Search Guest Houses in St. Michaels

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Compare Guest Houses in St. Michaels with updated reviews, rates, and availability.

Newly Renovated Guest House located in Oxford MD
Enjoy time by the water

Newly Renovated Guest House located in Oxford MD

10.0 out of 10, Exceptional, (17)
"Cute place within walking distance to town. "
Newly Renovated Guest House located in Oxford MD
Riverview Retreat on Warehouse Creek
Kayaks, paddle boards, hammocks, and dock all available for your stay! (This boathouse is not the sleeping quarters)

Riverview Retreat on Warehouse Creek

10.0 out of 10, Exceptional, (17)
"My kids and I fell in love with Riverview Retreat. I wanted a place to spend Thanksgiving with my daughter as she's in Baltimore for the next two years (we're in TX). I wanted something out of the city and Anapolis rentals were sold out. I expanded my search, found Riverview Retreat, and am so glad I did. RR is perhaps the most comfortable, beautiful rental on record for us (and we rent a lot). PLENTY of room for the four of us (and) our doodle. Large sectional we all piled on for movies, large...
The price is SARĀ 811
SARĀ 1,683 total
includes taxes & fees
29 Dec - 30 Dec
Riverview Retreat on Warehouse Creek
Sandaway Suites & Beach
Beach

Sandaway Suites & Beach

3.0 star property
9.2 out of 10, Wonderful, (132)
"We really enjoyed our stay at the Sandaway. It was quiet and peaceful in a wonderful spot, right on the water, next to the yacht club. We loved walking around Oxford, a quaint and historic little town. A quick strolling over to the Market for breakfast sandwiches and the Social Cafe for great espresso based coffees and pastries. Contactless check-in was a breeze. Having prepaid, we found our designated parking spot, went to our room and our key was in the lock. Complimentary water bottles and...
Sandaway Suites & Beach
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Living area

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

10.0 out of 10, Exceptional, (13)
"Loved the stay here. Such a nice cute spot and so close to everything we needed."
The price is SARĀ 683
SARĀ 1,503 total
includes taxes & fees
29 Dec - 30 Dec
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Calico Cottage Guest House
Outdoor dining

Calico Cottage Guest House

10.0 out of 10, Exceptional, (8)
"This tiny house is tastefully furnished and, coupled with the quiet neighborhood, provides a relaxing, peaceful environment."
Calico Cottage Guest House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in St. Michaels

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Living Area

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (33)
"Four of my friends and I stayed at this cute home for a ladies' weekend (two nights) in St. Michaels. We are in our early 40's and all agreed that the location of this home is superb. We walked to dinner each night (Limoncello and Ruse, both great) and enjoyed the wonderful shops in the lovely downtown area. The location of this home cannot be beat if you want to park your car upon arrival and not have a need to use it again during your stay. We had three cars, two of which fit in the driveway...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Front of house from St. Michaels harbor looking across Town Park

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.6 out of 10, Exceptional, (112)
"Our stay in St Michael's was wonderful. The location of this property could not be better. Close to marina, parks, restaurants, historic downtown and the maritime museum. We never needed to use our car! Tom is an excellent host. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Front and side of W Melson House

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

9.6 out of 10, Exceptional, (116)
"This was a quick getaway for my husband, me, and our 2-year-old grandson. The location of this property is perfect! We could walk over to the waterfront and watch the geese or walk into town for shopping and food. We lost power (a fluke) during our stay, and the owner was extremely responsive and easy to contact. We walked to dinner, and it was back on when we returned. Highly recommend!"
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.