Shenandoah holiday homes

We found 111 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Shenandoah to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Shenandoah getaway

Learn about the unique charm of Shenandoah with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Shenandoah

Are you searching for attractions to visit in the city? Venture out of your holiday home and experience everything that makes Shenandoah a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • SplashDown Beach (6.2 mi / 9.9 km)
  • Putnam County Golf Course (9.9 mi / 15.9 km)
  • Benmarl Vineyards and Winery (10.9 mi / 17.6 km)
  • Thunder Ridge Ski Resort (10.9 mi / 17.6 km)
  • Beekman Golf Course (4.5 mi / 7.2 km)
  • Centennial Golf Club (9.8 mi / 15.8 km)

Exploring the natural landscape of Shenandoah

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Shenandoah. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Oscawana Lake (9.9 mi / 15.9 km)
  • Lake Mahopac (10.5 mi / 16.8 km)
  • Hudson Highlands State Park (10.5 mi / 16.8 km)
  • Boscobel House and Gardens (11.1 mi / 17.8 km)
  • Storm King State Park (12.8 mi / 20.7 km)
  • Algonquin Park (13.9 mi / 22.3 km)

How to get to and around Shenandoah

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 15.5 mi (24.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Danbury, CT (DXR-Danbury Municipal), which is 19 mi (30.7 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Shenandoah?
Length of stay, property type and time of year are some of the conditions that can affect the price of a holiday home. Simply add your travel dates to find the ultimate escape. From quaint country cottages to plush villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Shenandoah?
The average price for a holiday home by the beach in Shenandoah will depend on when you're going and the size and style of property you're searching for. You can quickly and easily find prices on Bookabach by entering your destination and preferred travel dates. Then use the handy filters to select the number of bedrooms and amenities important to you, such as a pool, WiFi and air conditioning.
What are the top attractions for families in Shenandoah?
Keep the kids occupied at these fantastic family-friendly attractions in Shenandoah:

  • Canopus Beach
  • East Fishkill Community Library
  • Beekman Golf Course

How old do you have to be to rent a holiday home in Shenandoah?
The minimum required age is usually 16, 18 or 21. It can change across properties on Bookabach, so check the rules of your chosen Shenandoah holiday home before booking.
How long can I rent a holiday home in Shenandoah for?
The amount of time you can rent a Shenandoah holiday home for is down to the property. Just put in your travel dates to see options that offer long-term stays. They have all the things you need to make your extended getaway more enjoyable and comfortable, such as laundries and air conditioning. Some holiday homes may also offer discounted weekly or monthly prices, so you can stay even longer for less.