Sky Valley holiday lettings

We found 75 holiday rentals — enter your dates for availability

Discover a selection of 16 homes and other holiday rentals in Sky Valley that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, including air conditioning and cable TV. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • 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

Frequently asked questions

What is the most popular type of holiday rental in Sky Valley?
In Sky Valley, holiday houses are the most popular type of rental, with around 17 available in the area. These properties typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many holiday houses also feature outdoor spaces, such as decks or patios, where guests can relax and enjoy the surrounding natural beauty. Additionally, there are several cabins and cottages scattered throughout the region, providing a rustic charm and a great experience for those looking to immerse themselves in the tranquil Maryland landscape.
Are there any beach house rentals in Sky Valley?
In Sky Valley, Maryland, there are several beach house rentals available, predominantly situated in scenic areas near the water. These properties typically offer spacious living arrangements with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, great for enjoying the serene surroundings. Many of the rentals provide amenities like private access to the beach, BBQ facilities, and family-friendly amenities, making them ideal for both relaxation and recreation.
How much does it cost to rent a holiday home in Sky Valley?
Prices for holiday rentals in Sky Valley 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 Sky Valley 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 Sky Valley holiday house rentals?
You can find great discounts on house rentals in Sky Valley 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.
Are there any Sky Valley holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Sky Valley 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.
Can I find long-stay holiday rentals in Sky Valley?
A long-stay holiday rental in Sky Valley 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.
When is the best time to visit Sky Valley for a holiday rental?
The peak travel season in Sky Valley occurs from May to July, making it an ideal time for visitors seeking a vibrant holiday experience. During these months, the weather is pleasantly warm, with temperatures often reaching the mid-20s Celsius, great for outdoor activities such as hiking and biking through the lush landscapes. The area's natural beauty comes alive, and you'll find numerous trails and scenic spots that offer ample opportunities for leisurely exploration and breathtaking views.

July stands out as the most popular month, drawing in those eager to enjoy the lively atmosphere and the myriad of summer festivals and events. It's a great time to immerse yourself in the local culture, with activities ranging from outdoor concerts to craft fairs, ensuring there's something for everyone.

If you're looking for a more budget-friendly option, consider visiting in November. This quieter month allows for a more relaxed experience while still offering the beauty of the fall season. The changing leaves create a picturesque backdrop for tranquil walks or scenic drives, and you can enjoy the serenity of the area without the summer crowds.
Are there any remote work holiday rentals in Sky Valley?
In Sky Valley, Maryland, remote work holiday rentals are quite accessible, with around 25 options available for those looking to blend work and leisure. These properties typically feature essential amenities for remote work, including reliable Wi-Fi, dedicated office spaces, and comfortable desk chairs, allowing guests to maintain productivity while enjoying the scenic surroundings. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Sky Valley holiday rental?
Book your Sky Valley 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.
Can I change or cancel my Sky Valley home rental booking on Vrbo?
To find Sky Valley 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 Sky Valley 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.

More holiday ideas