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Waterfront Property, kayaks, private dock, near town

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Welcome to a beautiful day!
Enjoy Expansive Water Views from the Master Bedroom Deck
Enjoy beautiful views!
The property has a private dock and small beach.
Room

Reviews

9.8 out of 10, Loved by Guests
Top 10% based on
3 bedrooms2+ bathroomsSleeps 63000 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
St. Michaels, MD
  • Place, Saint Michaels Village
    ‪4 min drive‬
  • Place, St. Michaels Winery
    ‪5 min drive‬
  • Place, St. Michaels Marina
    ‪6 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪15 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom

1 Double Bed

Bedroom

1 King Bed

Bedroom

1 Single Bed and 1 Double Bed

Other

1 Double Futon

2 bathrooms, 1 half bathroom

Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom

Soap · Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Waterfront Property, kayaks, private dock, near town

Cranford on the Miles is an historic waterfront home located on 3+ acres, in St. Michaels, and 1+ mile from the beginning of town. Fully renovated, with WI-Fi, there is a Master Bedroom with king bed, sitting room, private bathroom and private balcony; Second Bedroom with a double bed; Third Bedroom with both a double and twin bed; and a Den with a trundle bed with 2 twins beds and a second balcony. Downstairs there is a queen sofa bed. Every room has a view of the water.

Linens, towels, beach towels, blankets and pillows provided.

Provided are two kayaks (one single, one double) for exploring the Chesapeake.

From the private dock you can watch wildlife, fish or crab. Roast marshmallows over the fire pit, or cook your fish on the grill. Bring your boat and launch from the public boat ramp within walking distance.

Or just relax on either the screened porch with ceiling fans, cushioned sofa and chairs, or the front porch rocking chairs. Indoors, every bedroom has a TV, large TV is genie ready, books, and music CDs for all ages. The second family room has a fireplace.

Talbot County Short Term Rental License Number STN-24-32.

There is also a community pool about 1 mile from the house.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Dogs 2 max, 55lb size,$100/wknd or $200/wk per dog
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Take out the rubbish
Turn off the lights and lock the doors
If settings or cables were changed on the large TV, return to original setting(s). Turn off all 5 thermostats in the summer. In the fall and winter turn heat to 50 and switch fan to auto.
Report any broken or soiled items. Put away all clean dishes, pots and pans. If used, dispose of grill and fire pit ashes. If heavy furniture was moved, please return to their original place.
Turn off all ceiling fans and unplug toasters, coffee makers.
Failure to complete these may result in a negative review from the host.
Early check-in and late check-out will be accommodate at $50 per hour
Three-night minimum stay for all short-term leases

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 and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

A car is recommended for transport to and from this property

About the area

St. Michaels

Located in St. Michaels, this holiday home is near a water park and on the waterfront. Saint Marys Square and Back Creek Park reflect the area's natural beauty and area attractions include Chesapeake Bay Maritime Museum and Easton Cycle and Sport. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
St. Michaels, MD

What's nearby

  • Saint Michaels Village - 4 min drive - 4.2 km
  • St. Michaels Winery - 5 min drive - 5.6 km
  • St. Michaels Museum - 6 min drive - 5.9 km
  • St. Michaels Marina - 6 min drive - 6.3 km
  • Chesapeake Bay Maritime Museum - 7 min drive - 6.9 km

Getting around

  • Cambridge Station - 36 min drive
  • Easton, MD (ESN-Easton - Newnam) - 16 min drive

Restaurants

  • ‪Stars - ‬7 min drive
  • ‪The Crab Claw - ‬7 min drive
  • ‪Carpenter Street Saloon - ‬6 min drive
  • ‪Foxy's Harbor Grille - ‬6 min drive
  • ‪t at The General Store - ‬3 min drive

Frequently asked questions

Is Waterfront Property, kayaks, private dock, near town pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Waterfront Property, kayaks, private dock, near town?

As of 5 Mar, 2026, prices found for a 1-night stay for 2 adults at Waterfront Property, kayaks, private dock, near town on 5 Mar, 2026 start from S$734, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Waterfront Property, kayaks, private dock, near town?

On-site parking is available at the property.

What time is check-in at Waterfront Property, kayaks, private dock, near town?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Property, kayaks, private dock, near town?

Checkout is at 10:00 AM.

Where is Waterfront Property, kayaks, private dock, near town located?

Situated on the waterfront, this holiday home is within 3 miles (5 km) of Saint Michaels Village, St. Michaels Winery and Windon Distilling. Classic Motor Museum and Back Creek Park are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 146 out of 154 reviews
Rating 8 - Good. 3 out of 154 reviews
Rating 6 - Okay. 2 out of 154 reviews
Rating 4 - Poor. 2 out of 154 reviews
Rating 2 - Terrible. 1 out of 154 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

John K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location and property. House has unique history and charm having been initially constructed in 1840.
Stayed 3 nights in Sep 2025

10/10 Excellent

Veronica W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a very nice stay in St. Michaels. Lisa is a very accommodating hostess. There were only two of us this time, but I can definitely envision bringing in more of our family next time to enjoy this place together.
Stayed 5 nights in Sep 2025

10/10 Excellent

Anne H.

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

Amazing Family Friendly Getaway

This is a beautiful historic property and the perfect setting for any escape. From the picturesque waterfront, to the charm of a historic home, this was truly a place to relax and enjoy the beauty of St. Michael’s. Our dogs loved the dock and swimming in Miles Bay, my teen and her friend enjoyed grabbing some sun on the decks. Peaceful sunsets with my husband and plenty of space to host a crab feast; or sneak into town for a meal at Ruse - this spot has it all. We can’t wait to come back!
Stayed 3 nights in May 2025

10/10 Excellent

James K.

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

Christmas in July

Great location and great space. Beautiful setting, incredible sunrise and perfect for sunsets
Stayed 3 nights in Jul 2021

10/10 Excellent

Joe C.

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

St. Michaels Rental

Very nice place! Everything was perfect! Lisa is a great host! Our plane was cancelled so she let us extend our stay free of charge! We will be back!! Thanks Lisa!
Stayed 7 nights in Jul 2024

10/10 Excellent

Joseph L G.

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

Beautiful Setting and Great Experience

We thoroughly enjoyed the time we spent at this property. The setting and grounds are beautiful; the house was spacious and well-appointed; and Lisa was a very attentive and gracious host. Thank you!
Stayed 3 nights in Jun 2023

10/10 Excellent

Verified traveller

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

Lovely historic house on the water

We just recharged at this lovely, thoughtfully restored and thoroughly modernized historic house on the water. From watching spectacular sunrises, working crab boats and a magnificent great heron perched on the dock to learning more about the area and being surrounded by articles and items from the house’s historical era, our stay was a delight.
Stayed 3 nights in Jul 2023

10/10 Excellent

Hannah O.

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

Relaxing weekend by the water

This was the perfect place for our Memorial Day girls trip! We spent the weekend doing yoga on the dock, cooking meals together in the large kitchen, eating dinner on the screen porch, and watching the sunrise. It was also very quick and easy to get into town in St Michaels for restaurants and shopping. We would love to come back!
Stayed 3 nights in May 2023

10/10 Excellent

Dayna M.

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

Interesting historic property

Everything was as described and photos were accurate. Lots of nice space and we enjoyed watching the horseshoe crabs on the beach and saw a tiny jellyfish and what may have been dolphins in the river. The wifi worked fine and we really enjoyed the cute town of St. Michaels and the maritime museum.
Stayed 3 nights in May 2023

10/10 Excellent

Timothy M.

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

Family Gathering

We enjoyed our time spent at Cranford on the Miles. The house and property was well provided for. The screened in porch was enjoyed all weekend by all of us even our four legged friends. We would definitely recommend this property for a relaxing stay at St. Michaels.
Stayed 4 nights in Aug 2023

10/10 Excellent

Elizabeth D.

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

Thanksgiving Fun

Wonderful! Cranbrook is beautifully decorated, is in an amazing location and the views are spectacular!. Lots of period pieces with descriptions - great historical info. Large dining room and additional eating area, nice sitting areas, kitchen is well appointed. Stairs to bedrooms but a pullout on main level. Historic house so bedrooms are walk thru but fine with us! Room for multiple remote work stations. We’ll be back.
Stayed 4 nights in Nov 2024

10/10 Excellent

Captain Blaine M.

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

Amazing property with views for Miles (pun intended)!!!!

A true original Chesapeake Bay Eastern Shore estate with terrific water access via nice dock into the beautiful Miles River. The house is filled with so very many historic and labeled artifacts and antiques. Lots of sitting areas throughout the home and a wonderful wrap around screened in porch overlooking the water. We will be back!
Stayed 3 nights in Sep 2023

10/10 Excellent

Jennifer C.

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

Lovely Spring Break

We stayed here at the end of March with our family of 3 kids ages 3 to 13 and Grandma. Crabbing season doesn’t start until April so we found some things in the area were closed for the season, but it didn’t matter because we had a fantastic time at this magical waterfront property. They have taken great care of this historical property and filled it with so many interesting artifacts! We enjoyed fishing off the dock, and seeing ospreys, bald eagles, herons and numerous song birds. We brought our bikes and enjoyed several rails to trails bike paths in the area. Just a short drive to town and all of its charming shops. Owner was wonderful, beds comfortable, great communication. We hope we can return soon!
Stayed 5 nights in Mar 2024

10/10 Excellent

Christine P.

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

Wonderful escape for New Years

We rented this property for the location; but thoroughly enjoyed so much more about it. Even though the weather was not great, we were able to enjoy the beautiful waterfront views throughout the house. I can only imagine how much more enjoyable it is during more pleasant weather. The inside was beyond charming. The character was spectacular and the special touches throughout the house were impressive; yet it was nicely updated with many modern conveniences. And, yes, the location was perfect, too. Just outside of St Michael's and not far from quaint Easton. We enjoyed visits to both. I would highly recommend if you're looking for a peaceful and relaxing waterfront getaway.
Stayed 3 nights in Dec 2020

10/10 Excellent

Jack G.

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

Good for long weeknd

My family stayed here for a family reunion. The check-in process was efficient and the host contacted me to make sure everything was okay upon arrival and departure. The property is very nice, albeit old-timey--this is clear in the description. Air conditioning works, as do the kitchen appliances. Only complaint was that I killed 15-20 flies in the kitchen over the course of 3 days. My sense is that this is par for the course for the Eastern Shore climate, but if that is a dealbreaker for you, consider elsewhere. Otherwise the unit was totally clean. I would stay here again.
Stayed 3 nights in Jul 2022

10/10 Excellent

Jack B.

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

Perfect Spot

The location of this property is fantastic It is on a quiet river with a dock for fishing, a little beach for young children and a beautiful space for kayaking. The house is well equipped and beautifully furnished. The kitchen had every appliance and tool that anyone would need. We ate our dinners on the wraparound porch while enjoying the breezes. There is plenty of space for everyone inside and out. While we spent most mornings at the house, we also took advantage of the opportunities nearby. St. Michael's is only a few miles away for meals out and shopping. Our family particularly enjoyed the Chesapeake Bay Maritime Museum in St. Michaels and ferry trip from Bellevue to Oxford for ice cream. This three generations of family is still talking about how much fun this vacation was and are still recounting memories of the best moments. The owners of this property have made this a really special destination house.
Stayed 7 nights in Jun 2023

8/10 Good

Alisa R.

Liked: Check-in, communication, location, listing accuracy

Million dollar view

The view of the water from this historic home is gorgeous. Communication with Lisa was easy and pleasant. Wonderful screened in porch and we made use of the fire pit. Master bedroom is huge. It’s a large historic home—1800s historic—so it has its creaks and quirks. I grew up in an old 1800s Victorian so it didn’t bother me. The layout of the bedrooms is a little awkward, which goes with the age of the house. Kitchen is updated nicely. There were lots of tchotchkes and items detailing the historic aspects of St Michaels. Made it a little nerve wracking for me as my adult son has autism and is a bit of a bull in a china shop. The house was rather dusty and there was more than one cobweb. Kitchen was spotless and well stocked, however. If you want to eat a bushel of crabs, this is the place for you! The porch invites you to sit a good spell. The furniture is well worn and I would suggest a new couch is in order. Easy access to St Michaels and Easton.
Stayed 4 nights in Aug 2020
This review was submitted before 2018 and can't be verified.

8/10 Good

Jane M.

St Michaels

If you are looking for a camp like atmosphere this is the place for you. The location is beautiful. The water views are lovely and the small town of St. Michaels is filled with charming little shops and places to eat. The House however is in need of some repair and seems to be maintained on a budget. The grass was not mowed, the landscaping was overgrown, the house exterior was in need of painting . The inside was clean but it also needed some serious attention. We have stayed at several VRBO homes in the past for the same amount of money and our accomendations were far superior. Furniture was worn and dirty, kitchen was nice but the pots and pans were limited and in some cases rusty. There were not enough linens for all of our guests and the dryer was not working properly.We had to tell our guests to bring their own towels. Outside there was no gas grill only an antiquated charcoal grill which was rusted and the legs were falling off. The grill was placed on a sewer cover quite a distance from the kitchen. The logistics of cooking and serving a meal were a bit of a challenge. With some TLC this place could be wonderful. My husband and I were disappointed and will not be staying here again.
This review was submitted before 2018 and can't be verified.

4/10 Poor

Cindy M.

Disappointing Property after Rave On Line Reviews

What you should prepare yourself to see at Cranford on Miles: • Upon arrival you will be greeted by the sight of an old golf cart covered by a rotting canvas cover. • The exterior of the home is dirty as if it has not been cleaned in years. • The screen door at the main entrance always hangs open as it does not latch well. • What serves as the 4th bedroom is actually a stairway landing with a twin daybed. There is a folding screen that may be dragged into position to provide 2-3 feet of privacy. • The landscaping is overgrown with vines creeping over decks and other shrubs. The rear porch egress is extremely narrow as the hedges have greatly overgrown the exit sidewalk on both sides. • Cooking a hot breakfast is troublesome as the only non-stick pan is a large skillet that cannot be leveled on the stove due to its dented bottom. • The king bed in the master bedroom has no skirt or cover and shows the exposed box spring at all times. • The wooden steps down the hill to the very small beach area are broken and/or missing. They are practically unusable. Once you get past the disappointment of the property itself, the Miles River view is beautiful.
This review was submitted before 2018 and can't be verified.

6/10 Okay

Denise L.

OK For Adults

The property is beautiful and the house is quaint. Most of you will have a wonderful stay. We really didn’t. If you have young children, you may want to rethink your plans. We spent most of the week keeping personal items of the owners away from our 3 year old son. The window sills were layered with bugs and the screens in such poor shape that we could not open windows, so AC was on all week. The valances to 2 sets of blinds literally fell off, one as I was first opening it and one that we hadn’t ever touched, as we were falling asleep. The refrigerator did not work when we arrived. We used our own cooler for almost 3 full days. The “beach” is tiny, more perfect for a 3-year-old than adults, but we were unable to access it until almost the last day we were there because of a nest of nasty hornets at its entrance. In fairness, Lisa was responsive in working to resolve the issues of the hornets and the fridge. Yet, the interesting part of the story is what happened after we left. We had only been out of the house for a very short time when Lisa called with a very different tone. She was not happy. My husband had taken the spread off a bed we did not use when setting up another room for our son. Lisa accused us of having additional guests based on this “evidence”. Did we rent a 3-BR house, or 2 beds? And, we couldn’t find all the Beanie Babies as we raced to meet the 10 am checkout, but figured the cleaning crew would find them. And, we inadvertently took an umbrella that looked like one that we had brought with us. We buy these umbrellas for $3-5 on the streets of NYC, but offered Lisa $20 off our deposit for our mistake. We never heard from her again or received our security deposit back. Now, we agreed to $20 for a missing umbrella, but no refund of our security deposit and no further explanation? What about the inconveniences that made our stay considerably less than expected? Not to mention, spending a week trying to protect their things from a curious 3-year-old. If they don't want toddlers in the house, then they should say so, but if they’re going to welcome toddlers and the money their parents are paying for the house, then they should adjust the accommodations or their standards accordingly.

2/10 Terrible

Leigh R.

Not worth the price at all!

The house was big & the back yard was beautiful, however the long driveway was dark and tree covered resulting in TONS of mosquitoes. The house itself is old so the floor plan was choppy which is especially difficult when traveling with children. Very creaky floors, the entire upstairs had steps up into every room and you had to go through some rooms to get to others. The Den which is also called the 4th bedroom is just a landing at the top of the steps with an old day bed in it. We had to walk past people sleeping every night to get to our bedrooms and again VERY creaky floors. The couches and chairs in the living rooms were not comfortable or inviting. Some of the beds didn't have headboards and were also very creaky beds. The add said there were TVs in every bedroom which is true but the cable wasn't on so you couldn't watch them! Only the living room TV worked. For a rental house there were soooo many glass and antique items which just made us all nervous. The owners were there when we arrived despite the fact that we had the info to get into the property ourselves. We are on vacation. The last thing I need is to feel checked up on or to have to entertain a stranger for an hour (which is how long they stayed)! The kitchen was well stocked for cooking and the living rooms were large. The back yard was beautiful and the doc was nice for sitting near the water. We couldn't figure out how to get into the water to Kiyak though. The steps were covered by weeds and broken and the only other way in was down the rocks which were covered and I mean covered in these disgusting roach like bugs! So we didn't do anything in the water. We fished every day and didn't have a bite and we tried crabbing and also nothing. But there were sting rays that would swim past the doc and we swore we saw dolphins one night (not sure why any of those animals were in a river though). Just beware the mosquitoes are beyond outrageous here. We were covered in bug spray the entire time and still came home eaten alive. Finally the "refundable" deposit is only partially refunded. They take out almost $90 to cover their costs for processing credit cards which was total bull. I've stayed at many places in St. Michaels, this was by far the most disappointing place. It is close to town and large and well stocked kitchen, but it wasn't worth the awkward sleeping arrangements, uncomfortable living room, creaking floors, owners visiting, breakables everywhere & bugs!
Stayed 4 nights in Jul 2018

10/10 Excellent

Marjorie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely views and amenities . Perfect location to all activities . Felt like a family beach house .
Stayed 4 nights in Aug 2025

10/10 Excellent

Elise S.

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

So relaxing!

We had a lovely Thanksgiving with our family - and it was perfect for all of us. Close to town and restaurants and grocery. Great communication with owners and overall was delightful!
Stayed 6 nights in Nov 2022

10/10 Excellent

Deb S.

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

Just perfect

This place was the perfect getaway for our girls trip. Everyone had plenty of space, kitchen was well stocked, and the views can’t be beat. Would highly recommend.
Stayed 3 nights in Nov 2022

10/10 Excellent

Carmen P., California

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

Idyllic

Historic, relaxed, comfortable, and spacious house on gorgeous, expansive waterway. The views from the entire house are beautiful, and the screened wraparound porch is the perfect place to have a meal, or morning coffee, or to sit and relax while enjoying the view. The house has its own pier and sits on a large lot surrounded by trees. St Michaels' restaurants are 3 mi away and the lovely Tilghum Island is half an hour away via a country drive. Just perfect. Lisa was a wonderful and attentive host.
Stayed 5 nights in Sep 2022

About the host

Hosted by Lisa Sanders

Host profile image

Why they chose this property

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