Queenstown Holiday Rentals from NZ$505: Search Short-Term Rentals

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Our top choices for Queenstown holiday rentals

A modern kitchen with dark cabinets, a white countertop, and a large window.

1. Cass-N-Reel Luxury Houseboat

Grasonville

Danny B.

includes taxes & fees

8 Oct - 9 Oct

A lighthouse with a white exterior, a balcony, and a metal roof.

2. Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

Michelle P.

includes taxes & fees

4 Oct - 5 Oct

A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

3. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

lisa p.

includes taxes & fees

4 Oct - 5 Oct

A building with a gabled roof and a circular vent on the roof.

4. BAYSIDE BUNGALOW

Rock Hall

Diane V.

includes taxes & fees

4 Oct - 5 Oct

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

5. First Floor Studio Apartment in Historic Chestertown

Chestertown

"This property is delightful. It's very "beachy" and relaxing. There are lots of thoughtful amenities which made our stay smooth. The only thing I would mention is that the property is reached by a set of six stair steps, even though strictly speaking it is on the first floor of the house. That wasn't a problem for us. Other than that, we can highly recommend it. We thoroughly enjoyed our stay here. (My husband wants me to mention that he loved the bed and slept very well.)"

Charr

includes taxes & fees

5 Oct - 6 Oct

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

6. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville

Dawn G.

includes taxes & fees

5 Oct - 6 Oct

Three birds perched on a wooden structure by the water.

7. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

barbara s.

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

8. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

David R.

includes taxes & fees

5 Oct - 6 Oct

A two-story house with a red roof, a brick chimney, and a small porch.

9. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

Stevensville

"We arrived and the air conditioning was broken.The owner did not inform us but installed portable AC’s running vents out of doors that would not close or lock. The old AC unit was installed incorrectly &BR below flooded by 12 am. contacted owner and then was told not to run AC & we would be refunded. Covered mattresses that were being soaked, cleaned up flood, washed all bedding. Owner said trying to find us another rental but there were none & I had service dog. If we moved we would miss...

Suzanne R.

includes taxes & fees

5 Oct - 6 Oct

A spacious living area with a dining table, sofa, and a kitchen in the background.

10. Newly restored apartment in the heart of Chestertown

Chestertown

Anonymous traveller

includes taxes & fees

7 Oct - 8 Oct

A dining table with a wine bottle, glasses, and a red bowl with a leaf pattern.

11. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

West Annapolis

Jill R.

includes taxes & fees

5 Oct - 6 Oct

A beach with chairs and a pier in the background.

12. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay

Pamela B.

includes taxes & fees

2 Nov - 3 Nov

A living room with a fireplace, patterned furniture, a coffee table, and a bookshelf.

13. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with two lounge chairs and a green umbrella.

14. Pool Loft Suite | Bay Access & Beach Passes

Cape Saint Claire

Ana S.

includes taxes & fees

4 Oct - 5 Oct

A deck with outdoor furniture, a potted plant, and a house in the background.

15. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Chestertown

"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.

includes taxes & fees

12 Oct - 13 Oct

A hallway with wooden flooring, a door on the right, and a window at the end.

16. Wren Retweet- Country Estate in Center of C’Town

Chestertown

Mandy D.

includes taxes & fees

27 Oct - 28 Oct

A wooden dock extending into a calm body of water with boats docked at the end.

17. Cozy 2br home w/ parking in downtown Annapolis

Historic District

Nancy N.

includes taxes & fees

20 Oct - 21 Oct

A covered outdoor seating area with wicker furniture, a ceiling fan, and a view of trees and houses.

18. Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min

Cape Saint Claire

Jennifer H.

includes taxes & fees

5 Oct - 6 Oct

A marina with multiple boats docked, a building with a distinctive yellow roof, and a clear sky.

19. Secluded Cozy Cottage in Historic Downtown

Historic District

Tim G.

includes taxes & fees

2 Nov - 3 Nov

A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

20. Large 2 bedroom house with private parking in a nice neighborhood

Arnold

Linda B.

includes taxes & fees

5 Oct - 6 Oct

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Top Queenstown Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Great"

Inn at Perry Cabin

10/10 Excellent

"Outstanding experience in every way. Staff was superior — everyone greeted us by name and was eager to ensure we had everything we needed. Meals at Stars were excellent — and the gorgeous views of the water and property enhanced the dining experience. The lit firepits and comfy seating outside were a welcome retreat in the early evening so we could sit and take in the views. We strolled the grounds via the walking paths and enjoyed the lush gardens and plantings. All in all, an amazing getaway."

Find out more about Queenstown

Everything you need to know about Queenstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Queenstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Queenstown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Queenstown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Queenstown. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Queenstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Queenstown holiday rentals we have selected for you start as low as NZ$505 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Queenstown rentals

At Expedia, we put the best Queenstown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Queenstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Queenstown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Queenstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there holiday rentals in Queenstown?

Yes, there are holiday rentals in Queenstown close to Rufus M and Loraine Hall Todd Performing Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Queenstown is known for its restaurants and golf courses. Make sure you have time to check out the shopping while you're in the area.

What are some of the best holiday rentals that Queenstown has to offer?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This holiday home rental outside of Queenstown is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Queenstown?

Expedia has 7 holiday rentals for your stay in Queenstown.

What’s there to see and do in Queenstown?

Explore the area and family-friendly sights such as Chesapeake Bay Maritime Museum, or get out into nature at a spot like Eastern Neck National Wildlife Refuge. While here, Queenstown Premium Outlets and Queenstown Harbor Golf are other places worth a visit.

What’s a holiday rental in Queenstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Queenstown. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips.

Queenstown Holiday Rentals

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Check prices for these dates

Our top choices for Queenstown holiday rentals

1. Cass-N-Reel Luxury Houseboat

2. Charming Coastal/Country Home w/3 Acres & Sauna!

3. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

4. BAYSIDE BUNGALOW

5. First Floor Studio Apartment in Historic Chestertown

6. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

7. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

8. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

9. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

10. Newly restored apartment in the heart of Chestertown

11. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

12. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

13. Secluded Cottage in Middle of Chestertown

14. Pool Loft Suite | Bay Access & Beach Passes

15. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

16. Wren Retweet- Country Estate in Center of C’Town

17. Cozy 2br home w/ parking in downtown Annapolis

18. Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min

19. Secluded Cozy Cottage in Historic Downtown

20. Large 2 bedroom house with private parking in a nice neighborhood

Find holiday rentals that suit your style

Top Queenstown Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

Find out more about Queenstown

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