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

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review stars
10Outstanding
(25 Ratings)
"Excellent experience, great location, and very accommodating. Thank you so much!"
Benjamin A.
Don't miss out! Price and availability may change
10 / 10
Outstanding(25 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
Top-tier experienceA high end property in 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

city location on map

Ratings and reviews

10 / 10
Outstanding(25 Ratings)
10 / 10Outstanding·Jul 2026
Excellent experience, great location, and very accommodating. Thank you so much!
10 / 10Outstanding·Jul 2026
The house was in a great location and the host was incredibly responsive and helpful. The entire house was spotless and they make sure you understand all the property has to offer prior to your stay. They were so pleasant to work with and the house is in a prime location!
10 / 10Outstanding·Jun 2026
We had a wonderful stay at the Woodland Retreat! The home was very clean and well laid out. The bedrooms and bathrooms were neat and spacious. The kitchen was equipped with all cooking necessities. We enjoyed playing pool in the bonus room! The outdoor area was great! We enjoyed coffee on the deck each morning, listening to the birds. And we had a wonderful family BBQ on the paver patio below.The hosts communicate very well and were very helpful! They have thought of everything you may need for your stay. Linens and supplies were there for us when we arrived. I would highly recommend this home as a play to stay!Thank you Lou and Shelly for opening up your home to us!
10 / 10Outstanding·Jun 2026
Beautiful property, very comfortable place to stay for our party of eight. Lou and Shelly are great hosts! One note to future renters: there is no automatic dishwasher, so be prepared to wash and dry. No problem for us but could be an unwelcome surprise for others.

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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.