Penn Laird holiday rentals

We found 660 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Penn Laird that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Penn Laird

Showing deals for:18 Dec - 25 Dec

Private kitchen
Interior
Property grounds
Interior
Exceptional
(55 reviews)

Historic Old Massanutten Lodge. Hot Tub! close to JMU and Massanutten Resort!

Keezletown

8% off
AU$11,205
for 7 nights, 1 room
AU$1,601 per night
includes taxes & fees
Historic Old Massanutten Lodge. Hot Tub! close to JMU and Massanutten Resort!
Private kitchen
Dining
Exterior detail
Exterior
Exceptional
(37 reviews)

Cozy & Spacious Home in the Heart of Harrisonburg — The Valley Hearth

Harrisonburg

8% off
AU$2,844
for 7 nights, 1 home
AU$406 per night
includes taxes & fees
Cozy & Spacious Home in the Heart of Harrisonburg — The Valley Hearth
Interior
Outdoor dining
Interior
Private kitchen
Exceptional
(139 reviews)

Cabin on the farm in Rockingham County

Broadway

8% off
AU$1,326
for 7 nights, 1 cabin
AU$189 per night
includes taxes & fees
Cabin on the farm in Rockingham County
Private kitchen
Bedroom
Fire pit in back
Isolated in 8 acres of woods
Exceptional
(306 reviews)

Hike,Massanutten Resort,LurayCaverns,Skyline Drive, Snow Tube/Ski

Elkton

14% off
AU$1,742
for 7 nights, 1 cabin
AU$249 per night
includes taxes & fees
Hike,Massanutten Resort,LurayCaverns,Skyline Drive, Snow Tube/Ski
Room
Exterior
Outdoor spa tub
Private kitchen
Exceptional
(6 reviews)

Cheerful & charming renovated cottage close to Skyline Drive, JMU, & Massanutten

Elkton

8% off
AU$3,859
for 7 nights, 1 cottage
AU$551 per night
includes taxes & fees
Cheerful & charming renovated cottage close to Skyline Drive, JMU, & Massanutten
Private kitchen
Exterior
Dining
Exterior
Exceptional
(12 reviews)

Wanderlust Villa – Spacious Mt cabin w/ Game room, Hot tub and Karaoke nights !

McGaheysville

8% off
AU$18,134
for 7 nights, 1 home
AU$2,591 per night
includes taxes & fees
Wanderlust Villa – Spacious Mt cabin w/ Game room, Hot tub and Karaoke nights !
Front Entry
Comfy living room with views of the slopes and a wood-burning fireplace.
View from the Chess Table in the upstairs living room
Exterior
Exceptional
(66 reviews)

Mount Chipmunk w/ Hot Tub & Amazing View of Massanutten Resort

McGaheysville

8% off
AU$6,596
for 7 nights, 1 home
AU$942 per night
includes taxes & fees
Mount Chipmunk w/ Hot Tub & Amazing View of Massanutten Resort
Back patio with firepit - all just 3 minutes to the river.
Private kitchen
Living area
Book early for Christmas at the Cabin, November 20, 2026 through January 2, 2027
Exceptional
(5 reviews)

Romantic Cottage /Book Now for Fall Foliage /2 King Suites/ Fireplaces/ Near JMU

Grottoes

8% off
AU$4,323
for 7 nights, 1 home
AU$618 per night
includes taxes & fees
Romantic Cottage /Book Now for Fall Foliage /2 King Suites/ Fireplaces/ Near JMU
Living area
Living area
Interior
Private kitchen
Exceptional
(9 reviews)

The Pheasant Chalet at Massanutten resort, NEW, inside resort, great location

McGaheysville

8% off
AU$6,171
for 7 nights, 1 chalet
AU$882 per night
includes taxes & fees
The Pheasant Chalet at Massanutten resort, NEW, inside resort, great location
Exterior
Living area
Private kitchen
Living area
Exceptional
(39 reviews)

Skylight House at Massanutten with game room, newly renovated

McGaheysville

8% off
AU$6,058
for 7 nights, 1 home
AU$865 per night
includes taxes & fees
Skylight House at Massanutten with game room, newly renovated
Exterior
Outdoor dining
Room
Interior
Exceptional
(34 reviews)

Private Cabin in the Shenandoah Valley

Elkton

8% off
AU$2,534
for 7 nights, 1 cabin
AU$362 per night
includes taxes & fees
Private Cabin in the Shenandoah Valley
Dining
Exterior
Living area
Interior
Exceptional
(47 reviews)

Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.

Elkton

8% off
AU$2,103
for 7 nights, 1 chalet
AU$300 per night
includes taxes & fees
Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.
Two 18-hole golf courses within minutes.
Minutes from Massanutten's indoor/outdoor waterpark.
View when you enter front door, living room, dining room, kitchen.
6-person dining table
Exceptional
(15 reviews)

Pleasant Place near Massanutten Resort!

McGaheysville

13% off
AU$5,472
for 7 nights, 1 home
AU$782 per night
includes taxes & fees
Pleasant Place near Massanutten Resort!
Relax into your surroundings and enjoy a getaway that feels welcoming from the very beginning.
Enjoy a cozy mountain retreat surrounded by nature, scenic views, and the perfect blend of comfort and tranquility.
Your adventure starts at The Chalet! A cozy place to relax, reconnect, and recharge before your next adventure.
Enjoy a comfortable space to gather, laugh, relax, and make memories between adventures.
Exceptional
(15 reviews)

NEW*The Chalet~Resort~Pool~HotTub~GameRoom~FirePit

McGaheysville

8% off
AU$13,035
for 7 nights, 1 home
AU$1,862 per night
includes taxes & fees
NEW*The Chalet~Resort~Pool~HotTub~GameRoom~FirePit
Private kitchen
Terrace/patio
Living area
Exterior
Exceptional
(9 reviews)

Secluded 1BR/1BA Massanutten mountain hideout.

McGaheysville

12% off
AU$2,006
for 7 nights, 1 apartment
AU$287 per night
includes taxes & fees
Secluded 1BR/1BA Massanutten mountain hideout.
Living area
Outdoor fire pit & dining
Dining
Private kitchen
Exceptional
(106 reviews)

Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.

Elkton

12% off
AU$2,393
for 7 nights, 1 cottage
AU$342 per night
includes taxes & fees
Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.
Living area
Property grounds
Private kitchen
Exterior
Exceptional
(95 reviews)

Get Away, Relax, and Unwind

Grottoes

8% off
AU$2,058
for 7 nights, 1 home
AU$294 per night
includes taxes & fees
Get Away, Relax, and Unwind
This tranquil escape is close to all the amenities Massanutten has to offer.
Welcome to Pinecone Cottage!
Blackout curtains create an opportunity to be enveloped in a deep sleep.
FREE pool pass from Memorial Day to Labor Day at the property owners' pool.
Exceptional
(10 reviews)

Cottage near water park, golf and skiing at Massanutten Resort!

McGaheysville

8% off
AU$2,515
for 7 nights, 1 home
AU$359 per night
includes taxes & fees
Cottage near water park, golf and skiing at Massanutten Resort!

  • 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

Book a holiday rental for your Penn Laird getaway

Learn about the unique charm of Penn Laird with a stay in a holiday home rental. This city has something for everyone. 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.

Sightseeing in and around Penn Laird

Do you want to find top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Penn Laird a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Massanutten Resort (2.3 mi / 3.8 km)
  • White Oak Lavender Farm & The Purple WOLF Vineyard (2.4 mi / 3.9 km)
  • Massanutten Water Park (5.2 mi / 8.4 km)
  • A Dream Come True Playground (4.2 mi / 6.8 km)
  • Cross Keys Vineyards (5 mi / 8 km)
  • Back Home on the Farm (8.1 mi / 13.1 km)

Exploring the natural features in Penn Laird

Whether you're an active traveller or just want to take in the scenery, Penn Laird is a great spot to appreciate mother nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (21.8 mi / 35.1 km)
  • Swift Run Gap Entrance Shenandoah (14 mi / 22.5 km)
  • Natural Chimneys (15.5 mi / 25 km)
  • Endless Caverns (16.1 mi / 26 km)
  • George Washington National Forest (29.9 mi / 48.2 km)
  • Eagle Field at Veterans Memorial Park (5.9 mi / 9.5 km)

Transport options to and around Penn Laird

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 9.9 mi (15.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 25.8 mi (41.5 km) away.

Frequently asked questions

What is the best area to stay in Penn Laird when booking a holiday rental?
When considering a holiday rental in Penn Laird, Virginia, the area around the scenic Massanutten Resort stands out as an excellent choice. This region not only offers a variety of properties, from cosy cabins to spacious lodges, but it also provides easy access to a wealth of outdoor activities. The resort is renowned for its year-round attractions, including skiing and snowboarding in the winter, as well as hiking and golfing during the warmer months.In addition to the resort, the nearby Shenandoah Valley is a treasure trove of natural beauty and offers numerous opportunities for exploring. Visitors can enjoy the picturesque landscapes of the Shenandoah National Park, which is superb for hiking enthusiasts, or take a scenic drive along Skyline Drive for stunning views.
Where are the best Penn Laird ski resort rentals?
For ski resort rentals near Penn Laird, travellers should consider the nearby Massanutten Resort, located just a short drive away. This family-friendly destination offers a variety of rental properties, including spacious condos and chalets that cater to both small and large groups. Many of these accommodations come equipped with modern amenities such as full kitchens, living areas with fireplaces, and access to community facilities like hot tubs and swimming pools, providing a comfortable retreat after a day on the slopes.In the vicinity of the resort, visitors can explore the charming town of Massanutten, which features local dining options and shops, enhancing the overall experience. Additionally, the surrounding area offers opportunities for outdoor activities year-round, including hiking and mountain biking in warmer months. Rentals in this region often boast beautiful mountain views and easy access to ski lifts, making them an excellent choice for those looking to enjoy winter sports in the heart of the Virginia mountains.
What is the most popular type of holiday rental accomodation in Penn Laird?
In Penn Laird, cottages and holiday houses are the most popular types of holiday rentals, with several options available throughout the area. These properties typically feature comfortable living spaces, fully equipped kitchens, and outdoor areas where guests can relax and enjoy the picturesque surroundings. Many cottages provide a charming and rustic atmosphere, making them ideal for couples or small families seeking a tranquil getaway. Holiday houses often offer more space, suiting larger groups or families, with amenities such as multiple bedrooms, spacious gardens, and sometimes even recreational facilities.
Are there any family house rentals in Penn Laird?
In Penn Laird, Virginia, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This charming area offers a variety of spacious homes that typically feature amenities such as fully equipped kitchens for preparing family meals, comfortable living rooms for relaxation, and outdoor spaces great for children to play.Visitors can enjoy the natural beauty of the nearby Shenandoah National Park, which provides opportunities for hiking and exploring scenic trails, as well as the fun of local parks equipped with playgrounds and picnic areas. The proximity to Harrisonburg also allows families to explore local attractions, including the Virginia Quilt Museum and the Explore More Discovery Museum, both of which are great for engaging children and providing memorable experiences.
Are there any remote work holiday rentals in Penn Laird?
In Penn Laird, Virginia, there are several remote work holiday rentals available, making it an excellent choice for those looking to blend work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable desk chairs, ensuring that remote workers can maintain productivity during their stay.The area is conveniently located near beautiful natural landscapes, offering opportunities for outdoor activities like hiking and exploring local parks. This balance of work-friendly accommodations and access to nature allows guests to unwind after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Penn Laird?
In Penn Laird, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and balconies or patios where they can enjoy the scenic views of the surrounding countryside. Many rentals also feature comfortable living areas, making them ideal for relaxation after a day of exploring. Additional conveniences such as coffee and tea makers cater to guests' morning routines, while blenders are superb for making smoothies or other drinks.
When is the best time to visit Penn Laird for a holiday rental?
September is a fantastic time to visit Penn Laird, as it marks the tail end of the peak travel season, which runs from July to September. During this period, the region buzzes with activity, offering a variety of outdoor adventures and opportunities for sightseeing in the beautiful Shenandoah Valley. Visitors can enjoy hiking, cycling, and exploring the stunning scenery, all while experiencing comfortable temperatures ranging from around 10 to 25 degrees Celsius.In September, the summer crowds begin to thin, allowing for a more relaxed atmosphere while still enjoying pleasant weather. This transition month is superb for those who seek a balance between outdoor adventure and a quieter escape. You can take advantage of local attractions without the hustle and bustle of the peak summer rush.For those looking for a budget-friendly option, November is a lovely time to visit. While it falls into the low season, it offers its own charm with crisp autumn air and fewer visitors. This month is ideal for enjoying peaceful walks through the vibrant fall foliage or visiting local wineries, providing a great experience without the crowds.
What are the top attractions in Penn Laird?
In Penn Laird, Virginia, visitors can enjoy the stunning natural beauty of the surrounding area, especially with its proximity to the Blue Ridge Mountains. A key attraction is the nearby Shenandoah National Park, where outdoor enthusiasts can explore a variety of hiking trails, scenic overlooks, and wildlife viewing opportunities. The park's Skyline Drive offers breathtaking views and is particularly stunning during the fall foliage season.Additionally, the local community is known for its charming atmosphere, with various small shops and cafes that reflect the region's character. For those interested in local history, a visit to nearby Harrisonburg provides access to historical sites and museums, including the Virginia Quilt Museum and the Harrisonburg Farmers Market, which showcases local produce and crafts.For wine lovers, the Shenandoah Valley is home to several vineyards and wineries, offering tours and tastings that highlight the area's burgeoning wine industry.
Are all fees included in the Penn Laird holiday homes prices shown on Stayz?
Stayz 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 Penn Laird holiday homes with parking?
Stayz offers a wide selection of holiday homes in Penn Laird 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 Penn Laird holiday homes?
You can find great discounts on holiday homes in Penn Laird on Stayz, 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 Penn Laird holiday home booking on Stayz?
To find Penn Laird holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Penn Laird?
A long-stay holiday home in Penn Laird 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 Stayz?
Stayz'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 Penn Laird holiday home?
Book your Penn Laird 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Penn Laird?
Prices for holiday homes in Penn Laird 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. Stayz offers something for every taste and budget, from affordable homes in Penn Laird to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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