Queenstown Vacation Rentals
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Our top choices for Queenstown vacation rentals
1. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!Rock Hall
10.0 out of 10, Exceptional, (35 reviews)
"Great property! Great accommodations! Wonderful host"
lisa p.
The price is CA $181
CA $407 total
includes taxes & fees
Nov 14 - Nov 15
2. First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic ChestertownChestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
John R.
The price is CA $141
CA $214 total
includes taxes & fees
Nov 16 - Nov 17
3. Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.8 out of 10, Exceptional, (50 reviews)
"Great stay"
Michael V.
The price is CA $171
CA $468 total
includes taxes & fees
Nov 23 - Nov 24
4. Relax on Kent Island in 4 Bedroom Home w/Waterview
Relax on Kent Island in 4 Bedroom Home w/WaterviewStevensville
9.8 out of 10, Exceptional, (57 reviews)
"very clean home, quiet neighborhood in a great location."
Anthony P.
The price is CA $120
CA $407 total
includes taxes & fees
Nov 15 - Nov 16
5. Family Friendly Cozy 3 Bedroom Duplex
Family Friendly Cozy 3 Bedroom DuplexGrasonville
The price is CA $385
CA $443 total
includes taxes & fees
Nov 24 - Nov 25
6. BAYSIDE BUNGALOW
BAYSIDE BUNGALOWRock Hall
10.0 out of 10, Exceptional, (67 reviews)
"Perfect little place for our weekend stay!"
Diane V.
The price is CA $285
CA $429 total
includes taxes & fees
Nov 14 - Nov 15
7. Family Retreat at Lansdowne Manor
Family Retreat at Lansdowne ManorCentreville
10.0 out of 10, Exceptional, (14 reviews)
"We had an amazing stay for a wedding weekend! Beautiful grounds, beautiful house, lots of room for kids and dogs. Would definitely stay again! "
Emily C.
The price is CA $349
CA $419 total
includes taxes & fees
Nov 16 - Nov 17
8. Pool Loft Suite | Bay Access & Beach Passes
Pool Loft Suite | Bay Access & Beach PassesCape Saint Claire
10.0 out of 10, Exceptional, (9 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
Ana S.
The price is CA $274
CA $656 total
includes taxes & fees
Nov 15 - Nov 16
9. Large 2 bedroom house with private parking in a nice neighborhood
Large 2 bedroom house with private parking in a nice neighborhoodArnold
9.4 out of 10, Exceptional, (44 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
Linda B.
The price is CA $192
CA $447 total
includes taxes & fees
Nov 15 - Nov 16
10. Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Cozy 1-bedroom in-law suite in lovely Chestertown with ACChestertown
8.0 out of 10, Very good, (1 review)
"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...
Miriam G.
The price is CA $282
CA $396 total
includes taxes & fees
Nov 19 - Nov 20
11. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all placesEaston
10.0 out of 10, Exceptional, (1 review)
"Fabulous location in town location! It was much larger than we expected - 2 levels. Nice open layout on the main level with 2 BR/BA and a 3rd BR/BA on 2nd floor. Owners are very responsive before and during the trip. We could not connect to the TV, but owner quickly offered assistance. Bathrooms can use some towel racks and shelves. Beds/pillows were comfy! We were very happy with our stay."
Lynn G.
The price is CA $321
CA $574 total
includes taxes & fees
Nov 18 - Nov 19
12. Bay Sunsets for Two • Rooftop Fire Pit
Bay Sunsets for Two • Rooftop Fire PitPasadena
10.0 out of 10, Exceptional, (4 reviews)
"We had a phenomenal time celebrating our engagement at Flohom! The space was spotlessly clean, super comfortable, and peaceful. The location was fantastic, and the hosting was top-notch from start to finish. We couldn't have asked for a better experience to"
Charles W.
The price is CA $239
CA $569 total
includes taxes & fees
Nov 15 - Nov 16
13. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community BeachArundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
"Super clean, well furnished and in a nice quiet neighborhood close to downtown Annapolis. Great place to stay!"
Ryan C.
The price is CA $295
CA $673 total
includes taxes & fees
Nov 16 - Nov 17
14. Houseboat Suite for Two near Annapolis
Houseboat Suite for Two near AnnapolisArnold
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful location! Amazing restaurant down the street. Best crab dip and cream of crab soup you’ll ever have."
Anonymous traveller
The price is CA $200
CA $509 total
includes taxes & fees
Nov 15 - Nov 16
15. Newly restored apartment in the heart of Chestertown
Newly restored apartment in the heart of ChestertownChestertown
10.0 out of 10, Exceptional, (35 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
Susan A.
The price is CA $321
CA $479 total
includes taxes & fees
Nov 15 - Nov 16
16. Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Your Annapolis Waterfront retreat for a weekend or any-day getaway!West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
Jill R.
The price is CA $379
CA $523 total
includes taxes & fees
Nov 22 - Nov 23
17. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!Stevensville
10.0 out of 10, Exceptional, (75 reviews)
"Great stay, exactly as advertised, Donna was great!"
Sam C.
The price is CA $996
CA $1,795 total
includes taxes & fees
Dec 1 - Dec 2
18. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to AnnapolisDeale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
Maude H.
19. Cozy 2br home w/ parking in downtown Annapolis
Cozy 2br home w/ parking in downtown AnnapolisHistoric District
10.0 out of 10, Exceptional, (87 reviews)
"Location, amenities, cleanliness, parking all great!"
Nancy N.
The price is CA $307
CA $620 total
includes taxes & fees
Nov 16 - Nov 17
20. Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
Paul C.
The price is CA $300
CA $758 total
includes taxes & fees
Nov 30 - Dec 1
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Queenstown Hotel Reviews
Hyatt Place Kent Narrows & Marina
10/10 Excellent
Find out more about Queenstown
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Queenstown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.
