Highland Vacation Rentals from ￥16,452: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Highland?

The House In Highland-Secluded Retreat : Visitors like this Highland vacation home rental. It offers a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Our travelers also rate Our home is perfect for relaxing and having lots of fun, with near by activity’s as a favorite home for rent in Highland.

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Vacation Rentals in Highland

￥69,648 total

includes taxes & fees

Aug 1 - Aug 2

"Truly a hidden gem. The property and home were nothing short of extraordinary. For those looking for a great location with access to hiking and a one of a kind experience this is the place."

￥38,233 total

includes taxes & fees

Jul 11 - Jul 12

"Nice big house in a quiet location. "

￥136,319 total

includes taxes & fees

Jul 14 - Jul 15

"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "

￥61,168 total

includes taxes & fees

Jul 21 - Jul 22

"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"

￥84,581 total

includes taxes & fees

Jul 17 - Jul 18

"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"

￥89,429 total

includes taxes & fees

Jul 21 - Jul 22

￥85,572 total

includes taxes & fees

Jul 17 - Jul 18

"We loved our stay at this gorgeous home & we will definitely book it again in the future!"

￥112,169 total

includes taxes & fees

Jul 14 - Jul 15

￥52,176 total

includes taxes & fees

Jul 29 - Jul 30

5 bedrooms, desk, iron/ironing board, travel crib

￥226,552 total

includes taxes & fees

Jul 14 - Jul 15

"The house has a big open floor plan with extra large windows letting light and views in. The bedrooms are comfortable and the kitchen is well equipped. Big playroom was heaven for our toddler. Highly recommend.this property."

￥125,249 total

includes taxes & fees

Jul 13 - Jul 14

"Communication was easy, location and parking was great! Very clean and cozy!"

￥48,803 total

includes taxes & fees

Jul 13 - Jul 14

"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"

￥120,932 total

includes taxes & fees

Jul 14 - Jul 15

"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"

￥49,341 total

includes taxes & fees

Jul 29 - Jul 30

"The proximity to Westpoint was great. Trashy neighborhood. Very loud construction early in the morning. The cooking supplies were limited and one of the handles on the pans fell off while we were there. It was okay, but probably wouldn't return."

￥51,813 total

includes taxes & fees

Aug 4 - Aug 5

"Great location for Westpoint visit. As described. Clean with new updates. "

￥166,331 total

includes taxes & fees

Jul 17 - Jul 18

"Our stay was only a couple nights but it was what we expected. I would recommend this property. Had a great stay."

￥91,533 total

includes taxes & fees

Jul 27 - Jul 28

"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."

￥52,070 total

includes taxes & fees

Jul 29 - Jul 30

"Very easy checkin, great communication from owner. Bring your own travel soap shampoo etc. Store was right down the road for these things so not a big deal. Would rent again in a heartbeat."

￥74,390 total

includes taxes & fees

Jul 22 - Jul 23

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Find out more about Highland

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

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Recent reviews of Highland properties

5/5 Excellent

"Great "

A verified traveler stayed at Americas Best Value Inn New Paltz

Posted 1 day ago

Best Western Plus Kingston Hotel And Conference Center

5/5 Excellent

"I liked the skylight above the swimming pool. However, the pool is not heated. It felt cold going in the pool. Only one of the exercise bikes and thread mills worked. Also, the equipment is very limited. Not a lot of weights and exercise machines. The continental breakfast is great."

A verified traveler stayed at Best Western Plus Kingston Hotel And Conference Center

Posted 3 days ago

5/5 Excellent

"Check-in was easy. The gentleman who checked is in on 7/4 at about 4:30pm was really great through out our stay. Very helpful and attentive. Breakfast was good. Hot food along with cold breakfast options were available. My children enjoyed the pool and hot tub. The cook at the bar recommended great food places to check out"

A verified traveler stayed at HYATT house Fishkill/Poughkeepsie

Posted 4 days ago

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All accommodation types in Highland

Resorts in Highland

Frequently asked questions

Can I find vacation rentals in Highland?

Yes, we offer vacation rentals close to the most popular points of interest in Highland, or you can select a more remote option if you want a relaxing place to stay. Highland is known for its riverfront and mountain views.

What are some of the best vacation home rentals in Highland?

The House In Highland- Secluded Retreat: Visitors like this Highland vacation home rental. It offers a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Our travelers also rate Our home is perfect for relaxing and having lots of fun, with near by activity’s as a favorite home for rent in Highland.

How many vacation rentals will I find in Highland?

With 21 Expedia vacation rentals, you're sure 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 vacation rentals like in Highland?

Vacation rentals are privately owned properties you can book for a couple days or more in Highland. Vacation rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.

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Highland Vacation Rentals

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Vacation Rentals in Highland

3-bedroom and 2 bath cottage across Waterfall

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

The George is an elegant restored home in the Hudson Valley

Rustic Cabin in Fishkill!

Chestnut on Willow Lake

Hickory on Willow Lake

Red Cottage - Lakeside Property!

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

Spacious New Luxurious holiday house in lovely Hudson Valley

Rhinebeck Inn Suite with a Private Deck

Historic Hudson Valley Estate

Modern Converted Barn with Hot Tub!

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

West Point Family Retreat, 5 min walk to Thayer!

Lovely 3BR Home with parking-Walk to WP Gate!

Fabulous 3bdrm Home w/parking!

Room for Everyone: Spacious 6BR West Point Retreat

Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

Cozy Escape -Strong Wi-Fi -Prime Location

Family friendly Spacious 4 bedroom 3 bathroom getaway

Find out more about Highland

Recent reviews of Highland properties

Americas Best Value Inn New Paltz

Super 8 by Wyndham Kingston

Quality Inn Poughkeepsie

Best Western Plus Kingston Hotel And Conference Center

Hampton Inn by Hilton New Paltz

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

HYATT house Fishkill/Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Quality Inn & Suites Fishkill South near I-84

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Frequently asked questions