Hamilton 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 Hamilton holiday rentals

A spacious kitchen with a central island, a dining area with a staircase, and a view of the living room.

1. 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 NZ$664
includes taxes & fees
10 Nov - 11 Nov
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

2. 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 NZ$527
includes taxes & fees
11 Nov - 12 Nov
Leesburg Hideaway- King Bed + Private Backyard
A hammock, wicker chairs, and a view of trees through a geodesic dome structure.

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

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Leesburg
9.0 out of 10, Wonderful, (14 reviews)
"Great location and very responsive hosts. I loved the peaceful feel of the dome surrounded by woods."
United States
Anastasia M.
The price is NZ$502
includes taxes & fees
17 Nov - 18 Nov
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
A room with a large window, a round table, and two chairs.

4. Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely charming cabin - clean, comfortable and with lovely amenities."
United States
Diane S.
The price is NZ$534
includes taxes & fees
1 Dec - 2 Dec
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A room with a large window overlooking a forested area.

5. Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.6 out of 10, Exceptional, (23 reviews)
"This place is great. Very cozy, awesome hosts, great views"
United States
Eliot W.
The price is NZ$748
includes taxes & fees
12 Nov - 13 Nov
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A spacious living area with a fireplace, a sofa, and a coffee table.

6. Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!
Harpers Ferry
9.8 out of 10, Exceptional, (13 reviews)
"Overall, the cabin was very nice and provided a quiet getaway with relatively easy access to surrounding accommodations, including activities and restaurants."
United States
Tracy H.
The price is NZ$751
includes taxes & fees
19 Nov - 20 Nov
Aslan's How - Cabin with Valley Views & Hot Tub!
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

7. 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, (30 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is NZ$826
includes taxes & fees
10 Nov - 11 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.

8. 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 NZ$1,001
includes taxes & fees
10 Nov - 11 Nov
Downtown Cottage with Fire Pit
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

9. 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 NZ$995
includes taxes & fees
10 Nov - 11 Nov
Historic Downtown Home with Fire Pit
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

10. 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 NZ$940
includes taxes & fees
22 Nov - 23 Nov
Storybook cottage on Leesburg's most historic block — walk to everything
A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

11. Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."
United States
Andrew A.
The price is NZ$818
includes taxes & fees
23 Nov - 24 Nov
Log Cabin w/ Hot Tub & Waterfront Patio!
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

12. 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 NZ$995
includes taxes & fees
10 Nov - 11 Nov
Renovated 3B/3B Home | Downtown | Private Fire Pit
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.

13. 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 NZ$461
includes taxes & fees
22 Nov - 23 Nov
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
A modern building with a patio area, a fire pit, and a view of a river and forest.

14. Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"Great views, house is clean and cozy with a fireplace"
United States
Matthew P.
The price is NZ$632
includes taxes & fees
10 Nov - 11 Nov
Cabin at the Gap | You Won't Believe the View!
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 NZ$583
includes taxes & fees
10 Nov - 11 Nov
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
A spacious living area with a high ceiling, a fireplace, and a kitchen in the background.

16. Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (47 reviews)
"We had a great stay!"
United States
Olivia T.
The price is NZ$805
includes taxes & fees
23 Nov - 24 Nov
Secluded Cabin a Stone's Throw From the A.T.!
A hot tub outside a building with a view of autumn trees.

17. 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, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
The price is NZ$735
includes taxes & fees
19 Nov - 20 Nov
Woodsy Retreat with a Hot Tub and Seasonal Views!
A garden with a wooden pergola, a table with chairs, and a variety of plants and flowers.

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

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (7 reviews)
"Great location to town of leesburg and can walk to restaurants and shops. Big kitchen and nice outdoor space. "
United States
Corky F.
The price is NZ$1,174
includes taxes & fees
22 Nov - 23 Nov
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

19. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (44 reviews)
"Perfect getaway for our family."
United States
Megan
The price is NZ$725
includes taxes & fees
11 Nov - 12 Nov
Rebels Rest - Cabin with Enchanting Sunset Views!
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

20. Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
10.0 out of 10, Exceptional, (71 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
The price is NZ$310
includes taxes & fees
12 Nov - 13 Nov
Cozy Getaway near Harper`s Ferry, C&O & Potomac
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 Hamilton Hotel Reviews

A hotel room with two beds, a TV, a desk with a coffee machine, and a window with curtains.
Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA
Leesburg

10/10 Excellent

Great place enjoyed our stay here
Australia
Marie
Reviewed October 13, 2025
Red Roof Inn Leesburg, VA

Find out more about Hamilton

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

Hamilton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hamilton. 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 Hamilton 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 Hamilton holiday rentals we have selected for you start as low as NZ$474 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hamilton rentals

At Expedia, we put the best Hamilton 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 Hamilton 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 Hamilton 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 Hamilton. 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 a holiday rental in Hamilton?

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

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

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: This holiday home rental outside of Hamilton is located in the mountains, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Hamilton?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Hamilton stay.

What can I see and do in Hamilton?

Explore the area and family-friendly sights such as Ashburn Ice House, or get out into nature at a spot like Catoctin Valley. While here, The Barns at Hamilton Station Vineyards and Hunters Run Wine Tasting Barn are other places worth a visit.

What are holiday rentals like in Hamilton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hamilton. Holiday rentals offer extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for small groups.

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