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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, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Stevensville, MD
  • Place, Matapeake State Park
    ‪6 min drive‬
  • Place, Romancoke Wharf County Park
    ‪11 min drive‬
  • Place, Paul Reed Smith Guitars
    ‪12 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪56 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
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.




Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 3-17
Bring a pack and play for Toddler guests.
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Events

Events allowed: family gatherings and birthday parties
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Pets

No pets allowed
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Smoking

Smoking is not permitted

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
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 29
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

We should mention

This property does not have elevators

About the neighborhood

Stevensville

Located in Stevensville, this vacation home is in a rural area and on a river. Queenstown Harbor Golf Links and Queenstown Harbor 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. Be sure to check out the area's animals with activities such as game walks and birdwatching.
View more Vacation Homes in StevensvilleOpens in a new window
Map
Stevensville, MD

What's nearby

  • Matapeake State Park - 6 min drive - 5.5 km
  • Romancoke Wharf County Park - 11 min drive - 11.7 km
  • Paul Reed Smith Guitars - 12 min drive - 12.0 km
  • Love Point State Park - 16 min drive - 17.4 km
  • Sandy Point State Park - 19 min drive - 19.3 km

Getting around

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

Restaurants

  • ‪Chick-fil-A - ‬14 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪McDonald's - ‬14 min drive
  • ‪Cracker Barrel - ‬12 min drive
  • ‪Dunkin' - ‬13 min drive

Frequently asked questions

Is Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ?

As of Mar 7, 2026, prices found for a 1-night stay for 2 adults at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. on Apr 5, 2026 start from $515, 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?

Onsite parking is available at the property.

What time is check-in at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ?

Check-in begins at 4:00 PM.

What time is check-out at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ?

Check-out is at 11:00 AM.

Where is Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. located?

Situated in Stevensville, this golf vacation home is 2.9 mi (4.7 km) from Chesapeake Bay and 2.9 mi (4.7 km) from Northern Chesapeake Bay. Matapeake State Park and Paul Reed Smith Guitars are also within 9 mi (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 15 out of 16 reviews
Rating 8 - Good. 1 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Verified traveler

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

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

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

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

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

About the host

Hosted by Lou Wade & Shelly Gross-Wade

Host profile image
Your hosts resided on the property for approximately 25 years before downsizing for retirement. Family and friends enjoyed being entertained on the property and consistently recommended that they be allowed to vacation there. Our grandkids have so many special memories from family Easter dinners and egg hunts, family reunions, backyard tea parties, camping in the front and back yards, fishing and boating on the Chesapeake Bay and its tributaries, steaming and eating crabs, hosting barbeques and fish fry fundraisers, and so much more. We enjoy hosting guests who want their privacy but not isolation. If we can assist you in hosting a special event, please let us know.

Why they chose this property

We chose this neighborhood more than 25 years ago as our primary residence and in 2023 decided to invite others to enjoy the beautiful views of this wooded setting. Our neighbors are very kind and respectful but enjoy their privacy and the quiet! Nature is the loudest sound!!

This vibrant community is in close proximity to other dining, entertainment and cultural destinations such as downtown Annapolis, Baltimore, Easton, Cambridge, Chestertown, and Centerville, MD; to name just a few.

What makes this property unique

This home is set-up for remote office work, including desk and office chair, wi-fi, 17-inch monitor (HDMI cable not included). There are two Smart-tvs and exterior video surveillance.

This home is close to many outdoor activities: biking, nature trails, boating/fishing charters, fine and casual dining, public golf course, skateboarding, community beach, wineries, breweries, museums, outlet shopping, and within 5 miles of premiere wedding and conference venues.

This is a great location for quiet walks, napping on the deck or patio, watching the sunset, and stargazing at night.

In this small rural Kent Island enclave there are no two homes alike.

Languages:

English

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