A white historic building with a conical roof and a small tower, surrounded by a grassy field and trees.

Hamilton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hamilton vacation 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, (26 reviews)
"Fun place to stay!!!"
United States
Theresa R.
$347 nightly
The price is $396
Oct 19 - Oct 20
Total with taxes and fees
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, (38 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
$267 nightly
The price is $307
Oct 19 - Oct 20
Total with taxes and fees
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.
$269 nightly
The price is $298
Oct 20 - Oct 21
Total with taxes and fees
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
A bar area with wooden beams, hanging light fixtures, and a bar counter with stools.

4. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.6 out of 10, Exceptional, (12 reviews)
"The property was great! Very clean and walkable to town. We had a wonderful time and Joe was great to work with! We would absolutely love to stay here again!"
United States
melissa b.
$708 nightly
The price is $793
Oct 23 - Oct 24
Total with taxes and fees
Main Street USA -- Walk to Everything
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

5. 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, (77 reviews)
"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"
United States
Fern
$418 nightly
The price is $481
Oct 19 - Oct 20
Total with taxes and fees
Storybook cottage on Leesburg's most historic block — walk to everything
A backyard with a fire pit surrounded by Adirondack chairs, a wooden deck, and string lights.

6. 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.
$486 nightly
The price is $541
Oct 19 - Oct 20
Total with taxes and fees
Downtown Cottage with Fire Pit
A deck with outdoor seating and a lake view.

7. Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
10.0 out of 10, Exceptional, (12 reviews)
"We had a lovely stay and it was so nice for our dog as well. The Mountain Lake Cub had a doggy beach day on Saturday morning and it was a super fun experience. The host was friendly and responsive!"
United States
Dawn S.
$240 nightly
The price is $267
Oct 22 - Oct 23
Total with taxes and fees
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

8. 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)
"Well appointed and very walkable to nearby downtown."
United States
Sean S.
$502 nightly
The price is $560
Oct 27 - Oct 28
Total with taxes and fees
Historic Downtown Home with Fire Pit
A spacious living area with a fireplace, a sofa, and a coffee table.

9. 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)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
$342 nightly
The price is $381
Oct 21 - Oct 22
Total with taxes and fees
Aslan's How - Cabin with Valley Views & Hot Tub!
A room with a large window overlooking a forested area.

10. 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, (22 reviews)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
$355 nightly
The price is $395
Oct 28 - Oct 29
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

11. 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, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
$502 nightly
The price is $559
Nov 2 - Nov 3
Total with taxes and fees
Renovated 3B/3B Home | Downtown | Private Fire Pit
A spacious living area with a high ceiling, a fireplace, and a kitchen in the background.

12. 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, (45 reviews)
"We had a great stay!"
United States
Olivia T.
$363 nightly
The price is $404
Oct 21 - Oct 22
Total with taxes and fees
Secluded Cabin a Stone's Throw From the A.T.!
A hot tub outside a building with a view of autumn trees.

13. 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.
$308 nightly
The price is $343
Oct 21 - Oct 22
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
A spacious room with a large dining table, white chairs, and a ceiling fan.

14. 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, (109 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
$352 nightly
The price is $392
Oct 29 - Oct 30
Total with taxes and fees
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake.
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.

15. 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
$290 nightly
The price is $331
Oct 23 - Oct 24
Total with taxes and fees
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
A garden with a wooden pergola, a table with chairs, and a variety of plants and flowers.

16. 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, (6 reviews)
"Great location to town of leesburg and can walk to restaurants and shops. Big kitchen and nice outdoor space. "
United States
Corky F.
$601 nightly
The price is $691
Oct 22 - Oct 23
Total with taxes and fees
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

17. Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (78 reviews)
"Great stay! Wonderful property!"
United States
Thomas W.
$349 nightly
The price is $388
Oct 26 - Oct 27
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
A spacious living room with a green sofa set, a coffee table, and a fireplace. There is a kitchen in the background with a large window overlooking a deck.

18. Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (9 reviews)
"We loved it! So peaceful and beautiful property. Andrea is a great host!"
United States
Erin C.
$305 nightly
The price is $339
Oct 28 - Oct 29
Total with taxes and fees
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A hot tub with a view of a forested landscape during sunset.

19. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveler
$365 nightly
The price is $406
Oct 29 - Oct 30
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

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

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (27 reviews)
"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."
United States
Andrew A.
$353 nightly
The price is $394
Nov 4 - Nov 5
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
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 Hamilton Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"Rooms and services were the equivalent of much higher priced hotels."
Jerry 1-night trip
Posted 10 hours ago
Country Inn & Suites by Radisson, Frederick, MD

Find out more about Hamilton

Everything you need to know about Hamilton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hamilton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hamilton vacation 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 low season months. For more hustle and bustle, you may prefer to visit Hamilton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hamilton rentals

At Expedia, we put the best Hamilton vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Hamilton?

Yes, we offer vacation rentals close to well known points of interest in Hamilton, or you can select a more secluded option if you're looking for relaxation. Hamilton is known for its restaurants.

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

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: Visitors like this Hamilton vacation home rental. It is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Hamilton?

With 6 Expedia vacation rentals, you're sure 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 vacation rentals like in Hamilton?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Hamilton. Vacation rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.