Sperryville holiday lettings

We found 860 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in Sperryville that are perfect for your trip. Holiday homes provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a pool. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Sperryville

Showing deals for:20 Nov - 27 Nov

Living area
Property grounds
Dining
Living area
Exceptional
(12 reviews)

Rustic Farmhouse with Pool/hot tub/fire pits/6.5 acres Mountain Views

Luray

8% off
£3,475
for 7 nights, 1 room
£496 per night
includes taxes & fees
Rustic Farmhouse with Pool/hot tub/fire pits/6.5 acres Mountain Views
Summer garden with historic barn, grainery, and large pond in background
The pond and covered dock
New, Modern Eat-in Kitchen in both suites with stunning views
Living area
Exceptional
(117 reviews)

Serenity and adventure at historic Blue Ridge Farm

Sperryville

8% off
£2,936
for 7 nights, 1 home
£419 per night
includes taxes & fees
Serenity and adventure at historic Blue Ridge Farm
Patio with table and chairs
Cabin and parking area
View of living room and dining area and kitchen
Stairway to upstairs from the main floor
Exceptional
(43 reviews)

Rustic Log Lodge Overlooking Water and Mountain Views

Luray

8% off
£2,938
for 7 nights, 1 room
£420 per night
includes taxes & fees
Rustic Log Lodge Overlooking Water and Mountain Views
Exterior
Interior
Property grounds
Room
Exceptional
(7 reviews)

Escape the city at the Cross Mountain Hideaway. A spacious cabin by Luray.

Luray

19% off
£831
for 7 nights, 1 cabin
£119 per night
includes taxes & fees
Escape the city at the Cross Mountain Hideaway. A spacious cabin by Luray.
Exterior detail
Dining
18 rooms in this house if you include the 3 bathrooms.
Interior
Wonderful
(63 reviews)

Captain's Lodge 15 Acres w/300 Meters Of Private Shenandoah Riverfront property

Luray

9% off
£4,890
for 7 nights, 1 room
£699 per night
includes taxes & fees
Captain's Lodge 15 Acres w/300 Meters Of Private Shenandoah Riverfront property
Exterior
Dining
Interior
Interior
Exceptional
(39 reviews)

Chateau Solace: Luxury Glass Villa w/ Hot Tub, Sauna, Gym & 10 Acres

Front Royal

8% off
£2,811
for 7 nights, 1 villa
£402 per night
includes taxes & fees
Chateau Solace: Luxury Glass Villa w/ Hot Tub, Sauna, Gym & 10 Acres
Back of the house
Kitchen with seating for 10
Welcome!
Full living room view
Exceptional
(9 reviews)

Riverfront Cabin – Summertime Escape in the Shenandoah Valley

Shenandoah

7% off
£2,212
for 7 nights, 1 cabin
£316 per night
includes taxes & fees
Riverfront Cabin – Summertime Escape in the Shenandoah Valley
Property grounds
Dining
Private kitchen
Living area
Exceptional
(18 reviews)

Cozy Mountain Cabin with Stunning Views, Modern Comforts & Fast WiFi

Bentonville

8% off
£1,387
for 7 nights, 1 cabin
£198 per night
includes taxes & fees
Cozy Mountain Cabin with Stunning Views, Modern Comforts & Fast WiFi
Interior
Living area
Private kitchen
Exterior
Exceptional
(9 reviews)

Modern A-Frame Cabin in the Heart of the Shenandoah Valley

Luray

11% off
£1,796
for 7 nights, 1 cabin
£257 per night
includes taxes & fees
Modern A-Frame Cabin in the Heart of the Shenandoah Valley
Spacious main-floor king suite with direct access to the outdoor deck.
A peaceful setting for morning coffee, family meals, or an evening glass of wine
Easy flow between the kitchen, dining area, and living spaces
Main entry with bench seating, hooks, and convenient storage
Exceptional
(138 reviews)

200-Acre Shenandoah River Retreat • 1-Mile River • Kayaks • Stunning Views

Strasburg

8% off
£1,833
for 7 nights, 1 home
£262 per night
includes taxes & fees
200-Acre Shenandoah River Retreat • 1-Mile River • Kayaks • Stunning Views
Private kitchen
Living area
Exterior
Dining
Exceptional
(6 reviews)

Modern 4-bedroom Country House in Stanley with A Big Sky View!

Stanley

6% off
£5,391
for 7 nights, 1 home
£770 per night
includes taxes & fees
Modern 4-bedroom Country House in Stanley with A Big Sky View!
Interior
Terrace/patio
Exterior detail
Private kitchen
Exceptional
(13 reviews)

Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

Fort Valley

8% off
£1,958
for 7 nights, 1 cabin
£280 per night
includes taxes & fees
Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger
Interior
Exterior
Private kitchen
Property grounds
Exceptional
(53 reviews)

Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

Rileyville

14% off
£920
for 7 nights, 1 cabin
£131 per night
includes taxes & fees
Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!
Kitchen into dining/living room
Exterior
Outdoor dining
Property grounds
Exceptional
(17 reviews)

Welcome to Cuckoos Nest! Cozy Retreat offering Relaxation And Luxury Amenities.

Shenandoah

7% off
£2,944
for 7 nights, 1 home
£421 per night
includes taxes & fees
Welcome to Cuckoos Nest! Cozy Retreat offering Relaxation And Luxury Amenities.
Master bedroom
Property grounds
Private kitchen
Dining
Exceptional
(27 reviews)

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!

Luray

8% off
£2,591
for 7 nights, 1 cabin
£370 per night
includes taxes & fees
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
Room
Interior
Dining
Private kitchen
Exceptional
(19 reviews)

MountainWaters - Mtn, River, Relax! - Hottub, Private Riverfront, Firepit.

Maurertown

12% off
£1,423
for 7 nights, 1 cabin
£203 per night
includes taxes & fees
MountainWaters - Mtn, River, Relax! - Hottub, Private Riverfront, Firepit.
Dining
Living area
Outdoor spa tub
Private kitchen
Excellent
(12 reviews)

Pet Friendly, Views, Hot Tub, Firepit, Kayak, BBQ

Shenandoah

7% off
£3,230
for 7 nights, 1 home
£461 per night
includes taxes & fees
Pet Friendly, Views, Hot Tub, Firepit, Kayak, BBQ
Great Room with a view!
Barn in Snow
Property grounds
View of deck and Blue Ridge from kitchen and great room
Exceptional
(112 reviews)

Serenity and Adventure on Historic Blue Ridge Farm

Sperryville

8% off
£2,720
for 7 nights, 1 home
£389 per night
includes taxes & fees
Serenity and Adventure on Historic Blue Ridge Farm
Room
Exterior
Property grounds
Interior
Exceptional
(49 reviews)

The Historic Poorhouse at Cardinal Springs

Sperryville

8% off
£2,348
for 7 nights, 1 home
£335 per night
includes taxes & fees
The Historic Poorhouse at Cardinal Springs
The Front Door of the Cottage with the Blue Ridge Mtns in the distance.
Pool
Hay making season on the farm
February Sunset
Exceptional
(145 reviews)

Farm Living, Creature Comforts, & Centrally Located

Culpeper

8% off
£1,647
for 7 nights, 1 cottage
£235 per night
includes taxes & fees
Farm Living, Creature Comforts, & Centrally Located
Interior
Outdoor spa tub
Dining
Property grounds
Exceptional
(111 reviews)

Large Riverfront Cabin! Hot Tub, Sun room/Game Room Close to LurayCaverns

Luray

8% off
£1,658
for 7 nights, 1 cabin
£237 per night
includes taxes & fees
Large Riverfront Cabin! Hot Tub, Sun room/Game Room Close to LurayCaverns
Room
Terrace/patio
Private kitchen
Dining
Exceptional
(10 reviews)

Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK

Shenandoah

12% off
£2,472
for 7 nights, 1 cabin
£353 per night
includes taxes & fees
Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK
Rap around deck
Riverfront Log Cabin with fire pit . A good place to make memories !!
Living area
Leather loveseat.
Exceptional
(165 reviews)

Papa Bear's River Cabin- 3 bedroom, 2 full bath, Riverfront

Shenandoah

8% off
£1,998
for 7 nights, 1 cabin
£285 per night
includes taxes & fees
Papa Bear's River Cabin- 3 bedroom, 2 full bath, Riverfront
Interior
Exterior
Exterior
Property grounds
Exceptional
(372 reviews)

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Rileyville

8% off
£1,348
for 7 nights, 1 cabin
£193 per night
includes taxes & fees
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

  • 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, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting arty Sperryville

Enjoy the art galleries and other features of Sperryville. This city is well-known for its mountain views and parks. Luray Caverns and Shenandoah National Park are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Sperryville

Do you want to find attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Sperryville has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Little Washington Winery (3.1 mi / 5 km)
  • Yogi Bear's Jellystone Park (9 mi / 14.5 km)
  • Caverns Country Club (15.2 mi / 24.5 km)
  • Linden Vineyards (17.6 mi / 28.3 km)
  • Early Mountain Vineyards (21.7 mi / 34.9 km)
  • Sharp Rock Vineyards (7.2 mi / 11.6 km)

Exploring the natural features in Sperryville

Whether you're an adventurous traveller or just want to appreciate the scenery, Sperryville is a great place to get outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Luray Caverns (13.9 mi / 22.4 km)
  • Shenandoah National Park (14.9 mi / 23.9 km)
  • Thorton Gap Entrance Shenandoah (5.1 mi / 8.2 km)
  • Mary's Rock Summit Trailhead (5.2 mi / 8.3 km)
  • Old Rag Mountain (8.7 mi / 14 km)
  • Stony Man (8.9 mi / 14.4 km)

How to get to and around Sperryville

The nearest airport is in Charlottesville, VA (CHO-Charlottesville-Albemarle), located 37.7 mi (60.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Washington Dulles International Airport (IAD), which is 46.6 mi (75.1 km) away.

Frequently asked questions

What is the best area to stay in Sperryville when booking a holiday rental?
When considering a holiday rental in Sperryville, Virginia, the area around the main village centre is an excellent choice. This charming neighbourhood offers a delightful mix of local character and scenic beauty, making it great for visitors looking to immerse themselves in the area's special environment. The village is home to a variety of properties, ranging from cosy cottages to larger family homes, ensuring you can find an option that suits your needs.One of the top attractions nearby is the stunning Shenandoah National Park, which offers breathtaking views, hiking trails, and opportunities for wildlife spotting. Additionally, the Rappahannock County Farmers' Market is a wonderful place to explore local produce and crafts, adding to the area's charm. Staying in this neighbourhood allows you easy access to these highlights while enjoying the picturesque surroundings that Sperryville is known for.
How much does it cost to rent a holiday home in Sperryville?
Prices for holiday rentals in Sperryville 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sperryville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sperryville holiday house rentals?
You can find great discounts on house rentals in Sperryville on Vrbo, 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.
Where are the best Sperryville ski resort rentals?
For ski resort rentals near Sperryville, the closest ski area is Massanutten Resort, located approximately 30 miles away. In Sperryville and the surrounding Rappahannock County, travellers can find appealing rental options that provide a picturesque escape. Many properties in this area include charming cottages and cabins set against the backdrop of the Blue Ridge Mountains, featuring amenities such as full kitchens, outdoor decks, and cosy fireplaces, superb for relaxing after a day on the slopes.Further towards Massanutten, options include larger lodges and townhouses that cater to families or groups, often equipped with amenities like hot tubs and game rooms, enhancing the après-ski experience. The resort itself offers a range of activities, from skiing and snowboarding to snow tubing, with rentals allowing easy access to these facilities.In the vicinity of Sperryville, visitors can also enjoy local attractions like the Shenandoah National Park, which provides ample opportunities for hiking and exploring the natural beauty of the region. Rentals here often come with scenic views and outdoor spaces where guests can unwind and take in the surroundings.
What is the most popular type of holiday rental accomodation in Sperryville?
In Sperryville, holiday houses are the most popular type of holiday rental, with around 20 available in the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking to explore the nearby natural beauty of the Shenandoah National Park. Additionally, there are about 12 charming cottages that offer a more intimate setting, often equipped with cozy living areas and rustic decor, great for a romantic getaway or a peaceful retreat.
Are there any family house rentals in Sperryville?
In Sperryville, Virginia, there are several family-friendly house rentals available, making it an excellent choice for groups seeking a memorable getaway. Visitors can find homes located in scenic surroundings, often featuring spacious living rooms, fully equipped kitchens for preparing meals together, and outdoor areas great for children to play. Many properties also come with amenities such as Wi-Fi, air conditioning, and sometimes even fireplaces for cosy evenings.This charming town is located near the entrance to Shenandoah National Park, offering ample opportunities for hiking and exploring nature. Additionally, the nearby Rappahannock River provides options for fishing and picnicking, ensuring that families can enjoy outdoor activities together.
Can I rent a holiday home with a pool or hot tub in Sperryville?
In Sperryville, Virginia, there are several holiday homes available for rent that feature pools and hot tubs, providing an excellent option for those looking to relax and unwind. This picturesque town, located at the foot of the Blue Ridge Mountains, offers a charming retreat with access to stunning natural beauty. Many of these properties come equipped with amenities such as private pools, spacious outdoor areas, and hot tubs, great for enjoying the peaceful surroundings after a day of exploring the nearby Shenandoah National Park.Travellers can also find accommodations with fully equipped kitchens, allowing for enjoyable home-cooked meals, as well as comfortable living spaces for family gatherings.
Can I find long-stay holiday rentals in Sperryville?
A long-stay holiday rental in Sperryville 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Sperryville?
In Sperryville, there are several pet-friendly house rentals available, making it an excellent choice for travellers who wish to bring their furry companions along. Many of these holiday homes are located in scenic locations, offering stunning views of the Blue Ridge Mountains and easy access to outdoor activities.Rentals in this area typically come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces like patios or decks, superb for enjoying the fresh air. Some properties may also feature fenced yards, ensuring a safe environment for pets to roam freely.Sperryville's charming atmosphere is complemented by nearby attractions, including hiking trails in the Shenandoah National Park, where pet-friendly paths are available, allowing for enjoyable walks with your dog amidst beautiful nature.
Are there any remote work holiday rentals in Sperryville?
In Sperryville, Virginia, there are several remote work holiday rentals available, with around 28 options to choose from. This picturesque town, set against the backdrop of the Blue Ridge Mountains, offers a combination of tranquillity and convenience for those looking to work remotely. Many properties come equipped with essential amenities such as complimentary Wi-Fi, dedicated workspaces, and comfortable seating areas, ensuring a productive environment.Travellers can expect to find charming cottages and spacious homes, often featuring fully equipped kitchens, outdoor spaces for relaxation, and scenic views of the surrounding countryside. The area's proximity to Shenandoah National Park provides ample opportunities for outdoor activities during downtime, including hiking and exploring the stunning landscapes. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sperryville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Sperryville 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 on Vrbo 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.
What are popular rental amenities in Sperryville?
In Sperryville, popular rental amenities include kitchens, which allow guests to prepare their own meals, and patios or decks where visitors can relax and enjoy the scenic surroundings. Many rentals also offer onsite parking, making it convenient for those travelling by car. Additionally, some properties are pet-friendly, accommodating travellers who wish to bring their furry companions along.
When is the best time to visit Sperryville for a holiday rental?
The best time to visit Sperryville for a holiday rental is during the vibrant peak season from July to September. This period is particularly popular among nature enthusiasts and families looking to explore the stunning landscapes of the Blue Ridge Mountains. With warm temperatures averaging around 25 to 30 degrees Celsius, it's great for hiking, picnicking, and enjoying the rich flora and fauna of the area.July, the most popular month, brings a lively option as visitors flock to enjoy outdoor activities, including scenic drives along Skyline Drive and visits to nearby wineries. Expect a bustling community spirit with local events and farmers' markets, allowing you to immerse yourself in the local culture.For those looking for a more budget-friendly option, consider visiting in December. While it's the low season, the winter months offer a tranquil experience with the chance to enjoy the serene beauty of the landscapes dusted with snow. You can still engage in activities like cosy fireside evenings and exploring the charming local shops without the crowds.
How early should I book a Sperryville holiday rental?
Book your Sperryville holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Sperryville?
In Sperryville, visitors can enjoy a range of attractions that showcase the area's natural beauty and charm. The nearby Shenandoah National Park offers stunning hiking trails, including the popular Old Rag Mountain, which provides breathtaking views of the Blue Ridge Mountains. The park is a superb spot for outdoor enthusiasts looking to explore the lush landscapes and diverse wildlife.Downtown Sperryville itself is home to quaint shops and local art galleries, where travellers can appreciate the work of regional artists. The lively Rappahannock County Farmers Market, typically held on weekends, is a great place to sample local produce and crafts.Additionally, the area is known for its wineries and breweries, with several establishments offering tastings and tours, allowing visitors to experience the local flavours.
Can I change or cancel my Sperryville home rental booking on Vrbo?
To find Sperryville holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sperryville holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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