Compare vacation rentals in Queenstown, MD from 100+ sites!

30 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Queenstown, MD vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Queenstown, MD

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.

Holiday Inn Express Annapolis East-kent Island By Ihg - Queenstown, MD
9.1 1605 reviews
Queenstown, MD
09/02 – 09/11
$466/nighttotal: $4194 (9 )

Holiday Inn Express Annapolis East-kent Island By Ihg

2 5
resort , Kent Narrows
The Holiday Inn Express Annapolis East-Kent Island is located in Grasonville, just a short drive from the charming town of Kent Narrows and its waterfront restaurants, as well as the historical attractions of Annapolis Harbor. This hotel has received very good user ratings, excellent location ratings, and very good cleanliness ratings.
The hotel has 270 square foot rooms with one bedroom and one bathroom. Guests can enjoy amenities such as a swimming pool, tennis court, fitness center, restaurant, bar, and free parking.
Queenstown Waterfront | Boat Ramp | Pool | Private Dock - Queenstown, MD
8.0 1 review
Queenstown, MD
09/02 – 09/11
$1028/nighttotal: $9252 (9 )

Queenstown Waterfront | Boat Ramp | Pool | Private Dock

4 5
apartment , Queenstown
This luxurious Queenstown waterfront home sits within three miles of the Queenstown Premium Outlets and Queenstown Harbor Golf Links, and six miles from the Queenstown Harbor Golf Club and Wye Oak State Park.
This 3,660-square-foot residence boasts four bedrooms, four bathrooms, sleeps eleven guests, and features a private pool, tennis court, and game room.
Sunset Lodge On The Bay - Queenstown, MD
10 44 reviews
Queenstown, MD
09/02 – 09/11
$989/nighttotal: $8901 (9 )

Sunset Lodge On The Bay

6 5
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.
Kent Island Luxury Waterfront - Queenstown, MD
10 10 reviews
Queenstown, MD
09/02 – 09/11
$663/nighttotal: $5967 (9 )

Kent Island Luxury Waterfront

4 5
apartment , Stevensville
This Stevensville waterfront home offers stunning views and easy access to Love Point State Park, located within 6 miles of Paul Reed Smith Guitars and under 9 miles from Matapeake State Park and the Chesapeake Exploration Center.
This four-bedroom, four-bathroom vacation rental sleeps 14 guests and boasts a fully equipped kitchen, private balcony, garden, spa, and free WiFi; enjoy outdoor grilling and a cozy fireplace.

Best Queenstown, MD vacation rentals with parking

Blake House Historic Estate With Private Inn - Queenstown, MD
10 2 reviews
Queenstown, MD
09/02 – 09/11
$1470/nighttotal: $13230 (9 )

Blake House Historic Estate With Private Inn

6 5
house , Centreville
Blake House Historic Estate, a spacious 6-bedroom villa in Centreville, Maryland, is located 21 miles from the Academy of the Arts and 24 miles from Sandy Point State Park.
This 5,010-square-foot property boasts a private pool, fitness center, fully equipped kitchen, and accommodates up to 20 guests, offering convenient amenities like free Wi-Fi and on-site parking.
A Stunning Chesapeake Bay Sunset From A Beautiful Home With An Inground Pool!! - Queenstown, MD
Queenstown, MD
09/02 – 09/11
$1104/nighttotal: $9936 (9 )

A Stunning Chesapeake Bay Sunset From A Beautiful Home With An Inground Pool!!

6 5
apartment , Rock Hall
This waterfront home in Rock Hall offers direct Chesapeake Bay views, situated near the Historical Society of Kent County Maryland and Eastern Neck National Wildlife Refuge. This 6-bedroom, 2-bathroom house accommodates up to 10 guests and features a full kitchen, air conditioning, a swimming pool, garden, and parking.
River Cottage, Chestertown - Queenstown, MD
9.0 2 reviews
Queenstown, MD
09/02 – 09/11
$300/nighttotal: $2700 (9 )

River Cottage, Chestertown

2 5
apartment , Edesville
This Edesville cottage, near the Chester River and 15 minutes from Washington College, offers a peaceful riverside location with easy access to Chestertown attractions.
The 1180-square-foot home features two bedrooms, one bathroom, a loft with bunk beds, accommodating up to six guests, and includes amenities such as kayaks, bikes, a fire pit, and a private backyard.
Crab Alley | Waterfront Home + Hot Tub + Game Room - Queenstown, MD
10 1 review
Queenstown, MD
09/02 – 09/11
$871/nighttotal: $7839 (9 )

Crab Alley | Waterfront Home + Hot Tub + Game Room

4 5
apartment , Chester
This Bayfront residence in Chester, Maryland, offers direct water access and is located within 3 miles of Queenstown Premium Outlets and Matapeake State Park.
This 4-bedroom, 2-bathroom house accommodates up to 8 guests and features a private hot tub, a boat dock, a game room with a pool table, and an expansive kitchen.

Frequently Asked Questions about vacation rentals in Queenstown, MD

Destinations nearby

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.

Blake House Historic Estate With Private Inn - Queenstown, MD
10 79 reviews
Queenstown, MD
09/02 – 09/11
$1636/nighttotal: $14724 (9 )

Blake House Historic Estate With Private Inn

6 5
house , Centreville
This Centreville, Maryland estate, a 1691 colonial home combined with the relocated 1735 Crown and Anchor Inn, sits on 12 acres with direct water access, its precise location within Centreville requiring further specification for proximity to landmarks.
The 5,010-square-foot property features six bedrooms, six bathrooms, and accommodates up to 12 guests, offering amenities such as a swimming pool, fitness center, and extensive outdoor recreational facilities including bocce ball courts, a sauna, and nature trails, plus indoor entertainment in the Crown and Anchor Inn.
Kent Island Waterfront Cottage - Queenstown, MD
8.8 11 reviews
Queenstown, MD
09/02 – 09/11
$276/nighttotal: $2484 (9 )

Kent Island Waterfront Cottage

2 5
apartment , Stevensville
This waterfront cottage in Stevensville offers direct access to the Chester River, featuring a 250-foot pier with underwater lights and proximity to Love Point State Park and Queenstown Harbor Golf.
This 2-bedroom, 1-bathroom rental accommodates up to 6 guests and includes a kitchen with a fridge and microwave, air conditioning, a terrace, garden, spa, and parking, with family-friendly amenities available upon request.
Island Blue Getaway! Brand New Charming Family Friendly Home On Kent Island Md - Queenstown, MD
10 17 reviews
Queenstown, MD
09/02 – 09/11
$537/nighttotal: $4833 (9 )

Island Blue Getaway! Brand New Charming Family Friendly Home On Kent Island Md

3 5
apartment , Chester
This Kent Island vacation home in Chester, Maryland, offers easy access to the Chesapeake Bay Bridge and Annapolis, placing you minutes from attractions like the Hammond-Harwood House and Sandy Point State Park.
This 2200-square-foot property boasts three bedrooms, three bathrooms, and sleeps eight, featuring a fully equipped kitchen with dishwasher, air conditioning, a terrace, and parking; enjoy water views of Cox Creek, plus nearby opportunities for boating, fishing, hunting, and cycling.
Peaceful Queenstown Home W/ Deck & Grill! - Queenstown, MD
9.8 4 reviews
Queenstown, MD
09/02 – 09/11
$430/nighttotal: $3870 (9 )

Peaceful Queenstown Home W/ Deck & Grill!

4 5
house , Queenstown
This Grasonville vacation home, located 16 miles from the Academy of the Arts and 20 miles from Sandy Point State Park, offers a peaceful retreat near Annapolis attractions (27-29 miles).
The 2,340-square-foot property features a spacious four-bedroom layout accommodating up to 15 guests, complete with a fully equipped kitchen, spa, fitness center, and ample parking.

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.

Inn At Haven Harbour - Queenstown, MD
8.2 20 reviews
Queenstown, MD
09/02 – 09/11
$525/nighttotal: $4725 (9 )

Inn At Haven Harbour

1 5
resort , Rock Hall
The Inn at Haven Harbour is a short drive from Rock Hall's waterfront and marinas, offering easy access to the town's charm and activities. The resort consistently receives excellent ratings for location, cleanliness, and overall experience.
The Inn at Haven Harbour features a private beach area with direct access to the Chesapeake Bay, perfect for swimming and water sports. Guests can enjoy amenities like a seasonal outdoor pool, fitness center, and complimentary bikes, as well as on-site dining and a shared lounge and bar.
Private Boat Dock! Wye River Retreat In Queenstown - Queenstown, MD
10 2 reviews
Queenstown, MD
09/02 – 09/11
$1805/nighttotal: $16245 (9 )

Private Boat Dock! Wye River Retreat In Queenstown

5 5
apartment , Grasonville
This Grasonville waterfront vessel offers private access and is conveniently located near the Pickering Creek Audubon Center and the Chesapeake Bay Maritime Museum.
The 4,500-square-foot houseboat boasts five bedrooms, five bathrooms, a private pool, and can comfortably accommodate up to ten guests, with amenities including a full kitchen, laundry facilities, and Wi-Fi.
Comfortable Single Floor Living - Queenstown, MD
10 5 reviews
Queenstown, MD
09/02 – 09/11
$338/nighttotal: $3042 (9 )

Comfortable Single Floor Living

1 5
apartment , Grasonville
This Grasonville apartment offers a 3-acre country setting, a short drive from local attractions and waterfronts.
This 3-bedroom, 2-bathroom residence accommodates up to 8 guests with a split bedroom design, indoor bar, covered deck, sport court, and fenced outdoor space, featuring accessible entry and versatile sleeping arrangements.
â«· Massey On The Lake - Queenstown, MD
9.9 27 reviews
Queenstown, MD
09/02 – 09/11
$324/nighttotal: $2916 (9 )

â«· Massey On The Lake

1 5
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.
©2026 cozycozy.com