Dover Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Dover holiday rentals

A hotel room with a bed, a dining table with chairs, a small table with a vase of flowers, and a storage unit with shelves.

1. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.6 out of 10, Exceptional, (29 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
The price is AU$379
includes taxes & fees
22 Nov - 23 Nov
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
covered patio

2. Hunters Retreat with High Speed Internet

Hunters Retreat with High Speed Internet
Middleburg
10.0 out of 10, Exceptional, (6 reviews)
"We had the best fall weekend and the property is amazing "
United States
Kelly T.
The price is AU$1,233
includes taxes & fees
12 Nov - 13 Nov
Hunters Retreat with High Speed Internet
A stone house with a chimney, surrounded by a well-maintained lawn and trees.

3. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (68 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
The price is AU$561
includes taxes & fees
15 Nov - 16 Nov
18th Century Stone Cottage minutes from historic Middleburg
A kitchen with a large island, wooden cabinets, a microwave, a coffee maker, and a window above the sink.

4. super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.6 out of 10, Exceptional, (19 reviews)
"The area was surrounded by horses, Horse farms all around, which was lovely. Very quite and peaceful. Enjoyed my time there."
United States
Lynette
The price is AU$440
includes taxes & fees
1 Dec - 2 Dec
super cosy cottage with high speed internet!
A cabin with a triangular roof, large windows, and a deck area.

5. The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Haymarket
8.6 out of 10, Excellent, (20 reviews)
"It is a great place for a couple to stay. Inside was clean and comfortable. However, the listing needs to be updated. It is run down on the outside. And the grounds need to be tended to."
United States
Julie B.
The price is AU$535
includes taxes & fees
12 Nov - 13 Nov
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

6. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
United States
Denise B.
The price is AU$816
includes taxes & fees
12 Nov - 13 Nov
Spacious Modern Home on Middleburg Horse Farm
A spacious lobby with a modern design, featuring a large seating area, a fireplace, and large windows offering a view of the outdoors.

7. Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center
3.5 star property
Reston Town Center
8.2 out of 10, Very good, (181 reviews)
"Amazing and will be returning"
United States
London
The price is AU$379
includes taxes & fees
22 Nov - 23 Nov
Global Luxury Suites at Reston Town Center
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

8. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (39 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is AU$418
includes taxes & fees
11 Nov - 12 Nov
Leesburg Hideaway- King Bed + Private Backyard
A spacious kitchen with a central island, a dining area with a staircase, and a view of the living room.

9. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (27 reviews)
"Fun place to stay!!!"
United States
Theresa R.
The price is AU$535
includes taxes & fees
12 Nov - 13 Nov
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A modern kitchen with a wooden floor, a large window, and a kitchen island with stools.

10. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful, peaceful property. We originally lived in the area and were coming back to close out our business in town. The amenities in the home were great and everything was super clean. You definitely get the Northern Virginia rural experience here. Great location and hosts were amazing! Would stay here again!"
United States
Christina C.
The price is AU$371
includes taxes & fees
12 Nov - 13 Nov
Lunar Loft, with mountain views
A yellow house with a porch, a front door, and two windows.

11. Storybook cottage on Leesburg's most historic block — walk to everything

Storybook cottage on Leesburg's most historic block — walk to everything
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (79 reviews)
"Storybook Cottage was located perfectly for our 2 day trip for a friendship reunion and to explore Leesburg. Would definitely recommend!"
United States
Renee L.
The price is AU$751
includes taxes & fees
22 Nov - 23 Nov
Storybook cottage on Leesburg's most historic block — walk to everything
A modern kitchen with bar stools, pendant lighting, and a view of the city through large windows.

12. Global Luxury Suites at Town Center

Global Luxury Suites at Town Center
4.0 star property
Reston Town Center
8.6 out of 10, Excellent, (27 reviews)
"Checks most boxes."
United States
Christo
The price is AU$433
includes taxes & fees
15 Nov - 16 Nov
Global Luxury Suites at Town Center
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

13. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (44 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is AU$791
includes taxes & fees
18 Nov - 19 Nov
Renovated 3B/3B Home | Downtown | Private Fire Pit
A garden with a wooden pergola, a table with chairs, and a variety of plants and flowers.

14. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
The price is AU$989
includes taxes & fees
22 Nov - 23 Nov
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A wooden bridge leading to a house surrounded by lush greenery and purple flowers.

15. Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Bluemont
9.8 out of 10, Exceptional, (15 reviews)
"Nice owner, great place"
United States
Leslie C.
The price is AU$467
includes taxes & fees
11 Nov - 12 Nov
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

16. Retreat in Historic Downtown Leesburg - Walkable to Everything!

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (31 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is AU$667
includes taxes & fees
11 Nov - 12 Nov
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A modern living room with a sectional sofa, a coffee table, and a flat-screen TV.

17. Downtown Cottage with Fire Pit

Downtown Cottage with Fire Pit
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (23 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is AU$797
includes taxes & fees
11 Nov - 12 Nov
Downtown Cottage with Fire Pit
A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a stove. There are two wooden stools and a large island with a mat.

18. Serene Modern Retreat: A Minimalist Japanese-Inspired Escape

Serene Modern Retreat: A Minimalist Japanese-Inspired Escape
Ashburn
7.0 out of 10, Good, (4 reviews)
"I was impressed with the communication from Juan. He was extremely helpful and easy to work with. The apartment was very clean and comfortable. I loved the bed, firm and comfortable, as well as the pillows. He told us about a walking path around the outside of the neighborhood. We got up early and walked it! Loved it. We drive an electric vehicle and happy to know that there are chargers in the lot near the apartment. It was a very good experience for us…"
United States
Sonja R.
The price is AU$332
includes taxes & fees
9 Dec - 10 Dec
Serene Modern Retreat: A Minimalist Japanese-Inspired Escape
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

19. Historic Downtown Home with Fire Pit

Historic Downtown Home with Fire Pit
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (16 reviews)
"Great location in a great town!"
United States
Gigi D.
The price is AU$797
includes taxes & fees
11 Nov - 12 Nov
Historic Downtown Home with Fire Pit
A modern living room with a grey sofa, a white armchair, and a coffee table. There is a kitchen area in the background with white cabinets and a dining table.

20. Charming Cottage, Walk to Downtown, Porch Swings

Charming Cottage, Walk to Downtown, Porch Swings
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (1 review)
"it was a clean house and quite area. perfect!"
United States
John S.
The price is AU$802
includes taxes & fees
15 Nov - 16 Nov
Charming Cottage, Walk to Downtown, Porch Swings
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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Find holiday rentals that suit your style

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Top Dover Hotel Reviews

A modern living room with a sofa, armchairs, a coffee table, a fireplace, and a television.
Fairfield Inn & Suites by Marriott at Dulles Airport

Fairfield Inn & Suites by Marriott at Dulles Airport

Fairfield Inn & Suites by Marriott at Dulles Airport
Sterling

10/10 Excellent

The facility had everything you require and the staff were very friendly.
Australia
Michael
Reviewed March 17, 2026
Fairfield Inn & Suites by Marriott at Dulles Airport

Find out more about Dover

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

Dover holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dover. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dover 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 Dover holiday rentals we have selected for you start as low as AU$196 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dover rentals

At Expedia, we put the best Dover 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 Dover 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 Dover 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 Dover. 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

Are there holiday rentals in Dover?

Yes, there are holiday rentals close to the most popular sights in Dover, 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 Dover has to offer?

Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area: This holiday home rental outside of Dover is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a library.

What can I see and do in Dover?

Explore the area and family-friendly sights such as Ticonderoga Farms, or get out into nature at a spot like Aldie Mill Historic Park. In the wider area, you’ll find Cana Vineyards and Winery and Chrysalis Vineyards.

What are holiday rentals like in Dover?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dover. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.