Entire home

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Photo gallery for Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Exterior
Driveway entrance to the Woodland Retreat on Kent Island.
Property grounds
Interior
Property grounds

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Deck or patio

Explore the area

View map
Stevensville, MD
  • Place, Matapeake State Park
    ‪7 min drive‬
  • Place, Romancoke Wharf County Park
    ‪11 min drive‬
  • Place, Island Dog Park
    ‪14 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪67 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed

Bedroom 3

2 Queen Beds

Bedroom 4

1 Queen Bed

Living Room 1

1 Double Sofa Bed

3 bathrooms

3rd Level: Bathroom 3

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

Top Level: Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo

Top Level: Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Kitchen
Number of living rooms
Outdoor play area
Garden
Dining area

About this property

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.


Recently upgraded heating, ventilation and air conditioning with new ductless system. This private coastal decorated home, nestled in a serene 5-acre wooded lot, is less than 5 miles from the Bay Bridge.

Welcome to this gateway to tranquility! So close to many nature trails, tennis and pickleball courts, golf courses, outlet shopping, fine dining, water amenities, and just right for your private getaway for relaxation, milestone celebrations (birthdays, anniversaries, family reunions, engagements, etc.) or impactful corporate and leadership retreats. Embrace nature, disconnect from urban life, and recharge!

All the comforts of home are available in this well-appointed, 4-bedroom, 3 full bath home with two walk-in showers, stainless steel modern appliances, and wi-fi. Linens, Dishes, Silverware, Glassware, Cookware, small hand-held appliances and two smart TV's are included for your enjoyment.
Spacious deck, patios and yard are great for nature watching, stargazing and outdoor dining -- propane gas grill included.

Enjoy crabbing, fishing, boating and sunset cruises nearby on the bay!! Local vineyards and wine tastings. Your hosts reside on Kent Island and encourage you to explore the island, with day trips to historic Annapolis, Easton, Chestertown, St. Michael's, Baltimore, and Washington DC within a 30-45 minutes' drive.

See Queen Anne's County, MD on Facebook for visitor information and entertainment ideas during your stay! Visit our area's live entertainment venues, Farmers Market for fresh produce and vending trucks, all within 5-10 minutes from your vacation home.

If you're looking for peace and quiet, or you just want to crawl up on a sofa to read your favorite book or listen to your favorite beats -- this is the ideal place. Grab a cup of tea or coffee and your fleece blanket or throw and allow yourself to get lost in thought.

Welcome to beautiful Queen Anne's County -- home of crabs and crushes -- where shore living begins.

Recommended Nearby Restaurants:
Bridge's Waterfront Dining, Libbey's Coastal Kitchen on the Bay, Knoxie's Table and Market Cafe, Barks Barbecue Cafe, Cracker Barrel, Adam's Taphouse & Grill, Rams Head Shorehouse, Fisherman's Inn and Crab Deck; Dock House Restaurant, The Jetty, Harris Seafood and Crab House, Stevensville Crab Shack, Five Guys (made-to-order burgers), Amalfi Coast Italian & Wine Bar, Tokyo Bay Japanese Steak, Seafood & Sushi Restaurant, 4 Sisters Kabob & Curry, El Jefe Mexican Kitchen & Tequila Bar, Capriotti's Subs and Sandwich Shops, Chick-Fil-A, Kent Island Depot, Love Point Deli, Wine & Spirits, Hong Kong Restaurant, Subway, Carini's Pizza & Subs, and Ledo's Pizza, to name a few.

Recommended Live-Entertainment Venues:
Cult Classic Brewery, The Jetty, Red Eye Dock Bar, Kentmoor Restaurant and Bar, and Big Owl's Tiki Bar, to name a few.

Recommended Grocery Stores:
Food Lion, Safeway and Target

Recommended Coffees, Smoothies and Sweet Treats:
Waterman Joe's, DePaolo's Bagels and Brunch, Peace of Cake (Bakery), Starbucks, Chesapeake Chocolate, Dunkin', Yo Java Bowl Cafe, Rita's Italian Ice and Frozen Custard, Tasty Toucan Ice Cream (handmade), Sweet Frog Frozen Yogurt and Dairy Queen.

Need a fresh baked cake to celebrate your special occasion, visit Peace of Cake -- gourmet pastry and bakery shop.




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About the area

Stevensville

Located in Stevensville, this holiday home is in a rural area and on a river. Queenstown Harbor Golf and Bay Hills Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Matapeake State Park and Love Point State Park. Paul Reed Smith Guitars and Helen Avalynne Tawes Garden are also worth visiting. Power boating and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
Map
Stevensville, MD

What's nearby

  • Matapeake State Park - 7 min drive - 6.6 km
  • Romancoke Wharf County Park - 11 min drive - 12.3 km
  • Paul Reed Smith Guitars - 13 min drive - 13.8 km
  • Island Dog Park - 14 min drive - 14.2 km
  • Love Point State Park - 16 min drive - 19.2 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 38 min drive

Restaurants

  • ‪Chick-fil-A - ‬14 min drive
  • ‪McDonald's - ‬14 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪Cracker Barrel - ‬12 min drive
  • ‪Starbucks - ‬15 min drive

Reviews

10

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. 16 out of 17 reviews
Rating 8 - Good. 1 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Don O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It’s beautiful place inside and out!
Stayed 2 nights in Apr 2026
Response from VrboOwner on 3 May 2026
Thank you for choosing the Woodland Retreat on Kent Island. We appreciate your comments as we anticipate all your needs and strive to exceed your expectations. We look forward to your referrals and hosting you again in the future.
Verified

10/10 Excellent

Douglas A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice setup for larger groups, secluded and private setting . Really enjoyed our stay.
Stayed 2 nights in Oct 2025
Response from VrboOwner on 9 Oct 2025
It was a pleasure to host you. We look forward to your next stay!
Verified

10/10 Excellent

Sarah S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was great! And clean beautiful house
Stayed 2 nights in Sep 2025
Response from VrboOwner on 9 Oct 2025
Thanks for choosing the Woodland Retreat on Kent Island for your weekend get away!
Verified

10/10 Excellent

Kerrith D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is excellent for entertaining and family gatherings. Everything was clean and tastefully appointed.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 9 Oct 2025
Thank you for booking with us. Please come again. It was our pleasure to host you!
Verified

10/10 Excellent

Michael T.

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

A wonderful place with great hosts

Everything was exactly as described on the listing. It’s the perfect spot for a peaceful and relaxing getaway, all while being close to a charming town. The hosts were very pleasant and easy to communicate with. I highly recommend this place!
Stayed 2 nights in Jul 2025
Response from VrboOwner on 28 July 2025
Michael, thanks again for your favorable review. We look forward to being your preferred host on your next visit to Kent Island in Queen Anne's County, MD.
Verified

10/10 Excellent

Lisa P.

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

Family wedding

The host was amazing. The property was as described and was perfect for our group.
Stayed 3 nights in May 2025
Response from VrboOwner on 29 May 2025
Thank you for choosing us as your Preferred Host. It was our pleasure to provide a 'home away from home" experience during your son's recent wedding on Kent Island. Thank you also for the manner in which you left our property! We look forward to hosting you again in the future!
Verified

10/10 Excellent

Frankie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second time spending Thanksgiving week at Woodland Retreat. We appreciate the overall cleanliness of the house. All the beds are very comfortable. The kitchen is well stocked. The primary suite has plenty of room for baby’s portable crib. The downstairs bonus room is ideal for family movie night. The hosts are very kind and quick to respond to any questions.
Stayed 6 nights in Nov 2025
Response from VrboOwner on 14 Dec 2025
We look forward to welcoming repeat guests. That's the best compliment as we strive to make your visit feel like your second home. We appreciate how well our property is cared for and respected. We look forward to seeing you in the future!
Verified

10/10 Excellent

Tammy S.

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

Great house to stay in.

Very clean beautiful house! We stayed there for a wedding weekend and it was perfect. Great location. The hosts were wonderful and got back to us right away! Would love to go back one day.
Stayed 3 nights in May 2024
Response from VrboOwner on 5 June 2024
Tammy, it was our pleasure to host you and your family. We would love to be your preferred hosts when you have the occasion to visit Kent Island/Eastern Shore of Maryland to enjoy other amenities in our area. Thank you again for loving our property as much as we do.
Verified

10/10 Excellent

David M.

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

Wedding Stay

Nice house to use as a get together place since we were over an hour from home
Stayed 4 nights in May 2024
Response from VrboOwner on 2 June 2024
David, thank you for choosing the Woodland Retreat and considering its close proximity to the wedding venue as well as your home. We look forward to hosting you and your guests again in the future. It was our pleasure to host you!
Verified

10/10 Excellent

John T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Woodland Retreat property was quiet and a good location for our fall golf trip. All beds comfortable and the place was very clean. Good hot water for showering and plenty of towels / linens. The Owner was very responsive to all questions we had prior to checkin and during our stay. The Wifi worked well. This is a heavily wooded area and we enjoyed using the firepit and grill. Plenty of room to park if multiple parties are involved. While not real close to many restaurants most will deliver and we opted for this. A nice secluded getaway.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Christa H.

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

Woodland Retreat

Our family came for a wedding on Kent Island and had a wonderful time at this location! The property was beautiful inside and out, tucked quietly away from busy streets - very peaceful, immaculate, and relaxing! Lou and Shelly were absolutely excellent hosts and we greatly appreciated them!
Stayed 3 nights in Aug 2024
Response from VrboOwner on 27 Sept 2024
Christa, thank you for the awesome review. We would love to host you again the future! As new hosts in the short-term rental industry, we appreciate your business.
Verified

10/10 Excellent

Kathleen O.

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

Family Wedding Weekend

The home was very accommodating for our family members and was very close to the wedding venue. We didn't need to purchase too many items that we needed for our stay. We would recommend this property to others.
Stayed 3 nights in Oct 2024
Response from VrboOwner on 25 Nov 2024
Thank you for choosing the Woodland Retreat for your home away from home. It was our pleasure to host your family for your son's Kent Island wedding and weekend festivities. We wish the newlyweds many years of good health, joy and happiness!
Verified

10/10 Excellent

Verified traveller

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

Wedding Weekend

Beautiful, peaceful house in a quiet neighborhood. Great location for our son's wedding weekend, close to all venues. It was perfect having two levels of bedroom so everyone could enjoy their privacy. House was very clean and well stocked.
Stayed 4 nights in Oct 2024
Response from VrboOwner on 25 Nov 2024
Thank you for choosing the Woodland Retreat for its quiet, peaceful and serene setting. It was our pleasure to host you during your son's Kent Island wedding and festivities. As new Vrbo Premier Hosts, we appreciate your positive feedback and review. We look forward to hosting you again in the future.
Verified

8/10 Good

Queenie R.

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

Kent Island has me

Great location for our events. Clean and equipped with all the essentials. Thank you.
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Frankie C.

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

Thanksgiving week at Woodland Retreat

We really enjoyed our stay at Woodland Retreat. Even in November we were able to enjoy the beautiful backyard. We cooked dinner on the grill and had s’mores while enjoying the fire pit. Really appreciated the cleanliness of the whole house and the comfortable beds. The woodland setting is private but convenient to shopping,etc. Hosts are very kind and quick to respond to any questions.
Stayed 6 nights in Nov 2024
Response from VrboOwner on 8 Dec 2024
Frankie,Thank you for taking the time to post a review. We pride ourselves in anticipating your needs at your home away from home. We're delighted that your family chose and enjoyed the Woodland Retreat for your Thanksgiving Holiday. We would be delighted to host you again in the future.
Verified

10/10 Excellent

Sherry W.

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

Great Home on Eastern Shore

Shelley & Lou were awesome hosts! Everything was immaculate and welcoming. It was like staying at a friends home. Close to restaurants and shopping, and peaceful at the same time. Had two places for entertaining and a big outdoor space to entertain as well. We will be back next year!
Stayed 3 nights in Apr 2024
Response from VrboOwner on 9 Apr 2024
Anthony and Sherry, thank you for your review and feedback. It was our delight to host you for your annual get away. We greatly appreciate the care you gave to insure our vacation home was left the same as your arrival and ready for sanitization for our next guests. We look forward to hosting you again!
Verified

10/10 Excellent

Sarah J.

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

Naval Academy Graduation

Our family was in the area for the Naval Academy graduation so the weekend was somewhat a reunion as well. Many positives: Location, small touches like bottle of wine and two Navy mugs as gifts, cleanliness and proximity to the grocery. The only negative was that the two bedrooms on the upper floor never got cool. A portable air conditioner or window unit would be helpful. We weren’t even there in the heat of the summer. Being more specific in the description on VRBO. Thank you for the use of this lovely home in a lovely setting!
Stayed 3 nights in May 2024
Response from VrboOwner on 5 June 2024
Sarah, it was our pleasure to host you and your guests. So glad you felt comfortable in entertaining in our vacation home. Thank you for choosing our property and its close proximity to Annapolis/Naval Academy. Your feedback is invaluable to us. In addition to a ductless air conditioner on the main floor, ceiling fans and tower cooling fans are provided in each bedroom. In the near future, we plan to install additional cooling equipment for added comfort. We look forward to welcoming you back in the future!
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