
Vacation rentals in Queenstown
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Top-rated vacation rentals in Queenstown
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3 bedroom home with pool and game room
Forget your worries in this spacious and serene space. 5 miles outside of the town of Centreville. 15 miles to Chestertown. Custom built home sits on 4 acres in the middle of a 200 acre farm. First floor master bedroom and master bath. Living room, half bath, kitchen and dining area. Large back porch facing pool. Second story has full bathroom and two bedrooms. Each bedroom has an extra room inside. Also upstairs is a game room with a pool table. 1-king bed 1-full bed 1- queen bed 1- twin

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Cheerful & Spacious Shore Life Beauty!
Welcome to our charming yet peaceful abode & island oasis where sailing, marine life, & bay exploration exceed the standard! This exceptional home is conveniently located to a variety of high quality restaurants, parks, outdoor activities, spas, beaches, wedding venues, & other entertainment including live music, hunting, & antiquing while also being 20-minutes from Annapolis & 1-hour from Baltimore City & DC. Let this be your definitive choice for a magical destination you'll forever remember.

Beautiful Kent Island Getaway with Pool
PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.

*NewHotTub*LuxuryCoastal*CloseToWeddingVenues
Come enjoy the coastal lifestyle of the Chesapeake Bay with friends & family! Relax every evening on the back deck watching the beautiful cattails & sun set into the Bay every night. This spacious home can sleep 10 guests and is furnished with all new high-end furnishings, linens, 100% cotton sheets, luxury towels, & a fully stocked kitchen! We are very close to all the wedding venues on Kent Island plus 1 mile of all the restaurants,marinas,& live music. No additional visitors/guests allowed.

River Guest Suite w/ Pool, Beach, Private BoatSlip
Enjoy some rest & relaxations on the river with an unbeatable sunset! This guest suite offers 2 private bedrooms & a private bathroom suitable for two couples or a family! It also includes a large private living room with a 85 inch flatscreen TV & a private bar! In addition a newly added full indoor private kitchen. As well as a pull out couch that becomes a bed, size full. Your stay comes with a personal escort from our farm dog, Reef! He’s an old yellow Labrador who loves making new friends!

Kent Island Waterfront Home with Amazing Sunsets
Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Relax in this Stylish Coastal-Country Home w/Sauna & 3 acres of outdoor living! Perfect for Families & Wedding Groups! We're conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets or Parties & 14 max guests (8 max adults). Book Today!

Waterfront Modern Guest Barn
Find peace and reconnect with nature at this award winning guest barn. With its simple geometry and bucolic setting overlooking a quiet river of the Eastern Shore, this gem at the edge of a farm field could easily be mistaken for a working barn. But when you slide open the pair of two-story barn doors, you find a beautiful modern guesthouse full of light from the wall of windows facing the river. The setting is incredibly peaceful, and is a wonderful romantic escape or family getaway.

Bay Breeze - 3BR Waterfront Chester River Retreat
Remodeled in 2023, this light-filled, 2-story private home offers 2,100 sqft of stylish comfort—perfect for a relaxing getaway. Take in breathtaking sunsets from the double-decker porches overlooking the Chester River, unwind by the fire pit, host a crab feast or enjoy a BBQ on the private dock. Ideally located just 5-10 minutes from Kent Island’s top restaurants and wedding venues, with a community playground, pavilion, and boat ramp just steps away. Your waterfont escape awaits!

Optional Heated Pool + Hot tub + Fire Pit+ Fenced
Escape to this luxurious country retreat in Centreville MD, where modern elegance meets tranquil outdoor living. This professionally designed home offers an exceptional blend of comfort & style, perfect for those seeking relaxation & entertainment. The outdoor area is an entertainer's dream, featuring an inground pool, a 12-person fire pit, an 8-person hot tub, & an outdoor kitchen. This luxurious country haven provides all the amenities needed for an unforgettable stay!

Cass-Away A Luxury Houseboat
Kent Narrows Rentals welcomes you aboard Cass-Away! A 640sqft luxury getaway in the Kent Narrows. Fully equipped with a living room, kitchen, 2 bedrooms, 2 full baths, and a magnificent view from the rooftop deck! With 10 waterfront bars/restaurants within walking distance, you can get a taste of what the eastern shore has to offer. Minutes from the Bay Bridge and a short drive to Annapolis, D.C., St. Michael’s, and Ocean City. NO Fishing/Crabbing on property!
Popular amenities for Queenstown vacation rentals
Other great vacation rentals in Queenstown

Quaint Waterfront- access, Private Shorehouse-unit

Waterfront 4BR home w/ boat dock

Kent Island Escape

Comfortable Single Floor Living

Heron Roost

Screened Porch | Near Bay Bridge & USNA | Big Yard

Waterfront Estate w Private Pier, Game Room & Bar

The Fitz Inn
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- M&T Bank Stadium
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