Queen Anne Holiday Rentals from NZ$478: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Queen Anne has to offer?

Dollhouse in Central Historic St Michaels : This holiday home rental outside of Queen Anne offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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In two weeks

In two months

In three months

In four months

Our top choices for Queen Anne 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 house with a swimming pool, surrounded by a fence, and two red umbrellas.

2. 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 backyard with a small waterfall, rocks, and a pond with lily pads. There are two blue chairs and a black pot near the waterfall.

3. Turnbridge Manor

Denton

Glenn S.

includes taxes & fees

6 Oct - 7 Oct

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

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

Stevensville

Michelle P.

includes taxes & fees

7 Oct - 8 Oct

A kitchen with wooden cabinets, a dining table, and a refrigerator.

5. Family Retreat at Lansdowne Manor

Centreville

Emily C.

includes taxes & fees

12 Oct - 13 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

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

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

Rock Hall

lisa p.

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

8. Guest Suite for up to 2 in a Victorian on the Chester River

Millington

Riley B.

includes taxes & fees

12 Oct - 13 Oct

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

9. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

includes taxes & fees

13 Oct - 14 Oct

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

10. 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

13 Oct - 14 Oct

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

11. BAYSIDE BUNGALOW

Rock Hall

Diane V.

includes taxes & fees

13 Oct - 14 Oct

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

12. Newly restored apartment in the heart of Chestertown

Chestertown

Anonymous traveller

includes taxes & fees

7 Oct - 8 Oct

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

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

Chestertown

Mandy D.

includes taxes & fees

27 Oct - 28 Oct

Three birds perched on a wooden structure by the water.

14. 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 red roof, a brick chimney, and a small porch.

15. 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

11 Oct - 12 Oct

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

16. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

David R.

includes taxes & fees

13 Oct - 14 Oct

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Top Queen Anne Hotel Reviews

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

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 Queen Anne

Everything you need to know about Queen Anne 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 Queen Anne 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 Queen Anne holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Queen Anne holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Queen Anne. 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 Queen Anne 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 Queen Anne holiday rentals we have selected for you start as low as NZ$478 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Queen Anne rentals

At Expedia, we put the best Queen Anne 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 Queen Anne 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 Queen Anne 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 Queen Anne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Queen Anne?

Yes, there are holiday rentals close to the most popular sights in Queen Anne, or you can select a more secluded option if you're looking for a relaxing stay.

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

Dollhouse in Central Historic St Michaels: This holiday home rental outside of Queen Anne offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Queen Anne?

Explore the area and family-friendly sights such as Chesapeake Bay Maritime Museum, or get out into nature at a spot like Chesapeake Bay Environmental Center. In the wider area, you’ll find Tuckahoe State Park and Wye Landing.

What are holiday rentals like in Queen Anne?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Queen Anne. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.

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Check prices for these dates

Our top choices for Queen Anne holiday rentals

1. Cass-N-Reel Luxury Houseboat

2. First Floor Studio Apartment in Historic Chestertown

3. Turnbridge Manor

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

5. Family Retreat at Lansdowne Manor

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

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

8. Guest Suite for up to 2 in a Victorian on the Chester River

9. Secluded Cottage in Middle of Chestertown

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

11. BAYSIDE BUNGALOW

12. Newly restored apartment in the heart of Chestertown

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

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

15. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

16. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Find holiday rentals that suit your style

Top Queen Anne Hotel Reviews

St Michaels Inn

Baymont by Wyndham Easton

Hilton Garden Inn Kent Island Marina

Inn at Perry Cabin

Holiday Inn Express Easton by IHG

Sandaway Suites & Beach

Holiday Inn Express Annapolis East-Kent Island by IHG

Find out more about Queen Anne

Frequently asked questions

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