Gaylord holiday rentals

We found 134 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Gaylord to find one that's perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the amenities that you need and want, including air conditioning and Wi-Fi. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Gaylord

Showing deals for:1 Jan - 8 Jan

Room
Interior
Bedroom #1 with queen bed and full bathroom
Private kitchen
Exceptional
(24 reviews)

Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More

Bluemont

8% off
AU$5,327
for 7 nights, 1 cabin
AU$761 per night
includes taxes & fees
Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
Dining
Living area
Exterior
Living area
Exceptional
(30 reviews)

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

Round Hill

20% off
AU$7,506
for 7 nights, 1 home
AU$1,072 per night
includes taxes & fees
Spacious Loudoun Wine Country Retreat: Hot Tub, Mountain Views, Family-Friendly
Spa
Interior
Private kitchen
Property grounds
Exceptional
(11 reviews)

Magical Log Cabin w/Fireplace/ 15 min to Harpers

Harpers Ferry

7% off
AU$2,331
for 7 nights, 1 cabin
AU$333 per night
includes taxes & fees
Magical Log Cabin w/Fireplace/ 15 min to Harpers
Dining
Terrace/patio
Exterior detail
Living area
Exceptional
(47 reviews)

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

Bluemont

8% off
AU$3,389
for 7 nights, 1 home
AU$484 per night
includes taxes & fees
Bluemont Village - Wine Country Retreat • Near Loudoun Vineyards and Venues
upstairs
view of Shenandoah River looking north
kitchen
Exterior
Exceptional
(90 reviews)

Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains

Boyce

12% off
AU$6,594
for 7 nights, 1 home
AU$942 per night
includes taxes & fees
Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains
Main sitting area
Springtime at The Cottage
Kitchen
Welcome
Exceptional
(119 reviews)

A Restored Wagon Barn On A 1790's Farm.

Purcellville

8% off
AU$2,582
for 7 nights, 1 cottage
AU$369 per night
includes taxes & fees
A Restored Wagon Barn On A 1790's Farm.
Property grounds
Property grounds
Interior
Interior
Exceptional
(26 reviews)

Historic Mountain Cottage at Blue Ridge Overlook

Bluemont

8% off
AU$5,097
for 7 nights, 1 home
AU$728 per night
includes taxes & fees
Historic Mountain Cottage at Blue Ridge Overlook

  • 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

Find the perfect holiday rental for your Gaylord getaway

Learn about the unique charm of Gaylord with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Gaylord

Do you want to find top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Gaylord a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Summit Point Motorsports Park (4.1 mi / 6.6 km)
  • Twin Oaks Tavern Winery (6.5 mi / 10.5 km)
  • Locust Hill Golf Course (7.2 mi / 11.6 km)
  • Bluemont Vineyard (8.1 mi / 13 km)
  • Great Country Farms (8.3 mi / 13.3 km)
  • Stoneleigh Golf and Country Club (9 mi / 14.5 km)

Exploring the natural landscape of Gaylord

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Gaylord is a great place to spend some time outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah Lake Beach (6.4 mi / 10.3 km)
  • Jim Barnett Park (12 mi / 19.3 km)
  • Glenwood Park (15.7 mi / 25.3 km)
  • Lake Frederick Boat Launch (15.7 mi / 25.3 km)
  • Shenandoah River (21.8 mi / 35 km)
  • Blue Ridge Regional Park (8.3 mi / 13.4 km)

Transport options to and around Gaylord

The nearest airport is in Martinsburg, WV (MRB-Eastern West Virginia Regional), located 15.4 mi (24.9 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 30.5 mi (49.2 km) away.

Frequently asked questions

What is the best area to stay in Gaylord when booking a holiday rental?
When considering a holiday rental in Gaylord, Virginia, a popular area to stay is near the scenic waterfront, which offers a charming atmosphere and easy access to local attractions. This area features a variety of properties, ranging from cosy cabins to comfortable family homes, providing plenty of options to suit different preferences and budgets.Staying near the waterfront allows you to enjoy the stunning views and partake in activities such as fishing or kayaking. Additionally, you'll be close to the beautiful Gaylord National Resort & Convention Centre, which is known for its impressive indoor gardens and seasonal attractions. Another highlight in the vicinity is the enchanting Alpine Slide, great for families looking for a bit of adventure.For those who appreciate nature, the nearby parks and hiking trails offer a chance to explore the picturesque landscapes of Virginia.
What are the top attractions in Gaylord?
In Gaylord, Virginia, visitors can enjoy a variety of attractions located in the scenic Appalachian Mountains. The charming downtown area offers a selection of local shops and eateries, superb for experiencing the town's unique culture. Nearby, the Gaylord National Resort features a stunning atrium and various entertainment options, including indoor water parks and seasonal events.Outdoor enthusiasts will find themselves drawn to the beautiful landscapes surrounding Gaylord. The nearby George Washington National Forest provides ample opportunities for hiking, picnicking, and wildlife watching, with trails suitable for all skill levels. Additionally, the area is known for its beautiful lakes, such as Lake Arrowhead and Lake Gaylord, where visitors can partake in fishing, kayaking, or simply enjoy a relaxing day by the water.For those interested in history, the local museums showcase the rich heritage of the region, while the proximity to the Shenandoah Valley allows for day trips to explore even more historical sites and natural wonders.
Are all fees included in the Gaylord 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 Gaylord holiday homes with parking?
Stayz offers a wide selection of holiday homes in Gaylord 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 Gaylord holiday homes?
You can find great discounts on holiday homes in Gaylord 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 Gaylord holiday home booking on Stayz?
To find Gaylord 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 Gaylord?
A long-stay holiday home in Gaylord 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 Gaylord holiday home?
Book your Gaylord 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 Gaylord?
Prices for holiday homes in Gaylord 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 Gaylord 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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