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ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms

Photo gallery for ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms

Outdoor spa tub
Outdoor dining
Exterior
4 bedrooms, desk, iron/ironing board, free WiFi
Outdoor dining
Escape to this serene retreat, nestled near St Michaels and overlooking Long Haul Creek. Unwind on the expansive outdoor deck or in the heated swim spa, which transforms into a relaxing hot tub at night with fountains and colorful lights. Enjoy water views from almost every room, a gourmet kitchen with multiple cooking options, and comfortable seating areas perfect for games or TV nights.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 8251 sq m

Popular amenities

  • Washer
  • Dryer
  • Kitchen
  • Fireplace

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms

YOUR CHESAPEAKE DREAM GETAWAY-SPECIAL NIGHTLY RATE OF $950 FOR BOOKINGS MAY 26-30,JULY 16-19 and JULY 27-8/2
Fantastically Located: Just 1 mile from historic St. Michaels, offering the perfect blend of seclusion and convenience.
Unique Transportation Options:
• Harbor Shuttle available from private dock, avail for Sunset Cruises too
• Easy walk, run, or bike to town (only 1.1 miles)
• Close to Chesapeake Bay Maritime Museum
• Nearby ice cream shops, restaurants, and local attractions
Property Highlights
Outdoor Oasis
• Private, heavily wooded location on a secluded lane
• Expansive deck overlooking Long Haul Creek
• 19 foot temperature-controlled swim spa 5 feet deep
• 2-speed current for swimming
• Jetted seats
• Multi-colored lights
• Fountain spouts
Waterfront Amenities
• Private deep-water dock (30 & 50 amp power, water)
• Face-dock with 6’+ depth
• Boat-friendly slip
• Crabbing paradise (Crab pots provided!)
• Waterside firepit with complimentary wood
• Magnificent sunset views
• Views of Miles River Yacht Club
Recreational Equipment (All Included!)
• 5 Kayaks with life jackets
• 4 Bikes
• Outdoor pergola with dining table (seats 8)
• Weber barbecue
Interior Comfort
Living Spaces
• Natural light throughout
• Coastal-style interior
• Water views from almost every room
• Comfortable living room with expansive seating
• Game and TV areas
Gourmet Kitchen
• Open-plan design
• Double features:
• 2 sinks
• 2 dishwashers
• Double oven
• Cooking options: Gas and induction
• Fully equipped with:
• Blender
• Juicer
• Kitchen Aid mixer
• Coffee grinder
• Keurig machine
• Extensive spice collection
Bedrooms
First Floor Master Suite
• King-size 4-poster bed (new mattress)
• Direct deck access
• Gas fireplace (winter months)
• Wall-mounted TV
• Marble bathroom with:
• His and her vanities
• Bidet
• Glass shower
• Jetted soaking tub
Second Floor Master Suite
• Queen-size bed
• Water views
• Smart TV
• Connected skylit office/art studio
• French doors
Additional Bedrooms
• Third bedroom: Queen-size, peach-colored
• Fourth bedroom: Two double beds, blue-colored
• Newly renovated connecting bathroom
Extras
• Quality linens and towels provided
• Large swim spa towels
• Life vests available
• Pet-friendly (pending breed/size approval)
• No cats allowed
House Philosophy
This isn’t just a rental—it’s a beloved home carefully shared to help others experience the amazing Chesapeake Bay lifestyle. Guests are asked to treat the property with the same respect they would their own home.
Booking Details
• 7-night minimum stay in July and August preferred
• Flexibility considered when scheduling permits
• Additional reviews available on VRBO

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Smart TV with cable/satellite channels
  • Video library

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina
  • On a river
  • On the waterfront

Things to do

  • Bicycles
  • Gym
  • Heated pool
  • Kayak
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hunting nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Unit size: 2,700 square feet

Policies

Check-in

Check-in time starts at 5:00 PM
Minimum check-in age - 30

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Checkout is 10 AM, $50 per hour charge for late checkouts due to cleaning schedule, unless otherwise agreed to by Agent.
$5000 damage protection insurance is required at a cost of $99.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 23 kg per pet)
Note from host: Dogs will be considered on a case by case basis.

Children and extra beds

Children are welcome
Note from host: Nice furnishings so well behaved kids only

Events

No events allowed

Smoking

Smoking allowed: in designated areas

Important information

You need to know

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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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
Property Registration Number STRN-24-11

About the area

Map
St Michaels, MD

What's nearby

  • St. Michaels Marina - 3 min drive - 2.1 km
  • Chesapeake Bay Maritime Museum - 3 min drive - 2.1 km
  • 1879 Hooper Straight Lighthouse - 3 min drive - 2.1 km
  • St. Michaels Winery - 4 min drive - 2.7 km
  • Saint Michaels Village - 6 min drive - 4.1 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 24 min drive

Restaurants

  • ‪Foxy's Harbor Grille - ‬5 min drive
  • ‪Stars - ‬4 min drive
  • ‪Carpenter Street Saloon - ‬4 min drive
  • ‪Chesapeake Landing - ‬5 min drive
  • ‪The Blue Crab - ‬4 min drive

Frequently asked questions

Does ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms?

Check-in begins at 5:00 PM.

What time is check-out at ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms?

Checkout is at 10:00 AM.

Where is ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms located?

Situated on the waterfront, this holiday home is within 2 miles (3 km) of Perry Cabin Park, Saint Michaels Town Hall and Muskrat Park. Higgins Yacht Yard and Marina and Chesapeake Bay Maritime Museum are also within 2 miles (3 km).

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ST MICHAELS-Private Waterfront, Huge Deck& 19’Swim spa-pool, Kayaks, 2 MBRooms Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 33 out of 34 reviews
Rating 8 - Good. 1 out of 34 reviews
Rating 6 - Okay. 0 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Marlies C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer getaway

Lovely home in a lovely setting. Convenient to attractions. Really terrific!
Stayed 8 nights in Jul 2023

10/10 Excellent

Amy V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for our family

We loved it here! It was in a private & beautiful location. The house was very comfortable and charming. We enjoyed the dock, fire pit and lap pool. Loved exploring on the bikes that were provided. Kath was a great host. Would definitely stay here again.
Stayed 7 nights in Jul 2023

10/10 Excellent

Kelly R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Breathe and Light

Deep breath in the beauty, nature, pampering and stillness. Breath out your worries, tension, otherness. Let your natural light shine forth.
Stayed 3 nights in May 2024

10/10 Excellent

Thomas B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay

Our time at Kathi's place was perfect for our family of 3 (with a toddler) and two sets of grandparents. The setting is magical - surrounded by old growth trees and set right on the water, we had spectacular sunsets through our stay. The house is so well appointed and spacious including en suite bathrooms to all bedrooms. The pool was a fantastic amenity to have because it was small enough for our toddler to swim in but big enough for adults as well and easy to securely cover when not in use. The wrap around deck is inviting for having meals al fresco and happy hours. The yard is spacious for running around but shaded due to the trees. And the dock access to the water was great, especially for fireworks watching. We can't thank Kathi enough for being so welcoming and sharing her beautiful home with us.
Stayed 4 nights in Jul 2024

10/10 Excellent

Elizabeth B., Bethesda, Maryland

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house on Long Haul Creek

Our group included two grandparents, two parents and two children, 9 & 11. The children were in sailing camp during the weekdays, but came home and really enjoyed the swim spa, as did the other family members. Kayaking and biking were the other activities that kept us thoroughly entertained. There were three kayaks for use by guests and four bicycles. The house is extremely well equipped, comfortable and in a great location in St. Michaels. We had a very nice two-week stay.
Stayed 14 nights in Jul 2023

8/10 Good

Scott S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time in a beautiful home

Great house in a beautiful setting. You’ll need to drive to downtown- unless you bike- but we had no trouble finding parking on Memorial Day weekend.
Stayed 3 nights in May 2023

10/10 Excellent

Linda H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing house

We had our first family vacation (3 generations) in three years due to the pandemic. We all fell in love with the property. We had all kinds of plans but ended up spending much of our time at the house. It was so relaxing; a huge beautiful deck, beautiful view of the water, a wonderful infinity pool and more. We went kayaking off the dock and caught huge crabs off the dock (and Kath supplied everything you'd need to have a crab fest). Kath recommended some great restaurants and the property manager was so helpful in getting us acclimated to everything the property had to offer. We hated having to leave and go home. A truly memorable experience.
Stayed 3 nights in Sep 2022

10/10 Excellent

Ann S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect peaceful spot to relax with family

We kayaked, rode bikes and even caught a crab from the end of the dock. Kathleen’s home is lovely with a gourmet kitchen, super comfortable bedrooms, a huge deck and lap pool our kids enjoyed. The location is terrific - very close to town, but a quiet idyllic setting. We highly recommend it.
Stayed 4 nights in Aug 2022

10/10 Excellent

Heather A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house on the water

The house was clean and lovely to stay in. The spa/pool was broken the first half of our stay but the owner worked diligently/everyday to try and get it working. When it worked, it was great to use! Very close to all the restaurants and shops.
Stayed 5 nights in Aug 2022

10/10 Excellent

Daniel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome in every way

The house is great and well equipped. We brought much more than we needed. Wonderfully relaxing and very well located close to St. Michaels. Kath is a delight! We look forward to going back.
Stayed 14 nights in Jun 2022

10/10 Excellent

Suzanne P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home in St. Michael's

We had a lovely time at this home for a multi-generational family vacation this past week. We brought along our sailboat, SUPs and kayaks and spent a lot of time on the water, and out of the back deck which is an amazing space at this property. The location could not be better - easy drive or bike ride or sail into the town of St. Michael's. Highly recommend this property!
Stayed 7 nights in Jun 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Serene Waterside Location in St. Michaels

This serene and peaceful property was perfect for my family of 4 adults with two well-behaved dogs. We love the spacious yet cozy, homey feeling and the comfy beds. The wrap around deck and covered dining area offered very versatile outdoor spaces and the perfect place for playing cards together at the end of the day.
Stayed 9 nights in Jun 2022

10/10 Excellent

Bobby G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

fantastic location, lovely home

we loved Kath's home.
Stayed 7 nights in May 2022

10/10 Excellent

Tracy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect family gathering destination.

A beautiful, peaceful home, inside and out, that 3 generations enjoyed immensely - from sitting on the deck looking at the beautiful view to exploring in the kayaks. The host, Kath, and the property manager were extremely kind, helpful, and responsive. We highly recommend this lovely spot.
Stayed 3 nights in Sep 2021

10/10 Excellent

Jen N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot

The house was a perfect weekend getaway on a beautiful property. Thanks for everything!
Stayed 3 nights in Sep 2021

10/10 Excellent

Laura P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Serene, beautiful house near town

Serene, beautiful house near town Great communication, expectation set. Lovely house in a peaceful setting, near the village of Saint Michael’s.
Stayed 3 nights in Sep 2021

10/10 Excellent

Sherri C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property!!

We had an awesome time! Location is great, property is beautiful and has every amenity needed to have a great time. Owner is great at communicating and property manager took us through the house and explained everything to us. Which light switches work which lights and how to use the TV! So important for renters!!
Stayed 4 nights in Sep 2021

10/10 Excellent

Barb B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Waterfront serenity

We have been to St Michaels several times but it was our first visit to Southport. This home is waterfront serenity with your cup of coffee or evening glass of wine. Very lovely, home with comfortable beds, equipped kitchen, fire pit and crab traps. Hilights included kayaking, our homemade crab dip, cornhole competitions and the evening fire pit. Awesome weather allowed us to eat all of our meals, and enjoy cards on the large deck. Wish we could have stayed longer!
Stayed 4 nights in Sep 2021

10/10 Excellent

jackie w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Labor Day getaway

The house was beautiful inside but the view of the water from the deck and the dock was even better. Great location and very close to downtown St Michaels. The owner and property manager did everything they could to make our stay perfect. We will definitely treasure the memories made here kayaking, fishing off the dock, enjoying the deck and swim spa, and enjoying a fire in the evenings. Would recommend to anyone looking for an escape less than 2 hrs from DC.
Stayed 4 nights in Sep 2021

10/10 Excellent

Jennifer L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family vacation

This house was perfect. Such a beautiful setting and location. Sunrise kayaking and sunset boating was awesome. We all loved it.
Stayed 7 nights in Jul 2021

10/10 Excellent

Jacqueline G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

What a magical place!

We feel so lucky to have had our family get together here. The place is stunning - the rooms are clean and lovely, the view is amazing. We could spend hours on the deck. And Kathleen's recommendations were all fantastic. She is a wonderful host and this is a wonderful place - I hope we can come back!
Stayed 7 nights in Jul 2021

10/10 Excellent

Stephen G., Keswick VA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous home beautiful location

This is a one of a kind home away from home with beautiful views, quiet, and a slice of tranquility. Beautifully furnished, uncommon amenities and reliable high speed Internet. St. Michael’s itself is worth the drive and as unique as this property. The pool is also exceptional and situated for sun and shade. Excellent communications throughout start to finish.
Stayed 7 nights in Jul 2021

10/10 Excellent

Amie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Better than the photos!

We had an amazing 3 day weekend at this property. The house is set up with every imaginable item needed for cooking, cocktail-making and relaxing. The view was beautiful and we really enjoyed the yard with the swing and the fire pit. Kayaking in the morning was meditational! Kath was such a fun and welcoming host. Our pups had some informal play-dates and that made it even better. I would highly recommend this house and definitely stay there again.
Stayed 3 nights in Jun 2021

10/10 Excellent

Patricia S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic City Getaway

My husband and I had a wonderful time at this lovely property. We loved the deck, the pool, the dock, and the location was so convenient to town. We can’t say enough about this beautiful home. We will be back. Thank you Kath!
Stayed 4 nights in Jun 2021

10/10 Excellent

David S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Even Better Than Expected

It's hard to appreciate the setting from the photos. Apart from one round of lawn mowing and the occasional laugh from a neighbor across the water, it's very quiet. I loved the reflection of the rippling water on the tree trunks. We were fortunate to stay when host Kath was not traveling (staying in her garage apartment). Her extra attention (when we asked) was delightful, as was her puppy Lexi. The only complaint from our friends who stayed in the larger room upstairs was the tight size of the shower. I've used much smaller showers, but didn't try this one. The supply of incidentals like paper towels and food wraps was much more extensive than typical. I suspect that's because it's not managed by a firm trying to squeeze every dime from each rental. Be sure to have dinner at 208 Talbot.
Stayed 4 nights in Jun 2021