Highland Vacation Rentals
Vacation Rentals in Highland
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
The Scenic Mansion With Breathtaking View
Streamside Cottage Walking Distance to Town of Woodstock
The Farm at Hyde Park
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Cabin in the heart of the Hudson Valley, Cabin 4
Renovated 1850's Cottage on Storm King Mountain
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Campfire Cottage: Fireplace, fire pit & no chores!
High Point Mtn House~Mother's Day on the Mountain~2 hrs to NYC ULTIMATE PRIVACY!
Hamptons on the Hudson in South Saugerties
Cabin in the heart of the Hudson Valley, Cabin 2
Highland Vacation Rental Travel Info
Number of vacation rentals | 2 |
---|---|
Popular accommodation | Highland private vacation homes |
Known landmarks | Benmarl Vineyards and Winery, Glorie Farm Winery and Benmaryle Wineries |
International airport | Newburgh, NY (SWF-Stewart Intl.) |
Other types of properties in Highland you may be interested in
Rodeway Inn & Suites New Paltz - Hudson Valley
SureStay Plus Hotel by Best Western Highland Poughkeepsie
HYATT house Fishkill/Poughkeepsie
Everything you need to know about Highland vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Highland vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Highland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Highland in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Highland rentals
At Expedia, we put the best Highland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Highland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Frequently asked questions
Recent reviews of Highland propertiesExpedia verified reviews
Trending destinations on Expedia.com
- Destin Vacation Rentals
- Panama City Vacation Rentals
- Hilton Head Vacation Rentals
- Gulf Shores Vacation Rentals
- Key West Vacation Rentals
- Gatlinburg Vacation Rentals
- Maui Vacation Rentals
- Orlando Vacation Rentals
- Myrtle Beach Vacation Rentals
- Orange Beach Vacation Rentals
- Pigeon Forge Vacation Rentals
- Ocean City Vacation Rentals
- Outer Banks Vacation Rentals
- San Diego Vacation Rentals
- Siesta Key Vacation Rentals
- Galveston Vacation Rentals
- Clearwater Beach Vacation Rentals
- Palm Springs Vacation Rentals
- Florida Keys Vacation Rentals
- Lake Tahoe Vacation Rentals
- Lake of the Ozarks Vacation Rentals
- Florida Vacation Rentals
- Hawaii Vacation Rentals
- Michigan Vacation Rentals
- Vacation Homes in Highland (539)
- Apartments in Highland (138)
- Cottages in Highland (115)
- Cabin Rentals in Highland (47)
- B&B in Highland (27)
- Farmstay in Highland (17)
- Motels in Highland (16)
- Villas in Highland (14)
- Guest Houses in Highland (7)
- RV Parks in Highland (6)
- Chalets in Highland (5)
- Hostels in Highland (1)
- Resorts in Highland (1)