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Dover Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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 studio has potential but is not worth the price paid. Towels were old, mattress was soft, cobwebs were noticeable. Location is great."
United States
Kathleen
The price is AU$388
includes taxes & fees
29 Sept - 30 Sept
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
A cabin with a triangular roof, large windows, and a deck area.

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

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Haymarket
8.6 out of 10, Excellent, (20 reviews)
"Excellent communication, great property!"
United States
Amy E.
The price is AU$561
includes taxes & fees
21 Oct - 22 Oct
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
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, (66 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
The price is AU$552
includes taxes & fees
12 Oct - 13 Oct
18th Century Stone Cottage minutes from historic Middleburg
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

4. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (21 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$848
includes taxes & fees
6 Oct - 7 Oct
Spacious Modern Home on Middleburg Horse Farm
A fenced grassy field with a clear sky and distant hills.

5. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.2 out of 10, Wonderful, (11 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$384
includes taxes & fees
29 Sept - 30 Sept
Lunar Loft, with mountain views
A covered patio area with a wooden bench, a table, and chairs.

6. Tranquil Sugarland Retreat Close to Airport/Metro

Tranquil Sugarland Retreat Close to Airport/Metro
Herndon
9.6 out of 10, Exceptional, (39 reviews)
"Great place. "
United States
Selase D.
The price is AU$199
includes taxes & fees
28 Sept - 29 Sept
Tranquil Sugarland Retreat Close to Airport/Metro
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

7. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (38 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is AU$435
includes taxes & fees
27 Sept - 28 Sept
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.

8. 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, (26 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
The price is AU$541
includes taxes & fees
28 Sept - 29 Sept
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A bedroom with a large bed, two bedside lamps, a potted plant, and a small ottoman.

9. Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (120 reviews)
"We had a quick stay but it was perfect for what we needed. "
United States
Deana B.
The price is AU$246
includes taxes & fees
28 Sept - 29 Sept
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
A fire pit surrounded by Adirondack chairs, a covered grill, and a stone wall with logs.

10. 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$599
includes taxes & fees
5 Oct - 6 Oct
Charming Cottage, Walk to Downtown, Porch Swings
A hammock, wicker chairs, and a view of trees through a geodesic dome structure.

11. Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Leesburg
9.0 out of 10, Wonderful, (14 reviews)
"What an excellent stay! Ayda was an amazing host. The dome is very private and wonderfully outfitted. The hot tub was awesome and everything was clean and so comfy. In summer I can only imagine it is even more secluded as the trees leaf out!! Highly recommended and planning another stay. "
United States
Carter S.
The price is AU$429
includes taxes & fees
20 Oct - 21 Oct
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

12. DC Wine Country Farmhouse | 5 Peaceful Acres

DC Wine Country Farmhouse | 5 Peaceful Acres
Loudoun County
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay. House is beautiful and clean and owner was highly responsive. "
United States
Michele B.
The price is AU$645
includes taxes & fees
28 Sept - 29 Sept
DC Wine Country Farmhouse | 5 Peaceful Acres
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

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

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (28 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is AU$655
includes taxes & fees
28 Sept - 29 Sept
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

14. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"Enjoyed our visit. House was well-appointed and had an amazing view from back deck."
United States
Kathy V.
The price is AU$720
includes taxes & fees
21 Oct - 22 Oct
Rebels Rest - Cabin with Enchanting Sunset Views!
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

15. 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, (76 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
United States
draje7
The price is AU$654
includes taxes & fees
19 Oct - 20 Oct
Storybook cottage on Leesburg's most historic block — walk to everything
A two-story house with a porch, surrounded by trees and grass.

16. 1910 Farmhouse on 6 Acres • VA Wine Country

1910 Farmhouse on 6 Acres • VA Wine Country
Marshall
9.6 out of 10, Exceptional, (5 reviews)
"If we managed to do everything, sing, dance, play, we loved the comfortable place for us"
United States
Erick U.
The price is AU$560
includes taxes & fees
8 Oct - 9 Oct
1910 Farmhouse on 6 Acres • VA Wine Country
A kitchen with white cabinets, a wooden countertop, a stove, and a sink. There are two wooden stools and a clock on the wall.

17. Your Peaceful Getaway in the Blue Ridge.

Your Peaceful Getaway in the Blue Ridge.
Bluemont
7.6 out of 10, Good, (4 reviews)
"Cozy, clean, private. We really enjoyed our stay!"
United States
Sonya S.
The price is AU$315
includes taxes & fees
1 Oct - 2 Oct
Your Peaceful Getaway in the Blue Ridge.
A modern kitchen with white cabinets, a marble island, and wooden stools.

18. Elegant Executive Stay Near Dulles Airport - Private Office & Entrance

Elegant Executive Stay Near Dulles Airport - Private Office & Entrance
Four Seasons
9.2 out of 10, Wonderful, (9 reviews)
"Yes; the host was very welcoming. The place was awesome, the amenities superb and was very close to restaurants and public transportation. My stay was very enjoyable. I had access to toiletries and all the other household necessities that I needed. I will come back anytime soon, refer the listing to family members and friends."
United States
Sally T.
The price is AU$532
includes taxes & fees
30 Sept - 1 Oct
Elegant Executive Stay Near Dulles Airport - Private Office & Entrance
A wooden cabin with a porch, a bench, and a table.

19. Peaceful mountain cabin in charming Berryville VA - next to river and brewery

Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Berryville
10.0 out of 10, Exceptional, (3 reviews)
"Loved the place, the log cabin has the old world charm and beautiful settings. "
United States
Anonymous traveller
The price is AU$346
includes taxes & fees
5 Oct - 6 Oct
Peaceful mountain cabin in charming Berryville VA - next to river and brewery
A hot tub outside a building with a view of autumn trees.

20. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is AU$602
includes taxes & fees
27 Sept - 28 Sept
Woodsy Retreat with a Hot Tub and Seasonal Views!
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 Dover Hotel Reviews

HYATT house Sterling/Dulles Airport-North

HYATT house Sterling/Dulles Airport-North

8/10 Good
"Disfrute mucho mi estancias, bastante cómodo, seguro y limpio"
Dina 10-night trip
Posted 13 hours ago
HYATT house Sterling/Dulles Airport-North

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$199 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 Ashburn Ice House, 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.