St. Michael's Premier In-Town Rental with heated pool - Pool is open!
5.0
Outstanding(129 Reviews)Cottage in St Michaels, MD
4 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Includes essentialsGarden, Pool, Pets allowed and more
About this cottage rental
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 of 2023/24 brought luxe changes to much of 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.
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
Amenities
Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of St Michaels, MD
Reviews
5.0
Outstanding(129 Reviews)5.0
This property is so wonderful. Absolutely spotless and comfortable. The pool is fantastic and it has everything you need to enjoy St. Michaels!
5.0
The house was exceptionally clean, comfortable and had everything we needed for our family of 4. We were in town for the running festival and the location was perfect. Carol provided detailed instructions about the property and check-in procedures. She was accessible every step of the way in planning our trip. We would definitely stay here again!
5.0
Every aspect of Harbor Hideaway was amazing! Our family of four had a blast. The perfect blend of exploring St Michaels and relaxing at the beautiful pool and property. The property manager, Carol was the best. Thanks so much and we will be back;)
5.0
First class accommodations. Thank you, Carol for sharing your wonderful home. You truly thought of everything and then some.
5.0
This property is a must stay in the St. Michael’s area! We have stayed in at least 50 VRBO’s, and this home was by far the cleanest and most well equipped ever! The host, Carol, was absolutely amazing and gave us the best communication and attention to detail that we’ve ever experienced. The location is so convenience and within walking distance to restaurants and downtown. I can’t say enough good things about this property, and you will be thrilled to stay there. Thank you for allowing us to experience your piece of heaven!
5.0
We booked this home for a weekend away. St Michael was a beautiful small town with adorable shops and amazing restaurants (make reservations early. Even this time of year they filled up). We walked everywhere and had a great relaxing time. The home is just perfect. Clean and stylish with everything you need and then some. The back yard with its patio and pool was a great visual. I’m sure in season it’s a great space to hang out most of the day. The town is small and quaint. We had fun just walking up and down the side streets looking at the beautiful homes. The town is very pet friendly and we were able to have our pup with us everywhere we went. I couldn’t recommend this property enough if you want a stay over in St Michael. Carol was absolutely amazing and responses very quickly to any question. We will be back.
5.0
The house was great and carol was accommodating. Very walkable to everything. Very clean. The only thing that was difficult was how low the ceilings are in the upstairs bedroom/bathroom. Tough if you are tall! We had a great stay.
5.0
The house was great and carol was accommodating. Very walkable to everything. Very clean. The only thing that was difficult was how low the ceilings are in the upstairs bedroom/bathroom. Tough if you are tall! We had a great stay.
5.0
We had a wonderful time staying at Carol’s property! The bed was cozy, the kitchen was well stocked, and the pool was a perfect temperature. What makes this house special is it’s tucked in location but proximity to the Main Street of St. Michael’s and all it has to offer.
5.0
My husband and I stayed 4 nights with our 4 month old & two dogs and had a wonderful time. The location could not have been better, we parked our car on Sunday and didn't move it until Thursday when we were leaving! The home was lovely, as was the outdoor pool area. Karen was always responsive via text message. We hope to be back again sometime!
5.0
Absolutely amazing- exactly what you hope for when renting a property. The house was spotless, stocked with everything needed for our stay. All the little details were handled, from beautiful accent pillows to a beautifully set table for dinner. The property was clean, well kept, and welcoming. The outdoor space with the patio and pool was our own private oasis l.
5.0
Outstanding property and even better service. I am already returning.
5.0
Absolutely loved our stay at Harbor Hideaway. Every detail of the property is well thought out.
5.0
The property is in an ideal location to the water, town, biking, walking, shopping and so much more. A very clean property with tons of amenities for all ages. The pool was even better in person with chairs/umbrella seating in the shallow end for complete relaxation. Nice yard. Updated fixtures and decor inside the house. Everything you could ask for. Will definitely be returning for many more summer trips!!
5.0
My husband and I stayed at Harbour Hideaway for 3 nights and it was wonderful!! We walked in and Carol had everything we could of needed! The house was a short walk to Main Street and right near the water which was great for a bicycle ride(bikes were available) or a nice walk to start the day. The pool was absolutely amazing and so well maintained. We will absolutely be back!
5.0
This was the best experience I've ever had renting a property. Every single detail was thought out, so there was nothing we had to bring or go to the store for. The location was great as well. I couldn't recommend this property strongly enough.
5.0
Wonderful to be able to walk to everything. We didn’t use our vehicle at all our entire stay. Carol Had the cottage stocked and was very clean, we did not want for thing. The pool was refreshing and private, an added bonus. The neighborhood was quiet and the front porch was a great spot to relax and read. The town is quaint and the restaurants close by. We would definitely come back again
5.0
This house was wonderful for 4 adults, extremely clean and had all the amenities and necessities you could want! A short walk or bike ride away from town and all the restaurants. The owner was easy to work with and very responsive. We will definitely be back!
5.0
Stayed for the long Memorial Day Weekend. Carol was kind enough to send all the details we needed for our stay. The home is a short walk to all the shops and restaurants that St. Michael’s has to offer. The pool and backyard were so lovely and the house had all the amenities needed for a restful weekend. We will be back!
5.0
Cozy and convenient. Kitchen was experiencing some disrepair with drawers but nothing that was problematic. I was informed the owner was getting ready to do a kitchen renovation.
5.0
This cottage was the perfect place to stay for the weekend. There were 4 of us sharing the cottage. We made use of the bikes and the cornhole boards. It’s in such a great location and convenient to walk everywhere. The beds were very comfortable and the house was incredibly clean and organized. The owners have truly thought of everything to make their home an ideal rental. We hope to return!
5.0
Beautiful pool, outdoor shower, gorgeous backyard and impeccable attention to detail in the house and stocking of the kitchen. Don't miss the sunrise as you enjoy your morning coffee. Wonderful linens, towels and bedding. I have decided that it isn't worth renting a house unless the owners have high standards. We enjoyed our stay tremendously. We prepared wonderful breakfasts at the house. Next time we would probably do more cooking since it is so well suited for preparation. We would go to the Village Shoppe (wonderfully fabulous) and Chesapeake Landing (absolutely terrific) for provisions and prepare a few more meals at the house. Delightful.
5.0
Despite the rainy weekend, we had a wonderful stay. The house is lovely and the backyard is amazing. Perfect location.
5.0
This house was perfect for 4 best friends celebrating their 40th birthday. We could easily walk everywhere and the pool was amazing. We will definitely visit again.
5.0
We truly enjoyed our stay and the use of the property, honestly we parked our car to never use it until we had to leave. We walked everywhere and more importantly enjoyed this lovely oasis of a home ! Weather was superb for enjoyment of the pool as well! Hope to be back again sometime soon !!
5.0
Quaint cottage has everything you need for a comfortable stay. Despite the cooler weather, we particularly enjoyed the privacy-fenced-in yard and pool. Perfect location to be just enough away from the noise but only a short walk from the main road, with great restaurants and shops- or to the water and marinas.
5.0
We truly enjoyed our stay and the use of the property, honestly we parked our car to never use it until we had to leave. We walked everywhere and more importantly enjoyed this lovely oasis of a home ! Weather was superb for enjoyment of the pool as well! Hope to be back again sometime soon !!
5.0
The cottage in St. Michaels was absolutely perfect! The yard and pool made it hard to leave an explore the quaint, historic town. It is on a perfect location to walk everywhere!!
We will be back soon!!
5.0
Quaint cottage has everything you need for a comfortable stay. Despite the cooler weather, we particularly enjoyed the privacy-fenced-in yard and pool. Perfect location to be just enough away from the noise but only a short walk from the main road, with great restaurants and shops- or to the water and marinas.
5.0
The cottage in St. Michaels was absolutely perfect! The yard and pool made it hard to leave an explore the quaint, historic town. It is on a perfect location to walk everywhere!!
We will be back soon!!
5.0
Just a short walk into town made this a perfect spot for us. The house was exceptionally clean and well equipped-exactly as described in the listing. Carol was extremely helpful. Thank you.
5.0
Every detail of this house is attended to. It is centrally located so you can walk everywhere and the house is better stocked than my own home! It made for a great escape, quiet and beautiful.
5.0
We enjoyed our stay at Harbor Hideaway! Very cute cottage and the owners have well stocked it in the event you need anything. Centrally located and a short walk to all of the shops and restaurants. We will definitely stay there again!
5.0
We had a lovely time in St. Michael’s! The house was immaculate and close to everything! Carol was very attentive and helpful. We look forward to staying here again!
5.0
We totally enjoyed our 2 week stay. Beds very comfortable. House was immaculate. The host is terrific to communicate with. Although we didn’t use the pool
We did use the patio and BBQ. Comfortable outdoor furniture. It’s a luxury cottage. The only thing you need to bring is food. The kitchen is very well equipped. We highly recommend this property.
5.0
We recently stayed at Harbor Hideaway when in Maryland for a family wedding. The home was perfect for our family of four. The location was great; we were easily able to walk to restaurants and shopping. Everything in the house was spotless, and we really appreciated the outdoor space. It was a great gathering place for other family members that were in the area for the wedding. Though we didn't really cook, the kitchen was well stocked. In addition, we appreciated that there were extra towels, pillows, and necessary paper goods. Also, after a late arrival, it was great to have coffee/creamer, etc. available in the house for first morning! I would not hesitate to recommend the house. Even though Carol was traveling out of the country, she checked on us to ensure we had what we needed. Great stay!
5.0
This guest home was superb in many ways - the location was right off the Main Street and markets, shops, restaurants, museums and marinas were within walking distance. This VRBO was very cozy and well stocked with bath towels, beach towels, two different coffee makers, kitchen supplies, flashlights, and updated appliances. The furniture was comfortable and the home was nicely decorated. The outdoor area was very pleasant with the wraparound sofa, several outdoor umbrellas, dining area, pool lounges, chairs, and the swimming pool was very soothing.
Thank you for the comfortable bicycles that were in great shape. I would like to add that we were really impressed with the cleanliness of the entire home and hope to return again.
Thank you for such a pleasant experience!!!
5.0
Everything was just perfect! Carol thought of everything. The home and pool are wonderful - clean, comfortable- it's the best place to stay.
5.0
Harbor Hideaway is the cutest house that is the perfect location in St Michael’s. It was so clean and was supplied with everything you could possibly want. The pool is amazing and was so nice to come back to after walking around town.
It is exactly what we expected. Kudos to the owners and property manager.
5.0
We had a wonderful experience. Everything was extremely clean and thought of. We can’t wait to stay again.
FAQs
How much does this cottage cost compared to others in St Michaels?
The average price for a rental in St Michaels is $527 per night. This rental is $308 above the average.
Is parking included with this cottage?
Yes, parking is listed as an amenity at St. Michael's Premier In-Town Rental with heated pool - Pool is open!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this cottage?
Yes, a swimming pool is available for use at St. Michael's Premier In-Town Rental with heated pool - Pool is open!. Enjoy the water!
Is St. Michael's Premier In-Town Rental with heated pool - Pool is open! pet friendly?
Yes! This cottage is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at St. Michael's Premier In-Town Rental with heated pool - Pool is open!?
We found 12 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.
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