Keswick holiday homes

We found 798 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Keswick that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a pool. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Keswick

Showing deals for:18 Dec - 25 Dec

Bright and spacious log cabin dining area.
Cozy log cabin porch with rocking chairs, warm interior glow, and forest views. Perfect for relaxing evenings in a peaceful, secluded woodland setting.
Elegant rustic living room featuring a grand stone fireplace, wood-burning stove, rich antique-style furnishings, and serene forest views through expansive glass doors.
Dining Area.
Exceptional
(243 reviews)

Restored Double Log Cabin on 400 Mountain Acres

Afton

7% off
NZ$9,243
for 7 nights, 1 cabin
NZ$1,320 per night
includes taxes & fees
Restored Double Log Cabin on 400 Mountain Acres
Hot tub with a view of the mountains, pool, stars!
Kitchen showing dishwasher, sink area, and refrigerator, range & table
Living room with French doors open to the pool and mountains beyond
Front hall looking toward the front entry door
Exceptional
(6 reviews)

Heated Pool, Hot Tub, panoramic mountain views, near Vineyards + UVA

Crozet

8% off
NZ$11,242
for 7 nights, 1 home
NZ$1,606 per night
includes taxes & fees
Heated Pool, Hot Tub, panoramic mountain views, near Vineyards + UVA
Enjoy the view from the deck.
Enjoy some wine by the fire pit.
Dine on the screened in deck.
Downstairs living room with seating for 12+.
Exceptional
(10 reviews)

Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!

Afton

8% off
NZ$8,466
for 7 nights, 1 home
NZ$1,209 per night
includes taxes & fees
Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
Fully equipped kitchen of Pond House.
The Pond House
Interior. Den is through that doorway.
Great views from the Party Patio
Exceptional
(88 reviews)

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Gordonsville

17% off
NZ$2,909
for 7 nights, 1 cottage
NZ$416 per night
includes taxes & fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Living area
Property grounds
Exterior
Private kitchen
Exceptional
(6 reviews)

NEW 3BR+Loft, Lakefront, Dock, Firepit, Kayaks

Louisa

8% off
NZ$5,864
for 7 nights, 1 home
NZ$838 per night
includes taxes & fees
NEW 3BR+Loft, Lakefront, Dock, Firepit, Kayaks
Stairs from main floor to basement level
View of main floor living room from 2nd floor living area
Living room summer view
Kitchen summer view of deck with gas grill
Exceptional
(8 reviews)

Charming 6BR, 4.5 BA on Mechums River 15 Min. to Charlottesville

Charlottesville

8% off
NZ$14,178
for 7 nights, 1 home
NZ$2,025 per night
includes taxes & fees
Charming 6BR, 4.5 BA on Mechums River 15 Min. to Charlottesville
Living area
Exterior
Chef’s kitchen with triple filtered mountain water!
Interior
Exceptional
(12 reviews)

Luxurious Mountian house right in the Heart of Charlottesville!

Charlottesville

11% off
NZ$14,660
for 7 nights, 1 home
NZ$2,094 per night
includes taxes & fees
Luxurious Mountian house right in the Heart of Charlottesville!
The kitchen is fully-stocked and includes everything you need to get cooking!
The back deck features a gas grill, an outdoor furniture set and bistro lights!
As you enjoy each other's company, throw on the Smart TV!
... balcony access, walk-in closet, ceiling fan and full-sized primary bathroom.
Exceptional
(72 reviews)

Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds

Charlottesville

21% off
NZ$5,642
for 7 nights, 1 home
NZ$806 per night
includes taxes & fees
Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds
Private kitchen
Thomas Jefferson's Monticello
Backyard patio
Living Area and Dining Area
Exceptional
(142 reviews)

Azalea Cottage - adorable cottage within one mile of the University of Virginia

Charlottesville

11% off
NZ$3,382
for 7 nights, 1 cottage
NZ$483 per night
includes taxes & fees
Azalea Cottage - adorable cottage within one mile of the University of Virginia
Interior
Front
Outdoor dining
Interior
Exceptional
(10 reviews)

Relaxing cottage in the woods just minutes from wineries,hiking,restaurants.

Barboursville

12% off
NZ$2,906
for 7 nights, 1 cottage
NZ$415 per night
includes taxes & fees
Relaxing cottage in the woods just minutes from wineries,hiking,restaurants.
Interior
Terrace/patio
Private kitchen
Exterior
Exceptional
(6 reviews)

Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet

Charlottesville

16% off
NZ$5,111
for 7 nights, 1 home
NZ$730 per night
includes taxes & fees
Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet
Our private home.
The propane fire pit provides intimacy and warmth!
The first bedroom on the bottom floor.
Enjoy a home cooked meal in our fully stocked kitchen.
Exceptional
(25 reviews)

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Afton

8% off
NZ$3,996
for 7 nights, 1 home
NZ$571 per night
includes taxes & fees
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Main entrance
Dining
Front door
Capacious front porch with swing
Exceptional
(22 reviews)

Large Country House Near Monticello, UVA, Wineries

Louisa

12% off
NZ$5,775
for 7 nights, 1 home
NZ$825 per night
includes taxes & fees
Large Country House Near Monticello, UVA, Wineries
Room
Interior
Living area
Exterior
Exceptional
(5 reviews)

Welcome to your Blue water Escape! A cozy 3-bedroom home on Lake Anna waterfront

Mineral

8% off
NZ$6,638
for 7 nights, 1 home
NZ$948 per night
includes taxes & fees
Welcome to your Blue water Escape! A cozy 3-bedroom home on Lake Anna waterfront
Training Ring.
Exterior detail
The James Room
Property grounds
Exceptional
(48 reviews)

1856 Manor House on 600-Acre Working Horse/Cattle Estate

Gordonsville

17% off
NZ$6,129
for 7 nights, 1 home
NZ$876 per night
includes taxes & fees
1856 Manor House on 600-Acre Working Horse/Cattle Estate
There are mirrors in every bedroom, and several in common spaces.
The cozy sectional and stylish chairs are bathed in natural light!
The abundance of natural light is complemented by mirrors and comfy seating
The dining room features an expandable dining table for 6-10 to enjoy dinner.
Exceptional
(35 reviews)

Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!

Charlottesville

18% off
NZ$5,975
for 7 nights, 1 home
NZ$854 per night
includes taxes & fees
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Interior
Private kitchen
Private kitchen
Exterior detail
Exceptional
(62 reviews)

Rockfish Farmhouse - Home In the heart of The Rockfish Valley

Afton

8% off
NZ$4,340
for 7 nights, 1 home
NZ$620 per night
includes taxes & fees
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
Master Bedroom
Living area
Large Living Room with Fireplace
Party patio, with corn hole, firepit, picnic tables, other games. Great views.
Exceptional
(39 reviews)

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Gordonsville

18% off
NZ$2,743
for 7 nights, 1 home
NZ$392 per night
includes taxes & fees
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Property grounds
Living area
Interior
Living area
Excellent
(14 reviews)

Loveshack, a charming tiny house on a 5 acre farm

Charlottesville

8% off
NZ$2,917
for 7 nights, 1 cottage
NZ$417 per night
includes taxes & fees
Loveshack, a charming tiny house on a 5 acre farm
Other end of living room, with working fireplace.
Deck overlooks backyard.
Master bedroom with king-sized bed.
Hallway to bedrooms
Exceptional
(11 reviews)

Visit Monticello, Wineries, UVA & More

Troy

21% off
NZ$5,043
for 7 nights, 1 home
NZ$720 per night
includes taxes & fees
Visit Monticello, Wineries, UVA & More
Terrace/patio
Living area
Interior
Living area
Exceptional
(10 reviews)

Private cabin in wine country

Scottsville

8% off
NZ$2,115
for 7 nights, 1 cottage
NZ$302 per night
includes taxes & fees
Private cabin in wine country
Dining
Property grounds
Terrace/patio
Living area
Exceptional
(45 reviews)

Newly renovated entire guest suite in Orange County.

Orange

17% off
NZ$1,438
for 7 nights, 1 home
NZ$205 per night
includes taxes & fees
Newly renovated entire guest suite in Orange County.
Full sized appliances in downstairs kitchen.
Large deck overlooks backyard.
Front door entrance foyer with stairs from upper to lower level.
Master Bedroom, with king-sized bed.
Exceptional
(24 reviews)

Visit Monticello, Wineries, UVA: Room for a Crowd

Troy

21% off
NZ$6,464
for 7 nights, 1 home
NZ$923 per night
includes taxes & fees
Visit Monticello, Wineries, UVA: Room for a Crowd
Living Room with fireplace & beautiful 100-year old door w intricate glasswork
Gas grill, Adirondacks chairs with custom-dimmable patio lights & firepit
Imported 100-year old door to deck with incredible glasswork that dazzles!
Fully equipped kitchen for all your needs
Exceptional
(12 reviews)

5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck

Nellysford

8% off
NZ$12,994
for 7 nights, 1 home
NZ$1,856 per night
includes taxes & fees
5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Keswick getaway

Enjoy the wineries and other features of Keswick. One of the city's many top draws is its restaurants. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Keswick

Do you want to discover things to do in the area? Venture out of your holiday home and check out everything that Keswick has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Jefferson Vineyards (5.1 mi / 8.3 km)
  • Keswick Vineyards and Winery (5.4 mi / 8.7 km)
  • Castle Hill Cider (5.8 mi / 9.4 km)
  • Trump Winery (9.5 mi / 15.3 km)
  • Blenheim Vineyards (9.9 mi / 16 km)
  • Barboursville Vineyards (10.4 mi / 16.8 km)

Exploring the natural features in Keswick

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Keswick is a great place to spend some time outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Carter Mountain Orchard (6.6 mi / 10.6 km)
  • Rivanna Trails (5 mi / 8 km)
  • Ix Art Park (6.7 mi / 10.9 km)
  • Main Beach (7.7 mi / 12.3 km)
  • Chris Greene Lake Park (10.7 mi / 17.2 km)
  • Rapidan River (21.4 mi / 34.5 km)

How to get to and around Keswick

The nearest airport is in Charlottesville, VA (CHO-Charlottesville-Albemarle), located 9.2 mi (14.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 33.8 mi (54.4 km) away.

Frequently asked questions

What is the best area to stay in Keswick when booking a holiday rental?
When considering a holiday rental in Keswick, Virginia, the best area to stay in is certainly the scenic surroundings of the historic neighbourhood. This area is renowned for its picturesque landscapes and offers a tranquil retreat from the hustle and bustle of city life.In particular, the vicinity around the historic homes showcases the charm of Virginia's countryside while providing access to some delightful attractions. Just a short drive away, you'll find the beautiful Monticello, the home of Thomas Jefferson, which offers captivating tours and stunning gardens. Additionally, the nearby Keswick Vineyards invites wine enthusiasts to enjoy tastings in a picturesque setting, making it a great spot for relaxation and enjoyment.The residential properties in this area often reflect a blend of classic architecture and modern comforts, suiting various preferences. With a number of options available, visitors can choose from cosy homes located in nature to more spacious estates with expansive views.
What is the most popular type of holiday rental accomodation in Keswick?
In Keswick, holiday houses are the most popular type of holiday rental, with approximately 12 available throughout the area. These properties typically feature spacious layouts, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Additionally, several cottages and cabins can be found, offering a quaint and rustic charm. These smaller rentals often come with unique amenities such as outdoor seating areas, fireplaces, and scenic views of the surrounding countryside, providing a great retreat for those looking to explore the natural beauty of Virginia.
Are there any family house rentals in Keswick?
In Keswick, Virginia, there are several family-friendly house rentals available, making it a great spot for a getaway with loved ones. This charming area offers spacious homes with amenities that cater to families, such as sizeable living rooms for relaxation, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play. Many properties come with features like private gardens, barbecue facilities, and sometimes even game rooms to keep everyone entertained.Visitors to Keswick can enjoy the scenic beauty of the surrounding countryside, with nearby attractions including the picturesque vineyards and hiking trails of the Blue Ridge Mountains. The locale is also conveniently close to Charlottesville, which boasts a variety of cultural and historical sites, as well as dining and shopping options.
Can I rent a holiday home with a pool or hot tub in Keswick?
In Keswick, Virginia, there are several holiday homes available for rent that feature pools and hot tubs. This picturesque area, located just a short drive from Charlottesville, provides a serene setting for travellers looking to relax. Many of these properties come with inviting amenities such as private swimming pools, luxurious hot tubs, and spacious outdoor areas ideal for entertaining or unwinding.Guests can also expect fully equipped kitchens, comfortable living spaces, and sometimes even scenic views of the surrounding countryside.
Are there pet-friendly house rentals in Keswick?
In Keswick, visitors will find several pet-friendly house rentals that cater to those travelling with their furry companions. Many of these properties come equipped with modern amenities, such as fully furnished kitchens, spacious living areas, and outdoor spaces where pets can roam freely. The rentals often feature comfortable bedrooms and may include additional perks like fire pits or patios, ideal for enjoying the surrounding natural beauty.Keswick's proximity to Charlottesville offers easy access to parks and outdoor activities, making it a great destination for pet owners. Nearby parks, such as the scenic Mint Springs Valley Park, provide ample space for walking, hiking, and enjoying the outdoors with pets. Additionally, the area is known for its wineries, many of which are pet-friendly, allowing guests to enjoy tastings while their pets relax by their side.
Are there any remote work holiday rentals in Keswick?
In Keswick, Virginia, there are some remote work holiday rentals available, specifically around 18 options tailored for those needing to balance work and leisure. This picturesque area, located close to Charlottesville, offers a serene environment ideal for remote working. Many of these properties come equipped with essential amenities such as high-speed Wi-Fi and dedicated workspaces, including desks and comfortable chairs, ensuring that you can stay productive during your stay.Additionally, the tranquil surroundings of Keswick provide a great backdrop for relaxation after a day of work, with opportunities to explore the nearby vineyards, parks, and hiking trails. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Keswick?
In Keswick, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals comfortably. Many properties feature decks or patios, providing ideal spaces for outdoor relaxation and enjoying the serene surroundings. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, most rentals come with coffee and tea makers, ensuring guests can start their day with a warm beverage.
When is the best time to visit Keswick for a holiday rental?
The peak season for visiting Keswick spans from May to July, with July being particularly popular among those seeking a delightful holiday rental experience. During this vibrant period, the area comes alive with outdoor activities and attractions, making it an ideal time for families and friends to explore the picturesque countryside and enjoy the beautiful Virginia weather.Temperatures in Keswick during the summer months typically range from 20 to 30 degrees Celsius, providing the superb climate for hiking, picnicking, and enjoying the scenic vineyards in the region. Visitors can take advantage of the many local events and festivals that showcase the rich culture and community spirit of Keswick, ensuring a memorable stay.If you're looking for a more budget-friendly option, consider visiting in November. This month offers a tranquil atmosphere, superb for those who appreciate the beauty of autumn and want to explore the stunning landscapes without the crowds. The changing colours of the leaves provide a picturesque backdrop for leisurely walks and enjoying the serene surroundings.Ultimately, your choice of when to visit Keswick depends on whether you prefer the lively summer atmosphere filled with activities or the peaceful charm of the quieter autumn months.
Are all fees included in the Keswick 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 Keswick holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Keswick 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 Keswick holiday homes?
You can find great discounts on holiday homes in Keswick 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 Keswick holiday home booking on Bookabach?
To find Keswick 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 Keswick?
A long-stay holiday home in Keswick 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 Keswick holiday home?
Book your Keswick 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 Keswick?
Prices for holiday homes in Keswick 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 Keswick 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.