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

Q: How much does it cost per night to stay in St. Michaels cottage?

Best-rates for the St. Michaels cottage starts from $766 per night with includes Child Friendly, Internet, Kitchen, Parking, Ocean View, Balcony/Terrace, Security/Safety, Wellness Facilities, Fireplace/Heating, Laundry, View, Private Pool, Air Conditioner, Oceanfront, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Pet Friendly, Pool, TV, Sports/Activities, Bedding/Linens with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

10.0 (144 Reviews) | Pet Friendly 2 Bedrooms 2 Bathrooms 4 Guests

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

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 Pet Friendly, Pool, TV, among other amenities. This Cottage features Pet Friendly, Pool, TV, 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.

Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 3:30 pm contactless check-in available minimum check-in age: 25

Check-out Check-out before 10:30 am contactless check-out available

Child Policy Children are welcome. note from host: stairway up to second floor is steep-caution

Pet Policy Note from host: $150 must declare or risk eviction-neighborwatch pets allowed service animals are welcome, and are exempt from fees

Smoking Policy Smoking is not permitted;owner extremely allergic

Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

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Reviews

Paul P. May 22, 2025 05:59:58 AM

Summary: I’ve stayed at this property 3 times. Same result every time. Great location, spotlessly clean, and excellent communication with Carol, the property manger. Strongly recommend.

Linda S. Jan 22, 2025 01:08:26 AM

Summary: This is a lovely home with all the amenities you would need. Super clean and well appointed. I recommend this property and host without reservation.

Jennifer F. Dec 2, 2024 03:29:30 AM

Summary: The property was beautiful, the home was well stocked and very comfortable.

Annie K. Oct 10, 2024 09:40:49 PM

Summary: The house was perfect - exactly as it looks in the listing- and the check out process was one of the best I’ve seen on VRBO (no need to take out trash etc.). Carol was extremely friendly and responsive and the pool is an added bonus! 5 stars from us!

Abigail D. Sep 26, 2024 11:03:26 PM

Summary: Beautiful house, lovely accommodations, unbeatable location. Would return!

Pam D. Sep 10, 2024 05:17:53 AM

Summary: We had a wonderful experience at the Harbor Hideaway. We will do this again for sure!

Michael D. Sep 5, 2024 10:52:47 PM

Summary: This is a perfect property for a couples' weekend away. The house is clean, gives an accurate description and has amazing outdoor space. You could not ask for a better location for walking to restaurants, bike riding or just exploring the town.

John K. Sep 3, 2024 12:49:55 AM

Summary: The description of the property is dead on. The house was spotless and Carol is by far and away exceptional to work with. They have thought of everything you could possibly need or want while staying here. The location is fantastic that you can just park and wall to everything you wish to do. The extras like kayaks, bikes, and all the toiletries you need make for a great stay. The beds were really comfortable and having sheets, towels and pool towels provided makes it so much easier. The pool was a refreshing addition on and you are located in a very quiet area so it’s very relaxing. We will 100% be returning for many future trips. If you are lucky enough to stay here it will instantly become your favorite go to cottage. Also, don’t worry the description is completely accurate as a matter of fact it really doesn’t do it justice. Enjoy your stay if you get to book here.

Kenneth C. Aug 25, 2024 03:55:44 AM

Summary: Great place for a home base while exploring St. Michaels. The pool was a nice addition.

Colleen R. Jul 31, 2024 08:51:20 PM

Summary: This property is so wonderful. Absolutely spotless and comfortable. The pool is fantastic and it has everything you need to enjoy St. Michaels!

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 $766 per night with includes Child Friendly, Internet, Kitchen, Parking, Ocean View, Balcony/Terrace, Security/Safety, Wellness Facilities, Fireplace/Heating, Laundry, View, Private Pool, Air Conditioner, Oceanfront, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Pet Friendly, Pool, TV, Sports/Activities, Bedding/Linens with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

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.

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Nightly rates from:

US $766