Hamilton holiday homes

We found 192 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Hamilton that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include cable TV and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Hamilton

Showing deals for:25 Dec - 1 Jan

15' tall Holiday tree will be up from Thanksgiving to late January. It really is a sight to see!
The deck features ~900 sq ft from the master bedroom to the kitchen and panoramic views of the vineyard and opposing ridge line. Comfortable seating for the whole group!
Newly replace 16' Windows give an expansive view of the house vineyard
Pool features a connected hot-tub with waterfall into the pool BUT the best feature is the view
Exceptional
(60 reviews)

Vinewood Estate Luxury Pool and Vineyard Retreat

Purcellville

8% off
NZ$26,122
for 7 nights, 1 chalet
NZ$3,732 per night
includes taxes & fees
Vinewood Estate Luxury Pool and Vineyard Retreat
Private kitchen
Living area
Living area
Exterior
Exceptional
(30 reviews)

Spacious Loudoun Wine Country Retreat: Hot Tub, Mountain Views, Family-Friendly

Round Hill

20% off
NZ$13,971
for 7 nights, 1 home
NZ$1,996 per night
includes taxes & fees
Spacious Loudoun Wine Country Retreat: Hot Tub, Mountain Views, Family-Friendly
Gather and enjoy meals in the spacious, fully stocked kitchen.
Warm up around the fire pit and enjoy the stunning mountain and pastoral views!
Stream your favorite TV shows and movies with high-speed internet.
The Kitchen Nook offers additional seating, and a cozy place to read.
Exceptional
(6 reviews)

The Spring House: Entire Home Rental on 74-acre, Scarlet Springs Farm

Waterford

8% off
NZ$6,513
for 7 nights, 1 room
NZ$930 per night
includes taxes & fees
The Spring House: Entire Home Rental on 74-acre, Scarlet Springs Farm
Interior
Farm sign with spring daffodils and weeping cherry in bloom at farm entrance
Living room/dining room from stairway landing. French doors to stone patio.
Outdoor dining
Exceptional
(113 reviews)

Hunt Box-Antique Filled Cottage on Lowelands Farm-Middleburg ZONR-2024-012704

Leesburg

15% off
NZ$5,345
for 7 nights, 1 home
NZ$764 per night
includes taxes & fees
Hunt Box-Antique Filled Cottage on Lowelands Farm-Middleburg ZONR-2024-012704
Exterior detail
Terrace/patio
Living area
Interior
Exceptional
(46 reviews)

Bluemont Village - Wine Country Retreat • Near Loudoun Vineyards and Venues

Bluemont

8% off
NZ$6,193
for 7 nights, 1 home
NZ$885 per night
includes taxes & fees
Bluemont Village - Wine Country Retreat • Near Loudoun Vineyards and Venues
Exterior
Open concept kitchen
Fully stocked kitchen
Living room with wood stove
Exceptional
(5 reviews)

Sunset Lion Mountain Cabin near a Lake & Vineyards

Harpers Ferry

8% off
NZ$5,592
for 7 nights, 1 cabin
NZ$799 per night
includes taxes & fees
Sunset Lion Mountain Cabin near a Lake & Vineyards
Dining
Exterior
Exterior
Living area
Exceptional
(75 reviews)

Storybook cottage on Leesburg's most historic block — walk to everything

Leesburg

8% off
NZ$7,553
for 7 nights, 1 home
NZ$1,079 per night
includes taxes & fees
Storybook cottage on Leesburg's most historic block — walk to everything
Main sitting area
Springtime at The Cottage
Fire Pit
Welcome
Exceptional
(119 reviews)

A Restored Wagon Barn On A 1790's Farm.

Purcellville

8% off
NZ$3,202
for 7 nights, 1 cottage
NZ$457 per night
includes taxes & fees
A Restored Wagon Barn On A 1790's Farm.
Private kitchen
Property grounds
My home from the road.
Outdoor dining
Exceptional
(13 reviews)

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Bluemont

8% off
NZ$2,995
for 7 nights, 1 apartment
NZ$428 per night
includes taxes & fees
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Head to the friendly city of Hamilton

Learn about the unique charm of Hamilton with a stay in a holiday home rental. Travellers appreciate the restaurants in this welcoming city. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Hamilton

Do you want to discover things to do in the area? Venture out of your cosy holiday rental and experience everything that makes Hamilton a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Stone Tower Winery (5.1 mi / 8.2 km)
  • Doukenie Winery (5.6 mi / 9 km)
  • Breaux Vineyards (7.5 mi / 12.1 km)
  • 868 Estate Vineyards (7.9 mi / 12.7 km)
  • Bluemont Vineyard (9.6 mi / 15.5 km)
  • River Creek Club (9.7 mi / 15.6 km)

Exploring the natural landscape of Hamilton

Whether you're an active traveller or just want to take in the scenery, Hamilton is a great spot to appreciate mother nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Oatlands Historic House and Gardens (6.8 mi / 11 km)
  • Shenandoah Lake Beach (9.7 mi / 15.5 km)
  • Glenwood Park (10.2 mi / 16.4 km)
  • Aldie Mill Historic Park (11 mi / 17.7 km)
  • Ashburn Park (11.3 mi / 18.1 km)
  • Algonkian Regional Park (15.7 mi / 25.2 km)

How to get to and around Hamilton

The nearest airport is in Washington Dulles International Airport (IAD), located 17 mi (27.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is 25.7 mi (41.4 km) away.

Frequently asked questions

What is the best area to stay in Hamilton when booking a holiday rental?
When considering a holiday rental in Hamilton, Virginia, the best area to stay in would be the charming neighbourhood that encapsulates the town's quaint character. This area is known for its picturesque landscapes and a friendly community atmosphere. You'll find a modest selection of properties available, offering a range of options from charming cottages to more spacious family homes.One of the top attractions nearby is the historic Oatlands Plantation, where visitors can explore beautiful gardens and learn about the region's history. Additionally, the nearby Loudoun County Wine Country offers an array of vineyards and tasting rooms, making it a delightful spot for wine enthusiasts.
What is the most popular type of holiday rental accomodation in Hamilton?
In Hamilton, apartments are the most common type of holiday rental, with about 18 available throughout the area. These apartments typically feature fully equipped kitchens, comfortable living spaces, and many come with additional amenities such as laundry facilities and outdoor seating areas. They are often situated in convenient locations that allow easy access to local attractions and services.Additionally, there are several cottages and holiday houses for those seeking a more unique stay. These properties often offer a cozier atmosphere, with options for multiple bedrooms, private gardens, and outdoor spaces ideal for relaxation.
Are there any family house rentals in Hamilton?
In Hamilton, Virginia, there are several family-friendly house rentals available, making it an excellent choice for visitors looking to enjoy a family getaway. This charming area features spacious homes that often come with amenities such as fully equipped kitchens, ample living spaces for relaxation, and outdoor areas superb for children to play. Many properties also offer conveniences like Wi-Fi and air conditioning, ensuring a comfortable stay for families.Visitors can explore nearby attractions like the scenic hills of Loudoun County and the beautiful vineyards that dot the landscape, providing plenty of opportunities for family outings. Outdoor enthusiasts will appreciate the proximity to hiking trails and parks, making Hamilton an ideal base for both adventure and relaxation.
Can I rent a holiday home with a pool or hot tub in Hamilton?
In Hamilton, Virginia, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, set amidst picturesque countryside, offers a peaceful retreat while still being close to the vibrant culture and activities of the surrounding Loudoun County. Many of the rentals provide amenities such as private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, making them superb for families or groups looking to relax and enjoy their time together. Additionally, some properties may include features like outdoor patios or decks, ideal for entertaining or enjoying the serene views of the landscape.
Are there pet-friendly house rentals in Hamilton?
In Hamilton, Virginia, there are several pet-friendly house rentals available, providing a great option for travellers wishing to bring their furry companions along. Many of these holiday homes come equipped with amenities such as spacious backyards, allowing pets to roam freely, as well as comfortable living areas and well-equipped kitchens for convenience during your stay.The area is also close to various outdoor attractions, which can be great for pet owners. Nearby parks and trails offer plenty of opportunities for walking and exploring with your pet.
Are there any remote work holiday rentals in Hamilton?
In Hamilton, Virginia, there are around 20 holiday rentals suitable for remote work, making it a convenient choice for those looking to blend work and leisure. Many of these properties offer essential amenities such as free Wi-Fi both in the rooms and common areas, ensuring a reliable internet connection for work-related tasks.Travellers can expect a variety of accommodation types, including spacious homes that often feature comfortable workspaces, dedicated areas for productivity, and inviting living spaces to unwind after a day of work. The serene surroundings of Hamilton provide a peaceful backdrop, with opportunities for outdoor activities nearby, adding to the overall appeal for remote workers. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Hamilton?
In Hamilton, popular rental amenities include kitchens, which allow guests to prepare their own meals, as well as onsite parking for convenience. Many rentals also feature air conditioning to ensure a comfortable stay during the warmer months. Additionally, coffee and tea makers are commonly found in these properties, suiting those who enjoy a warm beverage in the morning. For guests requiring extra parking, there are nearby locations available for free, making it easier for visitors with multiple vehicles.
When is the best time to visit Hamilton for a holiday rental?
The best time to visit Hamilton for a holiday rental is during the peak season from June to August. This vibrant summer period draws in many visitors eager to explore the area's charming attractions and enjoy outdoor activities. With temperatures ranging from the mid-teens to low 30s Celsius, it's an ideal time for leisurely strolls and day trips to nearby vineyards and historical sites.August, in particular, stands out as a popular month. The warm weather invites travellers to partake in various festivals and events that celebrate local culture. You can also indulge in outdoor pursuits such as hiking in the nearby Blue Ridge Mountains, where breathtaking views await.For those looking to save a bit while still enjoying the beauty of Hamilton, consider visiting in December. Although this month is quieter, it offers a unique charm with festive decorations, and you can experience the area's seasonal festivities without the summer crowds. This time is great for a serene getaway, allowing you to appreciate Hamilton's picturesque winter scenery and cozy accommodations.
What are the top attractions in Hamilton?
In Hamilton, Virginia, visitors can enjoy the charm of the Loudoun Valley and its picturesque countryside. The historic downtown area is a delightful spot for exploring local boutiques and eateries, offering a quaint atmosphere. Nearby, the historic Oatlands Historic House and Gardens is a must-see, featuring beautiful gardens and a glimpse into the area's rich history.For those interested in outdoor activities, the surrounding landscape offers opportunities for hiking and cycling, particularly in the nearby Appalachian Trail and the scenic routes through the Loudoun County wine country. The area is also home to several wineries, such as those found along the Loudoun Wine Trail, providing a chance for visitors to sample local wines while enjoying stunning vineyard views.
Are all fees included in the Hamilton holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Hamilton holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Hamilton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Hamilton holiday homes?
You can find great discounts on holiday homes in Hamilton on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Hamilton holiday home booking on Bookabach?
To find Hamilton holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Hamilton?
A long-stay holiday home in Hamilton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Hamilton holiday home?
Book your Hamilton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Hamilton?
Prices for holiday homes in Hamilton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Hamilton to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas