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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Hamilton vacation homes

A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

1. 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 CA $193
CA $419 total
includes taxes & fees
Nov 11 - Nov 12
Leesburg Hideaway- King Bed + Private Backyard
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

2. 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 CA $369
CA $786 total
includes taxes & fees
Nov 10 - Nov 11
Historic Downtown Home with Fire Pit
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

3. 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 CA $317
CA $659 total
includes taxes & fees
Nov 9 - Nov 10
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A modern living room with a sectional sofa, a coffee table, and a flat-screen TV.

4. 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 CA $369
CA $786 total
includes taxes & fees
Nov 9 - Nov 10
Downtown Cottage 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.

5. 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 CA $394
CA $794 total
includes taxes & fees
Nov 10 - Nov 11
Charming Cottage, Walk to Downtown, Porch Swings
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

6. 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 CA $454
CA $741 total
includes taxes & fees
Nov 22 - Nov 23
Storybook cottage on Leesburg's most historic block — walk to everything
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

7. 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 CA $369
CA $786 total
includes taxes & fees
Nov 9 - Nov 10
Renovated 3B/3B Home | Downtown | Private Fire Pit
Game Room (1)

8. Still Meadow Farm

Still Meadow Farm
Purcellville
10.0 out of 10, Exceptional, (2 reviews)
"Still Meadow is a beautiful place to stay, super clean, We would definitely recommend. Host was responsive and accommodating."
United States
Jodie J.
The price is CA $1,038
CA $1,781 total
includes taxes & fees
Nov 16 - Nov 17
Still Meadow Farm
Front hallway and staircase to the two upstairs suites

9. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites
Leesburg
10.0 out of 10, Exceptional, (1 review)
"Very clean, larger unit than expected. Very comfortable and close to many shops and restaurants. Would highly recommend! We had a wonderful stay."
United States
Tyler W.
The price is CA $272
CA $664 total
includes taxes & fees
Dec 8 - Dec 9
Downtown Retreat with 2 Primary Suites
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.

10. 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)
"Welcoming host, great place!"
United States
Amanda M.
The price is CA $240
CA $566 total
includes taxes & fees
Nov 17 - Nov 18
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A hot tub under a wooden pergola with a view of autumn trees.

11. 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 CA $141
CA $578 total
includes taxes & fees
Nov 18 - Nov 19
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
A deck with outdoor seating and a lake view.

12. Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery

Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
Harpers Ferry
9.8 out of 10, Exceptional, (16 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.
The price is CA $137
CA $458 total
includes taxes & fees
Nov 22 - Nov 23
Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
A room with a sloped ceiling, a window with blinds, and a wooden floor.

13. Harpers Ferry | Hot Tub, Lake Access & Arcade

Harpers Ferry | Hot Tub, Lake Access & Arcade
Harpers Ferry
The price is CA $7,417
CA $7,962 total
includes taxes & fees
Nov 22 - Nov 23
Harpers Ferry | Hot Tub, Lake Access & Arcade
A kitchen with a large island, wooden cabinets, a microwave, a coffee maker, and a window above the sink.

14. 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 CA $239
CA $427 total
includes taxes & fees
Dec 1 - Dec 2
super cosy cottage with high speed internet!
A cozy dining area with a table and chairs, a view of a balcony with a railing, and a warm interior with wooden walls.

15. Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Shannondale
10.0 out of 10, Exceptional, (4 reviews)
"My family and ai had an amazing stay at Deb and Alex’s rental in WV! It was easy to check-in, very clean, and had convenient amenities! Would definitely consider staying with them again!"
United States
Anonymous traveller
The price is CA $314
CA $643 total
includes taxes & fees
Nov 9 - Nov 10
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
A spacious dining area with a wooden table and chairs, large windows with a view of trees, and a stone wall in the background.

16. Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is CA $256
CA $544 total
includes taxes & fees
Nov 19 - Nov 20
Stone Cabin on Valley View: Fire Pit + Hot Tub
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

17. 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 CA $458
CA $826 total
includes taxes & fees
Nov 17 - Nov 18
Spacious Modern Home on Middleburg Horse Farm
A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

18. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (3 reviews)
"Fun, creative place to stay. Worked well for our family of four for the weekend."
United States
Kathy S.
The price is CA $347
CA $560 total
includes taxes & fees
Nov 10 - Nov 11
Perfect 2-bedroom Treetop Bungalow Treehouse
A covered porch with a table and chairs, a number 64 on the wall, and a small garden area.

19. Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal

Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal
Harpers Ferry
7.2 out of 10, Good, (17 reviews)
"We had a great stay. Good location, close to Leesburg, Frederick, and Harper's Ferry center.The house was as described."
United States
Gwenaelle M.
The price is CA $200
CA $439 total
includes taxes & fees
Nov 30 - Dec 1
Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal
A modern living room with a stone fireplace, white walls, and a high ceiling.

20. Chalet in Harpers Ferry

Chalet in Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (3 reviews)
"Great time. In the mountains. Clean. Ease of communication. Would stay again"
United States
Courtney C.
The price is CA $458
CA $765 total
includes taxes & fees
Nov 9 - Nov 10
Chalet in Harpers Ferry
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 reviews in Hamilton

A gazebo with a brick pathway leading to it, surrounded by a grassy area with purple flowers.
Loudoun Valley Manor

Loudoun Valley Manor

Loudoun Valley Manor
Waterford

10/10 Excellent

This is a nice B&B on a winery property. It's a quiet place to spend the night but close enough to Leesburg and Purcellville. Breakfast is made to order each day. There are apples, bananas, coffee and cookies available through the day. Guests have access to spaces inside and out. I stayed for a week then booked another week. There were deer on the property 3 nights that I saw.
Canada
Robert
Reviewed July 19, 2026
Loudoun Valley Manor

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