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Queenstown, MD vacation rentals
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Best Vacation rentals and Airbnb offers in Queenstown, MD

Search Vacation Rentals near the Old Town in Queenstown, MD

From vibrant downtown areas to historic streets, these Queenstown, MD vacation rentals put you close to everything worth seeing.

Cozy Historic Cabin On The Water - Queenstown, MD
9.8 31 reviews

Cozy Historic Cabin On The Water

cabin, Grasonville
This charming 1787 cabin is located near Grasonville, Maryland, just a short drive from the scenic Wye River and within easy reach of Washington, D.C. The property has received excellent ratings for location, cleanliness, and overall experience.
This cozy cottage features one bedroom and two bathrooms, comfortably accommodating two guests. Enjoy the private dock, man-made beach, and ample space for fishing, all while immersing yourself in the tranquility of nature.
Cozy 2 Bedroom Duplex - Queenstown, MD
9.5 22 reviews

Cozy 2 Bedroom Duplex

apartment, Grasonville
This Grasonville family-friendly duplex offers a spacious two-bedroom, one-bathroom rental with a king-sized bed in the master bedroom and sleeps up to four guests.
The unit includes a fully equipped kitchen, in-unit laundry, multiple TVs with Wi-Fi, a game room with foosball, pool table, and air hockey, and ample amenities such as towels, washcloths, and hand soap.
Waterfront 4 Br Home With Private Pier And Boat Dock - Queenstown, MD
10 15 reviews

Waterfront 4 Br Home With Private Pier And Boat Dock

apartment, Grasonville
This Grasonville waterfront home, near the Chesapeake Bay Environmental Center (2.6 miles) and Queenstown Premium Outlets (within 6 miles), offers stunning bay views and easy access to local attractions.
This 3,920-square-foot vacation rental boasts four bedrooms, four bathrooms, sleeps eight guests, and includes amenities such as a fully equipped kitchen, Jacuzzi, private fenced yard, and free Wi-Fi.
Waterfront 4br Home W/ Boat Dock - Queenstown, MD
9.8 11 reviews

Waterfront 4br Home W/ Boat Dock

apartment, Grasonville
This Grasonville waterfront home, situated on the Chester River, offers protected boating and stunning river views.
The 3900-square-foot house features four bedrooms, four bathrooms, and can comfortably accommodate eight guests, boasting amenities such as three kayaks, two paddleboards, a BBQ grill, and direct waterfront access for crabbing.

Best Queenstown, MD vacation rentals with air conditioning

⫷ Massey On The Lake - Queenstown, MD
9.9 28 reviews

⫷ Massey On The Lake

apartment, Queenstown
This 5-bedroom home is located on a private 1-acre property on Wye Lake, offering direct access for fishing and kayaking. It has excellent user, location, and cleanliness ratings. This charming farmhouse offers a unique rustic experience with remnants of its past as a working farm. It comfortably accommodates up to 10 guests and features a corn hole game, volleyball court, lake trail, gas grill, picnic table, and access to a nearby pool.
Bay Breeze - Queenstown, MD
No reviews

Bay Breeze

house, Grasonville
Bay Breeze, located in Grasonville, Maryland, is 17 miles from Sandy Point State Park and 25 miles from Annapolis.
This 3,520-square-foot house features five bedrooms, three bathrooms, a private pool, and accommodates up to 19 guests, offering free Wi-Fi and parking.
Chesapeake Bay The Perfect Waterfront Escape! - Queenstown, MD
10 32 reviews

Chesapeake Bay The Perfect Waterfront Escape!

apartment, Grasonville
This waterfront vacation rental is located near Grasonville, within 9 miles of Queenstown Premium Outlets and Queenstown Harbor Golf Links, and 12 miles from Hazel Miner Monument and Wye Oak State Park. The property has received excellent ratings for user experience, location, and cleanliness.
This 5-bedroom, 6-bathroom house can accommodate up to 12 guests in its 4,800 square feet of living space. Enjoy amenities like a private pool, a tennis court, a garden, and a fully equipped kitchen, perfect for family fun and relaxation.
Private Boat Dock! Wye River Retreat In Queenstown - Queenstown, MD
No reviews

Private Boat Dock! Wye River Retreat In Queenstown

cottage, Grasonville
This cottage is located in Queenstown, Maryland, within a 9-mile radius of Bennett Point Lighthouse, Queenstown Premium Outlets, and the Chesapeake Bay Environmental Center.
This Grasonville rental offers a swimming pool, air conditioning, a full kitchen with a microwave and dishwasher, and free WiFi, with check-out at 11 AM.

Frequently Asked Questions about vacation rentals in Queenstown, MD

Popular destinations

Guest-Favorite Vacation Rentals with a Terrace in Queenstown, MD

Start your morning right with a vacation rental in Queenstown, MD featuring a private balcony and stunning views.

Sunset Lodge On The Bay - Queenstown, MD
10 46 reviews

Sunset Lodge On The Bay

apartment, Rock Hall
This 5,000-square-foot waterfront home in Rock Hall, Maryland, sits on a 58-acre private estate, three miles from Rock Hall's Main Street and near Eastern Neck National Wildlife Refuge.
This six-bedroom, four-bathroom house sleeps fourteen guests and boasts a game room, bar, private beach access, and stunning Chesapeake Bay views, along with amenities including a dishwasher, air conditioning, and ample parking.

Choose the Right Family-Friendly Vacation Rentals in Queenstown, MD

These family-friendly vacation rentals in Queenstown, MD offer spacious layouts and easy access to top city attractions.

Sail Cove | An Esvr Property - Queenstown, MD
No reviews

Sail Cove | An Esvr Property

apartment, Grasonville
This waterfront vacation home in Grasonville offers a serene setting and is located a 27-minute drive from Avalon Theatre and a 34-minute drive from Wye Lake Dock.
This family-friendly 5-bedroom, 3.5-bathroom residence accommodates up to 10 guests and features a fully equipped kitchen, complimentary Wi-Fi, air conditioning, a swimming pool, jacuzzi, tennis court, and on-site activities like kayaking and water sports equipment.
Kent Island Comfort 4br Home Minutes From Waterfront, Wineries & Nature Trails - Queenstown, MD
9.5 4 reviews

Kent Island Comfort 4br Home Minutes From Waterfront, Wineries & Nature Trails

house, Chester
This Chester, Maryland house rental, minutes from Kent Island's waterfront, wineries, and nature trails, offers convenient access to local attractions.
The 10,760-square-foot home boasts three bedrooms, three bathrooms, sleeps seventeen guests, and includes amenities such as a fully equipped kitchen, free Wi-Fi, private parking, and a billiards table.

Best Queenstown, MD vacation rentals with parking

Nature Retreat - Queenstown, MD
No reviews

Nature Retreat

house, Grasonville
Family Getaway| Lakeside + A Nature View | - Queenstown, MD
9.9 14 reviews

Family Getaway| Lakeside + A Nature View |

apartment, Queenstown

Our Favorite 5-Star Vacation Rentals in Queenstown, MD

Elevate your travel experience with a luxury rental in Queenstown, MD, where high-end design meets a prime location.

⤛Windy Hill Farm  Retreat⤜ |Private+destinational| - Queenstown, MD
9.6 18 reviews

⤛Windy Hill Farm Retreat⤜ |Private+destinational|

gîte, Centreville

Top-Rated Pet-Friendly Vacation Rentals in Queenstown, MD

Stay in a pet-friendly vacation rental in Queenstown, MD situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

Private Boat Dock! Wye River Retreat In Queenstown - Queenstown, MD
No reviews

Private Boat Dock! Wye River Retreat In Queenstown

cottage, Grasonville
Bay Breeze | An Esvr Property - Queenstown, MD
9.0 6 reviews

Bay Breeze | An Esvr Property

apartment, Grasonville
| Eastern Shore | Family Getaway - Queenstown, MD
10 7 reviews

| Eastern Shore | Family Getaway

apartment, Centreville
Bay Breeze - Queenstown, MD
No reviews

Bay Breeze

house, Grasonville

Search Vacation Rentals with Swimming Pool in Queenstown, MD

Staying in a vacation rental or Airbnb with a pool in Queenstown, MD ensures a proper swim is always a convenient part of your city stay.

Private Boat Dock! Wye River Retreat In Queenstown - Queenstown, MD
9.0 4 reviews

Private Boat Dock! Wye River Retreat In Queenstown

apartment, Grasonville
Sail Cove | An Esvr Property - Queenstown, MD
No reviews

Sail Cove | An Esvr Property

apartment, Grasonville
Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock - Queenstown, MD
8.4 8 reviews

Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock

apartment, Grasonville
Bay Breeze - Queenstown, MD
No reviews

Bay Breeze

house, Grasonville

Explore Vacation Rentals with Jacuzzi in Queenstown, MD

These Queenstown, MD city rentals feature private hot tubs, providing the perfect sanctuary after a day of urban exploration.

Sail Cove | An Esvr Property - Queenstown, MD
No reviews

Sail Cove | An Esvr Property

apartment, Grasonville
*Newhottub*luxurycoastal*closetoweddingvenues - Queenstown, MD
9.9 74 reviews

*Newhottub*luxurycoastal*closetoweddingvenues

apartment, Grasonville
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