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

Top rated by guests
Exterior
Private kitchen
Private kitchen
Interior
Property grounds
review stars
9.8Outstanding
(19 Ratings)
"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 primar..."
Frankie C.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(19 Ratings)

House in Kent Island, MD

10 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental


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.





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

Non-smoking
No pets allowed

Map of Kent Island, MD


Ratings and reviews

9.8 / 10
Outstanding(19 Ratings)
10 / 10Outstanding·Nov 2025
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.
10 / 10Outstanding·Nov 2025
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.
10 / 10Outstanding·Oct 2025
Very nice setup for larger groups, secluded and private setting . Really enjoyed our stay.
10 / 10Outstanding·Sep 2025
The location was great! And clean beautiful house

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.. 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 Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.