Waterfront w\/Deepwater Pier Walking Distance to Downtown Chestertown
About this house rental
Nestled in Chestertown, this lovely house for $471 per night is a great option for your next break. My place is located in a quaint neighborhood close to downtown Chestertown; 1 mile walk. This home has a large screened porch & inviting outside patio. Cruise the Chester River with the canoe or two paddle boards provided. Feel free to bring your boat & dock at our deep water pier. Crabbing (trap & net), fishing (2 rods), & biking (4 provided) are also fun activities to enjoy here at the property. Fire pit (all seasons), indoor fireplace, and outdoor hot tub (available October through the end of April). We will do our best to keep hot tub in working order, but cannot guarantee it will be in working condition 100% of the time. It does take longer to get technicians out here. However we will do our best. We look forward to your stay. All are welcome.
Amenities
Air conditioner
Kitchen / Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony / Patio
Dishwasher
Hot Tub / Spa
TV
Garden
Family friendly
Map of Chestertown, MD
Reviews
5.0/5.0
Outstanding(80 Reviews)
5.0
We enjoyed our stay very much. The house was clean and well-appointed. We had 3 generations with us and everyone was comfortable. We all spent many hours outside at the river’s edge relaxing and enjoying the views. Beth was responsive to our questions and very accommodating to our special needs. We won’t hesitate to book here again!
5.0
This house was lovely and fit our family perfectly to prepare for our son's wedding in Chestertown. The host (Beth) was very responsive to any questions we had upon our arrival.
10.0
We wanted a vacation that would be easy for a 2-month-old baby and this place was perfect we enjoyed playing games at the house, fishing on the dock, swimming and kayaking ,star gazing from the dock.house was great!
5.0
We wanted a vacation that would be easy for a 2-month-old baby and this place was perfect we enjoyed playing games at the house, fishing on the dock, swimming and kayaking ,star gazing from the dock.house was great!
10.0
This was unexpectedly wonderful. We really feel like the photos in the listing do not do this home justice. When you walk in this home, you were walking into an immaculate space, well thought out and will planned. Every room is fully stocked with everything you need. We made the mistake of stopping at a local grocery store for things like olive oil, and toilet paper. Completely unnecessary. Beth has this home completely stocked and ready for everyone!
The kitchen had every appliance and gadget that we needed. The backyard was incredible. We wish that the person that mows the lawn didn’t randomly show up while we were outside. But aside from that, the outdoors were amazing. It was quiet, it was peaceful. The neighbors were delightful. We had intended on going crabbing, which did not work out because we were a little early in the season. But we still enjoyed the canoe, fishing, kayaking and sitting in the outside screened in porch. The showers are huge and luxurious. The beds were more comfortable than what we have at home. There is a reason this home has five stars. And that is because Beth goes the extra mile in every area of the house to make sure that the people that stay there truly feel like they’re at home. Beth responded to every message in a timely manner. She left very clear instructions on how everything works in the home. You can tell she is incredibly organized. I recommend this home to anyone who wants a luxurious family vacation.
10.0
This house was perfect for us! We had everything we needed for our extended family. Plenty of room. Big screened in porch. Nice fire pit. Loved to take out the canoe and paddleboard out on the water. Nice and cool in the shade and warm on the dock. Everyone had so much fun! Clearly a much loved house. So close to town and to a day trip to Annapolis.
5.0
This was unexpectedly wonderful. We really feel like the photos in the listing do not do this home justice. When you walk in this home, you were walking into an immaculate space, well thought out and will planned. Every room is fully stocked with everything you need. We made the mistake of stopping at a local grocery store for things like olive oil, and toilet paper. Completely unnecessary. Beth has this home completely stocked and ready for everyone!
The kitchen had every appliance and gadget that we needed. The backyard was incredible. We wish that the person that mows the lawn didn’t randomly show up while we were outside. But aside from that, the outdoors were amazing. It was quiet, it was peaceful. The neighbors were delightful. We had intended on going crabbing, which did not work out because we were a little early in the season. But we still enjoyed the canoe, fishing, kayaking and sitting in the outside screened in porch. The showers are huge and luxurious. The beds were more comfortable than what we have at home. There is a reason this home has five stars. And that is because Beth goes the extra mile in every area of the house to make sure that the people that stay there truly feel like they’re at home. Beth responded to every message in a timely manner. She left very clear instructions on how everything works in the home. You can tell she is incredibly organized. I recommend this home to anyone who wants a luxurious family vacation.
5.0
This house was perfect for us! We had everything we needed for our extended family. Plenty of room. Big screened in porch. Nice fire pit. Loved to take out the canoe and paddleboard out on the water. Nice and cool in the shade and warm on the dock. Everyone had so much fun! Clearly a much loved house. So close to town and to a day trip to Annapolis.
10.0
Overall this is a beautiful rental. The view is amazing and the house is decorated so nicely. My husband loved it and wanted to plan another visit for a longer stay. One of the nicest parts of the rental was the departure instructions. They were easy and not excessive as we have experienced before in other rentals. Thanks for the hospitality!
5.0
Overall this is a beautiful rental. The view is amazing and the house is decorated so nicely. My husband loved it and wanted to plan another visit for a longer stay. One of the nicest parts of the rental was the departure instructions. They were easy and not excessive as we have experienced before in other rentals. Thanks for the hospitality!
8.0
I cannot overstate the beauty and peacefulness of this location. We had our family ages 5-85 together to celebrate my son’s graduation. The home easily accommodated the unique needs of this wide age range. We are so grateful to have been able to spend special family time here.
4.0
I cannot overstate the beauty and peacefulness of this location. We had our family ages 5-85 together to celebrate my son’s graduation. The home easily accommodated the unique needs of this wide age range. We are so grateful to have been able to spend special family time here.
5.0
Great
5.0
We had fun on our visit to Chestertown. It's a great colonial-style town, with nice restaurants and coffee shops.
We enjoyed the property's hot tub with its view of the river. And we took several canoe rides along the river, too. It was easy to launch the canoe from the sandy beach.
The house was great! Comfortable beds, modern kitchen, lots of sofas for relaxing. A very satisfying visit!
10.0
We booked this property for our family to stay during my cousins wedding weekend. We selected it based on the single level and low step count for my grandmother who was planning on staying with us, but unfortunately had a stroke and was not able to make it. It is the perfect location on the river, close to town, and filled with amenities. While in late dec it was way too cold to use the paddleboards, I’m sure those would be lovely in the warmer months. We loved the fireplace and that the kitchen had everything needed to make breakfast during our stay. The beds were all very comfortable, which is rare for a rental. The heated floor in the master bathroom was a nice surprise as well. The property was difficult to find at night due to lack of lighting , but we did just fine with our GPS. Beth was kind enough to let us know that the property was available early on check in day, which saved us from a meltdown with our 7 and 1 year olds who were worn out from our day in the car. My only struggle was that the cabinets were not childproof, which was a struggle with a toddler but nothing unexpected. If we had brought my grandmother, should would have struggled as the toilet area in the master doesn’t have grab bars and the master bed would have been difficult to get in and out of due to its height, maybe something to consider for the future as this is a property with the ability to be handicap accessible. We loved the house and would definitely stay again.
5.0
We booked this property for our family to stay during my cousins wedding weekend. We selected it based on the single level and low step count for my grandmother who was planning on staying with us, but unfortunately had a stroke and was not able to make it. It is the perfect location on the river, close to town, and filled with amenities. While in late dec it was way too cold to use the paddleboards, I’m sure those would be lovely in the warmer months. We loved the fireplace and that the kitchen had everything needed to make breakfast during our stay. The beds were all very comfortable, which is rare for a rental. The heated floor in the master bathroom was a nice surprise as well. The property was difficult to find at night due to lack of lighting , but we did just fine with our GPS. Beth was kind enough to let us know that the property was available early on check in day, which saved us from a meltdown with our 7 and 1 year olds who were worn out from our day in the car. My only struggle was that the cabinets were not childproof, which was a struggle with a toddler but nothing unexpected. If we had brought my grandmother, should would have struggled as the toilet area in the master doesn’t have grab bars and the master bed would have been difficult to get in and out of due to its height, maybe something to consider for the future as this is a property with the ability to be handicap accessible. We loved the house and would definitely stay again.
5.0
My friends and I had a great weekend in Maryland. Our stay at the Connor’s house was the perfect place to get away, relax and enjoy. It was our hub for the days in which we attended both University of Maryland and Baltimore Ravens football games. Both locations around an hour away.
The house itself is spacious, clean and comfortable. We spent the majority of our time lounging by the fireplace. The property is beautiful with a large yard and scenic view of Chesapeake Bay. We were visited by a couple bald eagles each morning. If not for the chill in the air, we would have spent much more time outside or in the water.
The rental experience with Beth was a pleasure. She made us feel at home. Hopefully, we’ll make our way back soon.
10.0
Good,
A few minor repairs should be done master bath one hot water did not work,
other bath wash bowl stopper did not work
third bath has a water drip needs repaired
5.0
Good,
A few minor repairs should be done master bath one hot water did not work,
other bath wash bowl stopper did not work
third bath has a water drip needs repaired
5.0
This was our third time staying in this beautiful home. The home has everything you need to have a great time. We saw eagles, caught a few crabs and catfish from the pier . The owner Beth is quick to respond for anything you need. Hope to book it again next year.
5.0
Great place for our family stay. Beautiful sunsets, loads of fun on the river, and a responsive owner!! Thanks, Beth!
10.0
We had a lovely time in this home - playing cards in screened in patio, paddleboarding, and exploring the little towns around the bay. The homeowner, Beth, was made everything very easy and was a pleasure to work with for the rental.
10.0
Great gathering place for our mother’s 100th birthday celebration.
5.0
We had a lovely time in this home - playing cards in screened in patio, paddleboarding, and exploring the little towns around the bay. The homeowner, Beth, was made everything very easy and was a pleasure to work with for the rental.
5.0
Great gathering place for our mother’s 100th birthday celebration.
5.0
Our group of 8 adults enjoyed our stay. We enjoyed the water front seating, screened porch seating and interior spaces. Nice home!
5.0
We enjoyed our stay!! This home is lovely. We just wish we had more there as we were very busy with wedding events!!
5.0
Cozy home with spectacular views in a very convenient location. Excellent all around.
We stayed in Beth's home the week before our daughter's wedding at Brittland Manor, and it was one of the best decisions. We were able to relax together as a family, while also finalizing details for the wedding weekend. We loved the layout with the king master suite at the opposite end of the house from the other guest bedrooms. The kitchen was stocked as if you truly are staying in a home - there are spices, oils, coffee filters and wide variety of cooking utensils. The beds were comfy, and the house well-appointed and very clean, but the views of the Chester River from the back screened porch, yard and bedrooms really stole the show. Our family shared some wonderful evenings together around the fire pit and hanging out in the hammock. We won't forget this week. Beth was very quick to respond to questions and was very helpful. Check in was quite easy. We loved our stay here - it was so relaxing even during what could have been a stressful time. Tip: if you rent before a wedding, try to arrange check-out, as we did, for the day after the wedding venue checkout. We needed the extra day to pull ourselves together and decompress and re-pack. I would definitely stay here again.
5.0
Nice base for a wedding weekend
We enjoyed our stay!! This home is lovely. We just wish we had more there as we were very busy with wedding events!!
5.0
We had a wonderful experience. Beth made sure we had any questions answered. The house is bigger than what the pictures show and it's very well equipped.
5.0
Wonderful stay, even better than description
We had a wonderful experience. Beth made sure we had any questions answered. The house is bigger than what the pictures show and it's very well equipped.
5.0
Family Weekend
We LOVED Beth’s house!!!! It was absolutely beautifully furnished and the beds were so comfy! The property was gorgeous and so great to be right on the river with kayaks and canoes provided!! We loved hanging out in the screened in porch and highly recommend this property!!
5.0
Beautiful home and yard only added to our wondeful weekend celebrating our dear friends sons wedding. Gorgeous waterfront views, spacious floorplan. Everything we were looking for...plus🤗
5.0
Beautiful Sept. Weekend
Beautiful home and yard only added to our wondeful weekend celebrating our dear friends sons wedding. Gorgeous waterfront views, spacious floorplan. Everything we were looking for...plus🤗
5.0
We stayed at this property during our daughters wedding at Brittland Manor, which was only 1.2 miles from the venue. The cleaning team prior to our arrival was fantastic… They even wash the inside and the outside of the windows!. It is equipped with very nice appliances, silverware, glassware and everything you could want. The furniture was beautiful and comfortable, linens and towels very upscale. Although we didn’t get to spend much time out front by the river, it was gorgeous. We would love to come back during a less stressful time and be able to take advantage of being right on the water and use the multiple water toys available to us. Beth was very communicative and helpful. It is very friend/family friendly with a gigantic screened porch. Great stay!!
5.0
Another wonderful trip
This is the third year that we have stayed in this beautiful home. Beth, the owner is very assessable if needed. The home is beautiful, clean and fully stocked. We spent our week crabbing and fishing from the pier, sitting by the fire pit and just relaxing. We will be back in 2022.. thanks again Beth !
5.0
Fantastic stay on the river
We stayed at this property during our daughters wedding at Brittland Manor, which was only 1.2 miles from the venue. The cleaning team prior to our arrival was fantastic… They even wash the inside and the outside of the windows!. It is equipped with very nice appliances, silverware, glassware and everything you could want. The furniture was beautiful and comfortable, linens and towels very upscale. Although we didn’t get to spend much time out front by the river, it was gorgeous. We would love to come back during a less stressful time and be able to take advantage of being right on the water and use the multiple water toys available to us. Beth was very communicative and helpful. It is very friend/family friendly with a gigantic screened porch. Great stay!!
5.0
Another wonderful vacation!
We had a wonderful family vacation at this comfortable home on the Chester River—again! We’ve been coming for a few years now and each time we find the home a terrific way to relax, enjoy the river, and spend time together. Beth is quick to respond to inquiries! Thanks for a great stay.
5.0
We stayed 2 nights. Nice and clean house. Great location also. Easy communication with owner. Definitely come back later.
5.0
Great waterfront house!
We stayed 2 nights. Nice and clean house. Great location also. Easy communication with owner. Definitely come back later.
FAQs
How much does this house cost compared to others in Chestertown?
The average price for a rental in Chestertown is $199 per night. This rental is $272 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Waterfront w\/Deepwater Pier Walking Distance to Downtown Chestertown. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Waterfront w\/Deepwater Pier Walking Distance to Downtown Chestertown pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Waterfront w\/Deepwater Pier Walking Distance to Downtown Chestertown?
We found 12 amenities for this rental. This includes air conditioner, kitchen / kitchenette, internet / wifi, fireplace, and parking.
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