Chester Rentals USA Maryland Chester

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets! | House in Chester

10.0 (125 Reviews) |   4 Bedrooms  2 Bathrooms  8 Guests  Stay&Play
Chester House | Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

4 Bedroom House in Chester

We always clean and disinfect the home using extra cleaning recommendations from the Centers for Disease Control and Prevention (CDC). The extra cleaning will include (but is not limited to) airing and ventilating the property during and after cleaning, cleaning and disinfecting high-touch surfaces after each stay such as tables, hard-backed chairs, doorknobs, handrails, light switches, remotes, wardrobe and cabinet handles, desks, toilets, sinks, bedside tables, and kitchen and bathroom surfaces. Please do not hesitate to contact us if you have any questions or concerns. We pride ourselves on keeping the home very neat and clean.
From mid-June through August we only rent from Saturday to Saturday (7 day rentals). Check-in is 4 pm and check-out is 10 am. Summer is fantastic here and very popular!
Please tell us a little about your family, who would be staying at the home, and the reason for your visit to Kent Island.
This home is a special place to us & has been in our family for over 50 years. Over the years we have made many updates to the home. The location is a 3 acre waterfront setting, on Cox Creek, that features incredible western views along with gorgeous sunsets. Relaxing in the 3 season sun room and watching the sunset is a must! Panoramic views of the water can be had from most rooms in the home. Central location allows for day trips to DC, Annapolis, Baltimore, & St. Michael's.
The home has approx 2500 square feet, a wonderful Great Room with 46' HDTV w/cable, large Dining Room table that seats 10, & eat-in kitchen. There is a spacious Master Bedroom (queen bed) + Master Bath, Bedroom #2 has a queen bed, Bed #3 has 2 twin beds, Bedroom #4 is also the den off the Great Room & has a pullout sofa bed.
Internet Service is included. We encourage guests to bring a Hotspot in case of power outage.
Relax and enjoy the wonderful Eastern Shore of Maryland and Kent Island. Dine at Harris Crab House, The Narrows, The Fisherman's Inn, Hemingway's, or Annie's Restaurant (among many others). Golf at nearby Queenstown Harbor Golf (15 minutes away). Bike on the Cross Island Trail (5 minutes away). Kayak or Canoe at the Chesapeake Bay Environmental Center (15 minutes away). Walk along the beaches at Terrapin Park or Mattapeake Beach (10 minutes away), or dine on the beach at Kentmorr Restaurant (15 minutes away). Take scenic drives to many exciting areas on the Chesapeake Bay including the US Naval Academy in Annapolis (30 minutes) or the Chesapeake Bay Maritime Museum in St. Michaels. Many outlet stores are also nearby in Queenstown. The best thing to do here is Nothing! Gazing at the water is a very popular activity. Cascia Winery is just up the creek from us and can be accessed by using one of our kayaks and paddling up to their pier. Or, Cascia is only a 5 minute car ride away.
How to find out about local events: Search 'Kent Island', 'Queen Anne's County Tourism', 'Talbot County', 'Kent County', and 'Anne Arundel County' for web sites and more activities. Kent Island is in Queen Anne's County.
If you Google 'Fisherman's Inn Kent Island' they have an excellent list of 'Things to Do' on their website.
Transportation: 'Kent Island Express' has a full staff of experienced drivers (based at the Bay Bridge Airport) to take passengers to and from airports, offices, or just about any destination on either side of the Bay. Search their website for more details.

Waterfront Home On 3 Acres Fish,crab, & kayak from the pier + great sunsets! is located in Chester. Waterfront Home On 3 Acres Fish,crab, & kayak from the pier + great sunsets! provides accommodation, featuring Balcony/Terrace, Security/Safety, Sports/Activities, among other amenities. This House features Balcony/Terrace, Security/Safety, Sports/Activities, to make your stay a comfortable one.

Waterfront Home On 3 Acres Fish,crab, & kayak from the pier + great sunsets! has 4 Bedrooms , 2 Bathrooms, and max occupancy of 8 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 House because of the excellent services rendered by the owner or manager of this House, 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. House has a friendly neighborhood, and the Chester has interesting places to visit. If you want to learn more about the House in Chester, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • TV
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out Check-out before 10:00 am contactless check-out available
Child Policy Children are welcome.
Pet Policy Note from host: no exceptions, please do not ask pets not allowed
Smoking Policy Smoking is not permitted
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
 
Chester, 21619, United States

What Our Guests say 500 + Reviews

May 27, 2025 09:59:20 PM
Summary: We rented this property as a home base for my daughter's commissioning week in Annapolis. While the forums warned us against renting a property across the bridge due to potential congestion, we never encountered it on our drives because we were usually driving in the opposite direction. The property itself was very clean and reminded my parents of their childhood homes in a comfortable, nostalgic way. The weather was less than fantastic while we were there which made the sunroom even more appealing as a way to spend some time "outside" but still warm and out of the wind and rain. The Blue Angels show was rained out but my parents were just as happy with the Purple Angels (there's a birdhouse occupied by purple martens on the next property over) show they watched over Cox Creek.
Belle R. Belle R.
Oct 15, 2024 08:52:34 AM
Summary: comfortable and very cozy. Wonderful crabbing and sunsets.
Barbara B. Barbara B.
Sep 28, 2024 12:32:09 AM
Summary: We travel regularly and use VRBO properties almost exclusively and I can strongly verify that this was fabulous. While there were only 4 of us traveling this time, the home can accommodate many more comfortably. The hai use was clean, well appointed and comfortable. The views and waterfront amazing! The hosts are gracious, communicative and helpful. 5 ⭐️
J B. J B.
Sep 12, 2024 04:41:17 AM
Summary: Nice big home with lots of room to be together
Michael T. Michael T.
Aug 13, 2024 11:37:44 PM
Summary: This property on Cox Creek was beautiful. Had great views, was very clean and well equipped. Our family thoroughly enjoyed our stay.
Dan R. Dan R.
Jul 20, 2024 01:23:35 AM
Summary: The owners were marvelous hosts. We will return!
Haldon R. Haldon R.
Jul 7, 2024 06:46:53 AM
Summary: Great house for a few days fishing and crabbing by the bay. Very comfortable for our group of 8. The house is as advertised, well appointed and in a great location. Plenty of room inside and out. Scott was very communicative from the moment we confirmed our rental. Highly recommend this house and if you go over the 4th of July weekend you’ll have a great view of several fireworks displays!
Elliot W. Elliot W.
Jun 17, 2024 08:23:49 PM
Summary: Your home is beautifully located. Your flexibility around check in is very much appreciated.
John K. John K.
Jun 4, 2024 02:02:51 AM
Summary: Everything was perfect. House was super clean and comfortable. Excellent location too.
Carol F. Carol F.
May 23, 2024 09:03:12 AM
Summary: This is a great place to chill out with spectacular water views. The home has lots of wonderful spaces to hang out, read, watch TV, and look at the spectacular view. We also had fabulous canoe and kayak paddles up Cox Creek and adjacent waterways. Thanks Scott and Harry!
Richard B. Richard B.

FAQ's

Is this Chester house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chester house have a swimming pool?

No, this Chester house does not have 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 Chester house?

Best-rates for the Chester house starts from $413 per night with includes Balcony/Terrace, Security/Safety, Sports/Activities, Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, TV, Bedding/Linens, Wellness Facilities, Entertainment, Air Conditioner, Parking, Kitchen, Accessibility, Guest Services, Child Friendly, Laundry StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chester house 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 house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chester house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chester house 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 Chester house?

Based on the information reported by the owner or manager, the Chester house indicates 1 day stay policy at this house. 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 Chester house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chester house 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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