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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.

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.
Spacious 2 Bedroom Duplex Located Conveniently Near Route 50 East And West. - Queenstown, MD
9.6 16 reviews

Spacious 2 Bedroom Duplex Located Conveniently Near Route 50 East And West.

apartment, Grasonville
This Grasonville apartment is located in Queen Anne's County, a short drive from Kent Narrows, the Outlets, and Queenstown Harbor Golf Links. The surrounding area offers a mix of charming small towns, waterfront activities, and shopping opportunities.
This two-bedroom rental can comfortably accommodate up to five guests. The apartment is equipped with amenities like air conditioning, a Jacuzzi, and a kitchen with a refrigerator and microwave oven, making it a convenient and relaxing home base for your Grasonville adventure.
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.
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.

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

| Eastern Shore | Family Getaway

apartment, Centreville
This apartment is located on Maryland's Eastern Shore, just a short drive from the Wye River and the charming historic towns of Centreville, Chestertown, Easton, and Saint Michael's. It boasts excellent ratings for location, cleanliness, and overall user experience.
The home features four bedrooms and two bathrooms, comfortably accommodating up to ten guests. This rental offers a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, parking, internet access, and a variety of outdoor activities like cornhole, spike ball, and frisbee.
⤛Windy Hill Farm  Retreat⤜ |Private+destinational| - Queenstown, MD
9.6 18 reviews

⤛Windy Hill Farm Retreat⤜ |Private+destinational|

gîte, Centreville
White Clover is a private farmhouse located in the countryside near Centreville, just a short drive from the town's attractions. This rural retreat boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers.
This 5-bedroom, 2-bathroom farmhouse comfortably accommodates up to 10 guests. Enjoy modern amenities like air conditioning, internet, and an Amazon Prime Stick, along with farm activities, outdoor recreation, and a peaceful, quiet setting.
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.

Frequently Asked Questions about vacation rentals in Queenstown, MD

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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.

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.
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.
Egret's Nest, A Waterfront Oasis Near Rock Hall - Queenstown, MD
9.8 101 reviews

Egret's Nest, A Waterfront Oasis Near Rock Hall

apartment, Rock Hall
This waterfront vacation home is located in Rock Hall, just minutes from The Mainstay, Rock Hall Harbor, and Waterman’s Museum, offering easy access to the area's best attractions. Guests consistently rate the location, cleanliness, and overall experience as excellent.
The rental features one bedroom and can accommodate up to seven guests. Enjoy modern comforts including air conditioning, a fully equipped kitchen, a private garden, and a spacious terrace with stunning views of the Chesapeake Bay.
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.

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.

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

Bay Breeze | An Esvr Property

apartment, Grasonville
This five-bedroom, three-bathroom waterfront home in Grasonville, Maryland, sits on a 1+ acre lot directly on the Chesapeake Bay, offering private pier access and kayaking.
The 5-bedroom, 3-bathroom house boasts a large pool, expansive great room, sunroom, and fully equipped kitchen, comfortably accommodating up to ten guests with linens, towels, and basic toiletries provided.

Best Queenstown, MD vacation rentals with parking

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

Private Boat Dock! Wye River Retreat In Queenstown

house, Grasonville
Nature Retreat - Queenstown, MD
No reviews

Nature Retreat

house, Grasonville

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.

Bay Breeze - Queenstown, MD
No reviews

Bay Breeze

house, Grasonville

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.

Holiday Inn Express Annapolis East-kent Island By Ihg - Queenstown, MD
9.2 1248 reviews

Holiday Inn Express Annapolis East-kent Island By Ihg

resort, Kent Narrows
| Eastern Shore | Family Getaway - Queenstown, MD
10 7 reviews

| Eastern Shore | Family Getaway

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

⫷ Massey On The Lake

apartment, Queenstown
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
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
Bay Breeze - Queenstown, MD
No reviews

Bay Breeze

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

Private Boat Dock! Wye River Retreat In Queenstown

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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