St. Michael's Premier In-Town Rental with heated pool. | Cottage in St. Michaels
Cottage




Available rates:
2 Bedroom Cottage in St. Michaels
As Saint Michael's Premier STR, we take this title very seriously, so read on to see what we've done this off season. Harbor Hideaway's in town location is just steps away from everything that St. Michael's has to offer. 2021-we added a pool with a heater for guest stays in the spring and fall. *Please understand before you book, the pool is only for our reserved guests staying at the cottage.
The 1.5 story cottage was built in the 1940's. It was completely torn apart and remodeled in the the 90's. HH has been lucky with its owners. When owners actually use their property, (vs just as a rental investment) they care about it, and care FOR it. HH has been continually updated. Our current owners have beautiful designer taste, I call it Serena and Lily coastal....which makes it feel so good to spend time there. Our reviews often speak of our comfort and cleanliness, this remains a top priority for us. Again, this season, I fully expect many of our guests will speak of their love for the new coastal look! If you haven't seen our continued changes, it's time you booked! HH could be a photo shoot for S&L furnishings, it's that beautiful!
The off-season is always used to continue updates to HH. Besides the smaller things like new paint in and out; new windows, ceiling fans, and headboards in the bedrooms, mattresses, the bathrooms got a great new fabulous changes and the kitchen! A chef driven design with a stove you'll want to take home with you. New tile floors that look like whitewashed, patterned wood, new cabinets. We will continue to help you get the sleep that every getaway should offer with our new deluxe mattresses made up with resort quality, freshly pressed linens. We think you'll find this beautiful new look of the interior, in addition to the pool and patio, will make your stay feel like you just spent time at a high end resort. We hope all the updates please you, make you smile as you see them, and that they will make you want to come back time after time.
Harbor Hideaway is perfect for 1 to 2 couples, a girls' wknd, a small family, or anyone just in need of a relaxing getaway. HH is also set up for remote work with high speed internet for those looking for a multi-tasking getaway. Our guests have the best of the Eastern Shore living, with restaurants and shops in Saint Michaels, fresh crab from local watermen, delightful boat tours and skipjack rides, the nearby Chesapeake Bay Maritime Museum and abundant history and charm all around- all while staying in a quaint residential neighborhood.
HH guests also enjoy:
Kayaking through the harbor and out onto the Miles River or San Domingo Creek and following one of several kayaking pathways ( 2 boat ramps are near the cottage and available for easy entry) * HH has two kayaks for guest use. 1 single and 1 tandem plus life jackets.
Taking a ride about town on one of the 4 provided bikes.
Browse the Bookhound for your next read!
Tossing a game of cornhole
Watching the crab boats harvest the Bay's bounty
Taking a well-deserved nap on one of the two queen beds with new and comfy mattresses.
Enjoying one of the many in-town restaurants, or cook in HH's well-equipped kitchen or outdoor charcoal grill. When you don't want to cook- Simpatico now offers delicious meals to go.
Cracking crabs at one of the any restaurants or bringing them home to enjoy.
Taking an evening walk and stopping for ice cream.
Ending your evening by the firepit making s'mores.
Sipping coffee or cocktails poolside or on a rocker on the front porch while people watching.
Trying a craft beer and locally made spirits at the top of the street.
Going wine tasting a few blocks away- The Mill near Gina's (delicious margarita's)
Indulging in a cigar at the Old Mill (2 min walk)
Picking up nautical antiques and luxe home decor.
Indulging in a spa treatment (or two)
Try drinks at Fool's Lantern
Eastern Shore Brewery - The Gallery
208 Talbot- new management in 2024
Ruse. Corah's Corner for seafood
Simpatico
Lemoncello
St Michael's Premier In-Town Rental with heated pool is located in St. Michaels. St Michael's Premier In-Town Rental with heated pool provides accommodation, featuring Child Friendly, Laundry, Air Conditioner, among other amenities. This Cottage features Child Friendly, Laundry, Air Conditioner, to make your stay a comfortable one.
St Michael's Premier In-Town Rental with heated pool has 2 Bedrooms , 2 Bathrooms, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the St. Michaels has interesting places to visit. If you want to learn more about the Cottage in St. Michaels, such as places to visit and things to do nearby, you can check below to learn more.

This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Policies
Reviews
Reviews
FAQ's
Is this St. Michaels cottage pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the St. Michaels cottage have a swimming pool?
Yes, this St. Michaels cottage has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in St. Michaels cottage?
Best-rates for the St. Michaels cottage starts from $765 per night with includes Wellness Facilities, Guest Services, TV, Sports/Activities, Internet, Kitchen, Parking, Private Pool, Ocean View, Security/Safety, Fireplace/Heating, Entertainment, Pet Friendly, Oceanfront, Barbecue/Outdoor Cooking, Child Friendly, Laundry, Air Conditioner, Pool, View, Balcony/Terrace, Bedding/Linens with all other facilities. RBO matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is St. Michaels cottage a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the St. Michaels cottage wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the St. Michaels cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the St. Michaels cottage?
Based on the information reported by the owner or manager, the St. Michaels cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for St. Michaels cottage?
Based on the information reported by the owner or manager, details for the cancellation policy for the St. Michaels cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
People Also Ask
Vacation Rentals Near St. Michaels
-
Most Popular
-
Most Popular
-
Highest Price
-
Lowest Price
-
Highest Rating
-
Lowest Rating
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Security/Safety
Why is Rent By Owner St. Michaels Your Choice for Vacation Rentals
Find your dream vacation rental on Rent By Owner, where adventure meets comfort in every corner. RentByOwner features a broad mix of accommodations, from charming country cottages and chic city apartments to tranquil beachfront villas and cozy mountain cabins. Whether you're yearning for a delightful bungalow by the bay, a grand estate over the dock, or a snug lodge in a quaint village, we've got the perfect spot for you.
Prepare to unleash your inner explorer with our unique lodgings, including floating houses, whimsical treehouses, and picturesque farmhouses, or stick to the classics with duplexes, flats, and guesthouses. Choose the simplicity of a studio or the luxury of a suite. For outdoor enthusiasts, we offer tents in hidden campsites, RVs, mountain cabins, boat rentals, chalets in snowy havens, and caravans in lush gardens. Rent By Owner truly has something for everyone.
Every holiday rental, from a humble hut to a lavish resort, guarantees a memorable stay with cozy beds, functional kitchens, and welcoming living areas. Ideal for families, couples, or solo adventurers, our rentals are more than just a place to sleep—they're your home away from home. Book your next vacation with us and embark on a unique retreat crafted for relaxation and adventure. We also offer annexes for added privacy, designer lofts for a modern touch, and motels for quick stays. Explore beachside bungalows, countryside ranches, and urban condos. Find your perfect getaway, whether it’s a quiet den in the forest or a bustling inn by the island. At RentByOwner, our properties include everything from houseboats and barns to court-style quarters and garden retreats.
To make your booking experience even more convenient, we help you compare prices and inventory so you can find and book your vacation rental on popular platforms like Airbnb, Expedia, Vrbo (previously HomeAway), TripAdvisor (FlipKey), Booking.com, and HomeToGo. We work with these trusted sites to offer you a seamless booking process, ensuring that your perfect vacation rental is just a few clicks away.