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

Hamilton Holiday Rentals

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Our top choices for Hamilton holiday rentals

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)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
The price is NZ$699
includes taxes & fees
29 Sept - 30 Sept
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

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.
The price is NZ$534
includes taxes & fees
27 Sept - 28 Sept
Leesburg Hideaway- King Bed + Private Backyard

3. 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$713
includes taxes & fees
8 Oct - 9 Oct
Cabin at the Gap | You Won't Believe the View!

4. 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 NZ$516
includes taxes & fees
20 Oct - 21 Oct
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

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

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (77 reviews)
"Great place and a great time."
United States
Katrina C.
The price is NZ$639
includes taxes & fees
28 Sept - 29 Sept
Blue Ridge Getaway - Sunset Views, A.T. Access

6. 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 NZ$758
includes taxes & fees
27 Sept - 28 Sept
Woodsy Retreat with a Hot Tub and Seasonal Views!

7. The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is NZ$634
includes taxes & fees
27 Sept - 28 Sept
The Blue Jay | New House in the Woods w/ Hot Tub

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

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (21 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.
The price is NZ$896
includes taxes & fees
27 Sept - 28 Sept
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

9. 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, (11 reviews)
"Had a wonderful stay here. Shaun was an excellent host with easy communication. Peaceful location with a lake! Convenient to Harper’s Ferry. "
United States
Liz P.
The price is NZ$401
includes taxes & fees
28 Sept - 29 Sept
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

10. 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, (12 reviews)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is NZ$700
includes taxes & fees
8 Oct - 9 Oct
Aslan's How - Cabin with Valley Views & Hot Tub!

11. 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, (27 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveller
The price is NZ$757
includes taxes & fees
12 Oct - 13 Oct
Cottage w/ Hot Tub and 100-Mile Valley Views!

12. 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 NZ$824
includes taxes & fees
19 Oct - 20 Oct
Storybook cottage on Leesburg's most historic block — walk to everything

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 NZ$814
includes taxes & fees
28 Sept - 29 Sept
Retreat in Historic Downtown Leesburg - Walkable to Everything!

14. 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, (43 reviews)
"We had a great stay!"
United States
Olivia T.
The price is NZ$698
includes taxes & fees
5 Oct - 6 Oct
Secluded Cabin a Stone's Throw From the A.T.!

15. Mountain Cabin in the Woods, Near Wineries & More!

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
8.8 out of 10, Excellent, (35 reviews)
"Scott very responsive; gave us multiple recommendations for restaurants and places to see, things to do. My kids loved the hot tub, beds were very comfortable- we had a great time!"
United States
Katie F.
The price is NZ$430
includes taxes & fees
7 Oct - 8 Oct
Mountain Cabin in the Woods, Near Wineries & More!

16. 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, (105 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
The price is NZ$600
includes taxes & fees
28 Sept - 29 Sept
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

17. 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.
The price is NZ$578
includes taxes & fees
28 Sept - 29 Sept
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

18. Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (29 reviews)
"The host was extremely welcoming and kind to us. We spent a week here and loved our stay. We are so grateful to have been able to stay here with Kim and Todd. "
United States
Christina H.
The price is NZ$350
includes taxes & fees
28 Sept - 29 Sept
Beautiful, Historic, Hiking, Biking and C&O Canal

19. 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 NZ$465
includes taxes & fees
27 Sept - 28 Sept
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

20. Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay "
United States
Lauren O.
The price is NZ$693
includes taxes & fees
30 Sept - 1 Oct
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
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

Find out more about Hamilton

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hamilton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hamilton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hamilton. Seeing all the best attractions is bound to make you fall in love with Hamilton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hamilton short-term rentals, that won’t be hard to do.

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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.