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

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Fridge, microwave, oven, stovetop
4 bedrooms, desk, iron/ironing board, free WiFi
Property grounds
Interior
Smart TV, computer monitors

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10

Popular amenities

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

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

Room options

About the area

Stevensville

At this holiday home you'll be 4.7 km (2.9 mi) from Chesapeake Bay and 4.7 km (2.9 mi) from Northern Chesapeake Bay. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 3 bathrooms, a patio and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. In-room jetted baths, a Smart TV and a coffee/tea maker are also available. .This smoke-free holiday home offers a garden and barbecues. Plus you'll find laundry facilities. .In proximity to this Stevensville holiday home you'll find U.S. Naval Academy.
View more Holiday homes in StevensvilleOpens in a new window

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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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Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 6 steps to reach entrance
  • Area rugs in public areas
  • Gravel flooring in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • Next to a golf course
  • On a river

Things to do

  • Billiards/pool table
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Ice skating nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Composting
  • Energy-saving switches in guestrooms
  • Garden
  • Humane treatment of captive wild animals
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Bring a pack and play for Toddler guests.

Events

Events allowed: family gatherings and birthday parties

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 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, a first aid kit and a deadlock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 29. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Frequently asked questions

Are there any beaches close to Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ?

The closest beach to Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. is Sandy Point Beach (11.1 km).

Does Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. have a pool?

No, this holiday home doesn't have a pool.

Is there a private hot tub at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ?

No, but there is Jetted Baths.

Is there a free airport shuttle available at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ?

No, Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ?

No, pets are not allowed.

Is there a golf course on site at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ?

There is a golf course next to Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. .

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

Reviews

10

Exceptional

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

Reviews

10/10 Excellent

Don O.

Liked: Cleanliness
It’s beautiful place inside and out!
Stayed 2 nights in Apr 2026

10/10 Excellent

Frankie C.

Liked: Cleanliness
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

John T.

Liked: Cleanliness
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

Douglas A.

Liked: Cleanliness
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
The location was great! And clean beautiful house
Stayed 2 nights in Sep 2025

10/10 Excellent

Kerrith D.

Liked: Cleanliness
The property is excellent for entertaining and family gatherings. Everything was clean and tastefully appointed.
Stayed 4 nights in Aug 2025

10/10 Excellent

Michael T.

Liked: Cleanliness

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

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

Frankie C.

Liked: Cleanliness

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

Verified traveller

Liked: Cleanliness

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

10/10 Excellent

Kathleen O.

Liked: Cleanliness

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

8/10 Good

Queenie R.

Liked: Cleanliness

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

Christa H.

Liked: Cleanliness

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

Tammy S.

Liked: Cleanliness

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

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

Sarah J.

Liked: Cleanliness

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

10/10 Excellent

Sherry W.

Liked: Cleanliness

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