Cottage Just Steps From Town & Bay
House rentals with a pool
Home in Tracys Landing
4.99 out of 5 average rating, 169 reviewsThe Little Gypsy BoHome
Home in Stevensville
5.0 out of 5 average rating, 104 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Montross
5.0 out of 5 average rating, 124 reviewsBeach Please! River cottage w/private beach & dock
Home in Montross
4.94 out of 5 average rating, 170 reviewsThe Glebe
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Home in New Market
4.93 out of 5 average rating, 117 reviewsHistoric Peace and Plenty Farm: Pool House
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Weekly house rentals
Home in Washington
4.92 out of 5 average rating, 258 reviewsCapitol Hill close-in 1BR, sleeps 4, newly updated
Home in Newcomb
5.0 out of 5 average rating, 31 reviewsSaint Michaels Waterfront Home
Home in Cambridge
4.96 out of 5 average rating, 28 reviewsWaterfrontHotTubPvtPierFirePitKayakGrillQuietHouse
Home in Cambridge
4.9 out of 5 average rating, 29 reviewsLarge 3 BR in Historic Cambridge
Home in Cambridge
4.92 out of 5 average rating, 13 reviewsHigh St. Art Gallery Suite
Home in Leonardtown
4.97 out of 5 average rating, 30 reviewsWater's Edge Cottage | Luxury Retreat
Home in Greensboro
4.96 out of 5 average rating, 51 reviewsCozy 2 bedroom home on wooded private lane
Home in Neavitt
4.96 out of 5 average rating, 75 reviewsWaterfront, Dog friendly, St Michaels home
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
Destinations to explore
- Baltimore Vacation rentals
- Ocean City Vacation rentals
- Cape May Vacation rentals
- Wildwood Vacation rentals
- Rehoboth Beach Vacation rentals
- Arlington Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Earth house rentals United States
- Lighthouse rentals United States
- Townhouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- House rentals Washington
- Townhouse rentals Washington
- Guesthouse rentals Washington
- Townhouse rentals Philadelphia
- House rentals Philadelphia
- Townhouse rentals Baltimore
- House rentals Baltimore
- Guesthouse rentals Baltimore
- Beach house rentals Maryland
- House rentals Maryland
- Lakehouse rentals Maryland
- Townhouse rentals Maryland
- Guesthouse rentals Maryland
- Tiny house rentals Maryland
- Family-friendly rentals Saint Michaels
- Cottage rentals Saint Michaels
- Pet-friendly rentals Saint Michaels
- Rentals with outdoor seating Saint Michaels
- Monthly Rentals Saint Michaels
- Rentals with a patio Saint Michaels
- Rentals with a washer and dryer Saint Michaels
- House rentals Talbot County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes