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Holiday Rentals in Highland

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Holiday Rentals in Highland

The House In Highland- Secluded Retreat

10.0 out of 10, Exceptional, (6)
The House In Highland- Secluded Retreat

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (4)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s

The Farm at Hyde Park

9.8 out of 10, Exceptional, (71)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (37)
"Had a fantastic stay for a quick overnight trip to ski."
The price is €211
includes taxes & fees
16 Jul - 17 Jul
Esopus Creek modern Tiny house Retreat!

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (298)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is €473
includes taxes & fees
13 Jul - 14 Jul
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (22)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is €292
includes taxes & fees
13 Jul - 14 Jul
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (23)
"Beautiful property- not too far from Hunter Mt or Woodstock. House has a lot to offer for adults and/or families with kids. Would highly recommend!"
Hamptons on the Hudson in South Saugerties

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (241)
"Incredible location and comfortable space. Would make this my exclusive place to stay everytime I visit woodstock."
Streamside Cottage Half Mile to Town of Woodstock

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

2.0 star property
9.8 out of 10, Exceptional, (11)
"My husband and I had an amazing time. Absolutely beautiful home, great location, and overall amazing experience. "
The price is €514
includes taxes & fees
16 Jul - 17 Jul
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (65)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (175)
"We loved our stay at this home! It is full of so much light and good vibes. We planned the weekend around a concert at Levon Helms studio, which was right down the street. The owners/management were wonderful & easy to get in touch with (not that we needed anything). The deck & music room were enjoyed the most :)"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 8

9.6 out of 10, Exceptional, (5)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 8

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (25)
"This was a very nice place, great value and comfortable. I would definitely return."
The price is €237
includes taxes & fees
13 Jul - 14 Jul
The Studio at the Inn at High Falls

The Chicken Coop

8.0 out of 10, Very good, (3)
"Very cool place everything u need is just a short drive away "
The Chicken Coop

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.2 out of 10, Wonderful, (35)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is €273
includes taxes & fees
13 Jul - 14 Jul
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

‘A Quiet Place’ 3-bedrm house. Mid-Hudson Valley.

10.0 out of 10, Exceptional, (13)
"Our stay was great."
‘A Quiet Place’ 3-bedrm house. Mid-Hudson Valley.

Charming 2-bedroom Guest Suite with Pool Access and Fitness Room

The price is €201
includes taxes & fees
20 Jul - 21 Jul
Charming 2-bedroom Guest Suite with Pool Access and Fitness Room

Indoor Pool Paradise | 6BR + Huge Decks

The price is €1,380
includes taxes & fees
14 Jul - 15 Jul
Indoor Pool Paradise | 6BR + Huge Decks

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (16)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find holiday rentals in Highland?

Yes, there are holiday rentals close to the most popular sights in Highland, or you can select a more secluded option if you're looking for a relaxing stay. Highland is known for its riverfront and mountain views.

What are some of the best holiday rentals that Highland has to offer?

The House In Highland- Secluded Retreat: This highly rated holiday home rental in Highland offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Our travellers also rate Our home is perfect for relaxing and having lots of fun, with near by activity’s as a favourite home for rent in Highland.

How many holiday rentals will I find in Highland?

With 21 Expedia holiday rentals, you're guaranteed to find just the right place for your Highland stay.

What can I see and do in Highland?

Walkway Over the Hudson State Historic Park and Berean Park Beach are a couple of scenic spots to enjoy the outdoors, whereas Franklin D Roosevelt Library & Museum is one of the cultural attractions. While here, Franny Reese State Park and Apple Greens Golf Course are other places worth a visit.

What are holiday rentals like in Highland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.