---
title: "Highland Holiday Rentals : Private House Rentals | No Hidden Fees - Vrbo"
description: "Long stay discounts available for Highland holiday rentals. Choose from over 1,756 properties and rent an entire home in Highland with Vrbo."
canonical: "https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/highland"
language: en-GB
market: GB
currency: GBP
prices_as_of: 2026-11-14T02:23:51Z
---

![A suspension bridge over a river with hills in the background.](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=resizecrop&rw=1920&ra=fit&ch=480)

Photo by Allison Alano Flores

# Highland holiday lettings

We found 1,756 holiday rentals — enter your dates for availability

Discover a selection of 30 homes and other holiday rentals in Highland that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

## Holiday rentals with weekly discounts – Highland

### Showing deals for:**12 Feb - 19 Feb**

### [Beautiful Saugerties Rental -Pool, Fire Pit, close to HITS, Hiking, Festivals](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=33501829&adults=2)

![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33501900/33501829/d1a92070.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Saugerties
- Guest rating: 10/10 (Exceptional, 29 reviews)
- Price: £5,330 (was £5,804, 8% off), for 7 nights, 1 home, £761 per night, includes taxes & fees

### [6 Acre Private Hudson Valley Estate](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=76560812&adults=2)

![Living area](https://images.trvl-media.com/lodging/77000000/76570000/76560900/76560812/68c06d06.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Highland
- Guest rating: 9.8/10 (Exceptional, 10 reviews)
- Price: £7,877 (was £8,598, 8% off), for 7 nights, 1 home, £1,125 per night, includes taxes & fees

### [Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=120384809&adults=2)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/9c93ce23.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Poughkeepsie
- Guest rating: 9.8/10 (Exceptional, 6 reviews)
- Price: £2,910 (was £3,123, 7% off), for 7 nights, 1 home, £416 per night, includes taxes & fees

### [Stylish Saugerties Retreat with Hot Tub + Game Room + Theater + Firepit](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=104200562&adults=2)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104210000/104200600/104200562/bd2c1543.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Saugerties
- Guest rating: 10/10 (Exceptional, 27 reviews)
- Price: £3,484 (was £3,782, 8% off), for 7 nights, 1 home, £498 per night, includes taxes & fees

### [Stunning historic Victorian house in Newburgh. Pet friendly](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=91273164&adults=2)

![View of the dining room ](https://images.trvl-media.com/lodging/92000000/91280000/91273200/91273164/0e94e1d8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Newburgh
- Guest rating: 9.6/10 (Exceptional, 20 reviews)
- Price: £4,204 (was £5,295, 21% off), for 7 nights, 1 home, £601 per night, includes taxes & fees

### [Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=63641219&adults=2)

![Whip up delicious meals in the spacious, bright kitchen with ample counter space](https://images.trvl-media.com/lodging/64000000/63650000/63641300/63641219/69adb14c.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Highland
- Guest rating: 9.4/10 (Exceptional, 41 reviews)
- Price: £3,304 (was £3,584, 8% off), for 7 nights, 1 home, £472 per night, includes taxes & fees

### [Heart of the Village Victorian Saugerties NY](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=103056851&adults=2)

![Exterior detail](https://images.trvl-media.com/lodging/104000000/103060000/103056900/103056851/2582cc85.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Saugerties
- Guest rating: 10/10 (Exceptional, 13 reviews)
- Price: £2,442 (was £2,588, 6% off), for 7 nights, 1 home, £349 per night, includes taxes & fees

### [Hidden Charm in Hudson Valley In Dutchess County](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=106234275&adults=2)

![Living area](https://images.trvl-media.com/lodging/107000000/106240000/106234300/106234275/24b0b425.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Salt Point
- Guest rating: 9.8/10 (Exceptional, 39 reviews)
- Price: £3,816 (was £4,128, 8% off), for 7 nights, 1 home, £545 per night, includes taxes & fees

### [Secluded family retreat within minutes of Woodstock village](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=60897639&adults=2)

![Exterior](https://images.trvl-media.com/lodging/61000000/60900000/60897700/60897639/84999415.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Saugerties
- Guest rating: 10/10 (Exceptional, 52 reviews)
- Price: £2,619 (was £2,845, 8% off), for 7 nights, 1 home, £374 per night, includes taxes & fees

### [Secluded Hudson Valley farmhouse with pool near New Paltz village](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=113293407&adults=2)

![Full 7-acre property](https://images.trvl-media.com/lodging/114000000/113300000/113293500/113293407/c2e0798b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: New Paltz
- Guest rating: 10/10 (Exceptional, 12 reviews)
- Price: £4,225 (was £5,035, 16% off), for 7 nights, 1 home, £604 per night, includes taxes & fees

### [Spacious 4BD Country Gem - Fire Pit & Chill Vibes](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=103453186&adults=2)

![Dining](https://images.trvl-media.com/lodging/104000000/103460000/103453200/103453186/15ef8562.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Highland
- Guest rating: 10/10 (Exceptional, 30 reviews)
- Price: £2,727 (was £2,936, 7% off), for 7 nights, 1 home, £390 per night, includes taxes & fees

### [A beautiful, family-friendly, four-season retreat near Rhinebeck!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=93398237&adults=2)

![Huge wrap around deck, with seating, dining table, and grill. ](https://images.trvl-media.com/lodging/94000000/93400000/93398300/93398237/w906h683x59y0-178b7436.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Red Hook
- Guest rating: 10/10 (Exceptional, 9 reviews)
- Price: £3,577 (was £3,872, 8% off), for 7 nights, 1 home, £511 per night, includes taxes & fees

### [Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=33558866&adults=2)

![Private kitchen](https://images.trvl-media.com/lodging/34000000/33560000/33558900/33558866/3dbbc939.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Woodstock
- Guest rating: 10/10 (Exceptional, 57 reviews)
- Price: £2,327 (was £2,645, 12% off), for 7 nights, 1 home, £332 per night, includes taxes & fees

### [The Creek House on Kaaterskill](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=123398078&adults=2)

![Interior](https://images.trvl-media.com/lodging/124000000/123400000/123398100/123398078/232cd7ba.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Palenville
- Guest rating: 9.2/10 (Wonderful, 5 reviews)
- Price: £2,439 (was £2,662, 8% off), for 7 nights, 1 home, £348 per night, includes taxes & fees

### [New! Thoughtful and Cozy Craftsman Waiting for You! Walk to village center!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=110875988&adults=2)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110880000/110876000/110875988/w1364h904x0y4-526d3801.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Saugerties
- Guest rating: 10/10 (Exceptional, 9 reviews)
- Price: £2,455 (was £2,670, 8% off), for 7 nights, 1 home, £351 per night, includes taxes & fees

### [LOG CABIN IN ZEN FOREST](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=83036554&adults=2)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83040000/83036600/83036554/a2d61593.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Wallkill
- Guest rating: 10/10 (Exceptional, 48 reviews)
- Price: £2,246 (was £2,445, 8% off), for 7 nights, 1 cabin, £321 per night, includes taxes & fees

### [Historic 4 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=101196189&adults=2)

![George Washington was president when these original hardwood floors were made!](https://images.trvl-media.com/lodging/102000000/101200000/101196200/101196189/3dc01a56.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Milton
- Guest rating: 9.8/10 (Exceptional, 23 reviews)
- Price: £1,862 (was £2,233, 17% off), for 7 nights, 1 home, £266 per night, includes taxes & fees

### [Cozy modern home on 14 acres of woods](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=102076942&adults=2)

![Porch in winter (floor to ceiling screens in summer)](https://images.trvl-media.com/lodging/103000000/102080000/102077000/102076942/96743d9e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Accord
- Guest rating: 10/10 (Exceptional, 15 reviews)
- Price: £2,339 (was £2,551, 8% off), for 7 nights, 1 home, £334 per night, includes taxes & fees

### [Cozy and bright 2-bedroom cabin in charming Elka Park](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=120272261&adults=2)

![Room](https://images.trvl-media.com/lodging/121000000/120280000/120272300/120272261/w1290h860x0y6-1f2caa09.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Tannersville
- Guest rating: 9.8/10 (Exceptional, 8 reviews)
- Price: £1,237 (was £1,346, 8% off), for 7 nights, 1 cabin, £177 per night, includes taxes & fees

### [Indoor-Outdoor Retreat in the Heart of Uptown Kingston](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=101243122&adults=2)

![Living area](https://images.trvl-media.com/lodging/102000000/101250000/101243200/101243122/1a1264c1.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Kingston
- Guest rating: 9.6/10 (Exceptional, 13 reviews)
- Price: £2,506 (was £2,850, 12% off), for 7 nights, 1 home, £358 per night, includes taxes & fees

### [HIKE, SWIM, STARGAZE IN WOODS SIDING MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=90579656&adults=2)

![Master bedroom with TV
](https://images.trvl-media.com/lodging/91000000/90580000/90579700/90579656/28b80d54.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Wallkill
- Guest rating: 9.8/10 (Exceptional, 34 reviews)
- Price: £1,878 (was £2,120, 11% off), for 7 nights, 1 cottage, £268 per night, includes taxes & fees

### [Catskill retreat, cozy and comfortable with wood fire and large yard!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=32948064&adults=2)

![Pool](https://images.trvl-media.com/lodging/33000000/32950000/32948100/32948064/a23f73d0.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Cairo
- Guest rating: 9.6/10 (Exceptional, 11 reviews)
- Price: £1,968 (was £2,138, 8% off), for 7 nights, 1 home, £281 per night, includes taxes & fees

### [Cozy Getaway Mins From Kingston](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=128347182&adults=2)

![Dining](https://images.trvl-media.com/lodging/129000000/128350000/128347200/128347182/2e8c00a2.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Port Ewen
- Guest rating: 10/10 (Exceptional, 6 reviews)
- Price: £1,862 (was £2,112, 12% off), for 7 nights, 1 home, £266 per night, includes taxes & fees

### [Private Woodstock / Saugerties 2BR w/ Hot Tub, Fireplace and Pet Friendly](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=20962420&adults=2)

![Exterior](https://images.trvl-media.com/lodging/21000000/20970000/20962500/20962420/6583279d.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Saugerties
- Guest rating: 10/10 (Exceptional, 93 reviews)
- Price: £1,729 (was £1,879, 8% off), for 7 nights, 1 home, £247 per night, includes taxes & fees

## Find spaces that suit your style

[Search for Houses](https://www.vrbo.com/search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=house)

House

[Search for Condos/Apartments](https://www.vrbo.com/search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=apartment%5For%5Fcondo)

Condo/Apartment

[search for cabins](https://www.vrbo.com/search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=cabin)

Cabin

[search for cottages](https://www.vrbo.com/search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=cottage)

Cottage

[search for villas](https://www.vrbo.com/search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=villa)

Villa

[search for chalets](https://www.vrbo.com/search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=chalet)

Chalet

## Find properties near top attractions in Highland

![An abandoned building surrounded by trees and autumn leaves.](https://images.trvl-media.com/place/637211830396440576/7dd5fc21-896a-4e12-bae6-afd27f78b80e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

1

###### [Franny Reese State Park](https://www.vrbo.com/en-gb/search?regionId=637211830396440576&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

## Find the best place to stay - Highland

### [1\. The House In Highland- Secluded Retreat](https://www.vrbo.com/en-gb/p4431259vb?containsVideo=false)

![Image of The House In Highland-
Secluded Retreat](https://media.vrbo.com/lodging/114000000/113040000/113033000/113032976/18f07127.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)

- Guest rating: 9.8/10 (Exceptional, 31 reviews)

Premier Host

Sleeps 6 · 3 bedrooms · 2+ bathrooms

### [2\. Wake-up to Hudson River Sunrises- Historic Riverfront Retreat.](https://www.vrbo.com/en-gb/p5305709vb?containsVideo=false)

![Image of Wake-up to Hudson River Sunrises- Historic Riverfront Retreat.](https://media.vrbo.com/lodging/133000000/132010000/132010000/132009996/e2aa0d27_edited_a95e.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 10/10 (Exceptional, 4 reviews)

Sleeps 4 · 2 bedrooms · 2+ bathrooms

### [3\. The Scenic Mansion With Breathtaking View](https://www.vrbo.com/en-gb/p2966861vb?containsVideo=false)

![Image of The Scenic Mansion With Breathtaking View](https://media.vrbo.com/lodging/84000000/83820000/83816500/83816417/017494e7.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 8/10 (Very good, 24 reviews)

Sleeps 10 · 4 bedrooms · 6 bathrooms

### [4\. Charming 4-bedrm Colonial Farmhouse amidst the mountains with WiFi in Highland.](https://www.vrbo.com/en-gb/p4358119vb?containsVideo=false)

![Image of Charming 4-bedrm Colonial Farmhouse amidst the mountains with WiFi in Highland. ](https://media.vrbo.com/lodging/112000000/111850000/111849500/111849486/f5fbd6c1.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 9.8/10 (Exceptional, 8 reviews)

Premier Host

Sleeps 10 · 4 bedrooms · 3 bathrooms

### [5\. Our home is perfect for relaxing and having lots of fun, with near by activity’s](https://www.vrbo.com/en-gb/p3533902vb?containsVideo=false)

![Image of Our home is perfect for relaxing and having lots of fun, with near by activity’s](https://media.vrbo.com/lodging/97000000/96410000/96402700/96402683/w1282h818x1y2-a264c3c1.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 9.6/10 (Exceptional, 14 reviews)

Premier Host

Sleeps 12 · 4 bedrooms · 2 bathrooms

### [6\. Spacious 4BD Country Gem - Fire Pit & Chill Vibes](https://www.vrbo.com/en-gb/p3914272vb?containsVideo=false)

![Image of Spacious 4BD Country Gem - Fire Pit & Chill Vibes](https://media.vrbo.com/lodging/104000000/103460000/103453200/103453186/15ef8562.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 10/10 (Exceptional, 30 reviews)

Premier Host

Sleeps 8 · 4 bedrooms · 3+ bathrooms

### 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

### How much does it cost to rent a holiday home in Highland?

Prices for holiday rentals in Highland 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 Highland](https://www.vrbo.com/en-gb/search?regionId=115050&sort=PRICE%5FLOW%5FTO%5FHIGH) to more spacious homes. To get the best value, book early and take advantage of [Vrbo’s free rewards program](https://www.vrbo.com/en-gb/welcome-one-key).

### Are there any discounts for Highland holiday house rentals?

You can find great discounts on house rentals in Highland 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.

### Where are the best Highland ski resort rentals?

For the best ski resort rentals in Highland, New York, visitors should consider accommodations in the nearby town of New Paltz, which is a short drive from the slopes at Mohonk Mountain House and the nearby ski areas in the Catskills. In New Paltz, you can find a variety of rental properties, including cosy cabins and spacious homes that often feature amenities such as wood-burning stoves, fully equipped kitchens, and outdoor spaces great for après-ski relaxation.

Additionally, properties in this area often come with easy access to hiking trails and scenic views of the Shawangunk Ridge, making them ideal for those who enjoy both skiing in the winter and outdoor activities in the warmer months. Some rentals may also offer modern conveniences like Wi-Fi, laundry facilities, and outdoor grills, suiting families and groups looking for a comfortable stay.

Further along the Hudson River, towns like Kingston and Saugerties provide additional options, where visitors can find charming historic homes and modern apartments, often equipped with amenities such as hot tubs or fire pits, great for unwinding after a day on the slopes.

### What is the most popular type of holiday rental accomodation in Highland?

In Highland, holiday houses are the predominant holiday rental choice, with approximately 64 available throughout the area. These properties typically offer spacious layouts, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or decks, making them ideal for families or groups seeking a comfortable retreat. Additionally, there are around 16 apartments that provide a more compact living option, often equipped with essential amenities like kitchen facilities and cosy living areas. While there are several cottages and villas as well, these tend to be fewer in number and often provide a charming, rustic experience.

### Are there any family house rentals in Highland?

In Highland, New York, there is a good selection of family-friendly homes available, with around 17 properties to choose from. This charming area offers a delightful mix of natural beauty and convenient access to local attractions. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play. Visitors can also expect amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.

Nearby points of interest include the scenic Walkway Over the Hudson, superb for family outings and enjoying panoramic views of the river. The vibrant town centre is home to various shops and restaurants, making it easy to immerse oneself in the local culture. Additionally, the surrounding landscapes are ideal for hiking and exploring, providing families with plenty of opportunities for adventure.

### Can I rent a holiday home with a pool or hot tub in Highland?

In Highland, New York, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, located along the Hudson River, offers a peaceful retreat with beautiful natural surroundings. Many of the rental properties in the area come with amenities such as private pools, hot tubs, outdoor decks, and spacious living areas, making them superb for families or groups seeking relaxation and leisure.

Travellers can also expect fully equipped kitchens for self-catering, as well as comfortable bedrooms and modern bathrooms. The scenic views of the surrounding landscape add to the appeal, providing a tranquil atmosphere for a getaway.

### Can I find long-stay holiday rentals in Highland?

A [long-stay holiday rental in Highland](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/115050/highland) 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.

### Are there pet-friendly house rentals in Highland?

In Highland, there are several pet-friendly house rentals available, making it a great choice for travellers looking to bring their furry companions along. The area features charming properties that often come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces, great for enjoying the scenic surroundings. Many rentals also provide comfortable sleeping arrangements and access to private gardens or patios where pets can roam freely.

Highland is located near the picturesque Hudson River, offering numerous outdoor activities. The nearby Walkway Over the Hudson State Historic Park is a fantastic spot for walks with pets, providing stunning views and ample space for exploration. Additionally, the region is dotted with local parks and hiking trails, inviting pet owners to enjoy the natural beauty of the area.

### Are there any remote work holiday rentals in Highland?

In Highland, New York, there are numerous options for remote work holiday rentals, with around 84 properties available to suit your needs. Many of these rentals come equipped with essential amenities for a comfortable working environment, such as reliable Wi-Fi, dedicated workspaces with desk and chair setups, and access to printing facilities.

The town is located along the scenic Hudson River and offers beautiful landscapes, making it an inspiring place to work remotely. Additionally, Highland is conveniently situated near points of interest like the Walkway Over the Hudson State Historic Park, which provides stunning views and recreational opportunities for breaks from work. The area's charming local cafes and restaurants also make it easy to find a change of scenery while enjoying a meal or coffee. To help narrow your search, insert your dates and apply the "[WiFi](https://www.vrbo.com/en-gb/search?regionId=115050&amenities%5Ffacilities%5Fgroup=internet%5Favailable)" filter on Vrbo.

### Are there any Highland holiday rentals with parking?

Vrbo offers a wide selection of [holiday rentals in Highland with parking](https://www.vrbo.com/en-gb/search?regionId=115050&amenities%5Ffacilities%5Fgroup=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.

### What are popular rental amenities in Highland?

In Highland, popular rental amenities typically include kitchens, which allow guests to prepare their own meals, and blenders for those who enjoy smoothies or soups. Many rentals also feature decks or patios where visitors can relax and take in the scenic surroundings. A fireplace is common in these accommodations, providing a warm and inviting atmosphere, especially during cooler months. Additionally, onsite parking is often available, making it convenient for travellers with vehicles.

### When is the best time to visit Highland for a holiday rental?

April is the most popular month to visit Highland, as it marks the peak season running from March to May. During this time, the area comes alive with vibrant spring foliage, making it an ideal backdrop for outdoor adventures such as hiking and exploring the scenic trails of the Hudson Valley. Visitors can enjoy the pleasant temperatures, typically ranging from 5 to 15 degrees Celsius, which enhances the experience of sightseeing, whether you're wandering through charming local markets or taking in the stunning views along the Hudson River.

If you're looking for a more tranquil experience, consider planning your trip in December. This month offers a unique charm as Highland embraces the winter season, where you can enjoy cozy evenings and festive decorations without the crowds. While it's cooler, the serene atmosphere allows for peaceful walks along the river and enjoying local holiday events.

Ultimately, the best time to book a holiday rental in Highland depends on your preferences.

### How early should I book a Highland holiday rental?

Book your Highland 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.

### What are the top attractions in Highland?

In Highland, visitors can enjoy a variety of attractions that highlight the area's natural beauty and historical significance. The Walkway Over the Hudson, an impressive pedestrian bridge, offers stunning views of the Hudson River and is great for leisurely walks or cycling. Nearby, the historic Hudson Valley Rail Trail provides a scenic route for outdoor enthusiasts.

The area is also known for its proximity to the beautiful Minnewaska State Park Preserve, where guests can explore hiking trails, waterfalls, and breathtaking vistas. For those interested in history, the Mid-Hudson Children's Museum is a delightful spot, particularly for families, featuring interactive exhibits and activities for children.

### Can I change or cancel my Highland home rental booking on Vrbo?

To find Highland holiday rentals with free cancellation, just use Vrbo's handy "[Free cancellation](https://www.vrbo.com/en-gb/search?regionId=115050&free%5Fcancellation%5Fgroup=free%5Fcancellation)" 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](https://www.vrbo.com/en-gb/list) 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 Highland 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™](https://www.vrbo.com/en-gb/tlp/trust-and-safety/care-guarantee), 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](https://www.vrbo.com/en-gb/helpcenter/?articleId=40104), 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](https://www.vrbo.com/en-gb/why/trip-planning) 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

- [Lodging](?equalTargetTab=tab-0)
- [Holiday Rentals](?equalTargetTab=tab-1)
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- [Apartments in New York](https://www.vrbo.com/en-gb/holiday-rentals/apartments/united-states/new-york/new-york)
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- [Longstay Hotels in Spring Valley](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/9803/spring-valley)
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- [Apartments in Manhattan](https://www.vrbo.com/en-gb/holiday-rentals/apartments/united-states/new-york/new-york/manhattan)
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- [Houses in New Rochelle](https://www.vrbo.com/en-gb/holiday-rentals/houses/united-states/new-york/westchester-county/new-rochelle)
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- [Pet-Friendly rentals in The Catskills](https://www.vrbo.com/en-gb/holiday-rentals/dog-and-pet-friendly/united-states-of-america/new-york/the-catskills)
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- [Houses in Yonkers](https://www.vrbo.com/en-gb/holiday-rentals/houses/united-states/new-york/westchester-county/yonkers)
- [Townhouses in Yonkers](https://www.vrbo.com/en-gb/holiday-rentals/townhouses/united-states/new-york/westchester-county/yonkers)
- [Apartments in Columbia County](https://www.vrbo.com/en-gb/holiday-rentals/apartments/united-states/new-york/columbia-county)
- [Family rentals in Columbia County](https://www.vrbo.com/en-gb/holiday-rentals/family-and-child-friendly/united-states/new-york/columbia-county)
- [Resorts in Columbia County](https://www.vrbo.com/en-gb/holiday-rentals/resorts/united-states/new-york/columbia-county)
- [Longstay Hotels in Bronx](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/83335/bronx)
- [Rentals with pool in Woodstock](https://www.vrbo.com/en-gb/holiday-rentals/pools/united-states/new-york/ulster-county/woodstock)
- [Bed and breakfasts in Silver Lake Park](https://www.vrbo.com/en-gb/tgp/lodging/aa/bedandbreakfast/6066131/silver-lake-park)
- [Red Oaks Mill Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/red-oaks-mill)
- [Esopus Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/esopus)
- [Clinton House State Historic Site Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/clinton-house-state-historic-site)
- [Vassar Brothers Medical Center Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/vassar-brothers-medical-center)
- [New Paltz Golf Course Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/new-paltz/new-paltz-golf-course)
- [Walkway Over the Hudson State Historic Park Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/highland/walkway-over-the-hudson-state-historic-park)
- [Poughkeepsie Galleria Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie-galleria)
- [Loren Campbell Memorial Field Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/new-paltz/loren-campbell-memorial-field)
- [West Park Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/west-park)
- [Fairview Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/fairview)
- [Hyde Park Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/hyde-park)
- [Bardavon 1869 Opera House Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/bardavon-1869-opera-house)
- [State University of New York-New Paltz Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/new-paltz/state-university-of-new-york-new-paltz)
- [Overlook Drive-In Theater Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/overlook-drive-in-theater)
- [Richard L. Skimin Memorial Baseball Field Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/richard-l-skimin-memorial-baseball-field)
- [Marlboro Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/town-of-marlborough/marlboro)
- [Vanderbilt Mansion National Historic Site Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/hyde-park/vanderbilt-mansion-national-historic-site)
- [Pleasant Valley Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/la-grange/pleasant-valley)
- [Milton Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/town-of-marlborough/milton)
- [Huguenot Street Historic District Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/new-paltz/huguenot-street-historic-district)
- [Crown Heights Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/crown-heights)
- [Poughkeepsie Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie)
- [Marist College Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/marist-college)
- [Hudson Valley Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/hudson-valley)
- [Locust Grove Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/poughkeepsie/locust-grove)
- [New Paltz Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/new-paltz)
- [Staatsburg Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/staatsburg)
- [Clintondale Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/ulster-county/clintondale)
- [Town of La Grange Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/new-york/dutchess-county/town-of-la-grange)

## Other language versions

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  en-AU: https://www.stayz.com.au/d/11704/highland
  fr: https://www.abritel.fr/d/11704/highland
  de-AT: https://www.vrbo.com/de-at/urlaubsunterkunft/vereinigte-staaten/new-york/ulster-county/highland
  fr-CA: https://www.vrbo.com/fr-ca/location-vacances/%C3%A9tats-unis-dam%C3%A9rique/new-york/comt%C3%A9-dulster/highland
  de: https://www.fewo-direkt.de/d/11704/highland
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  en-SG: https://www.vrbo.com/en-sg/holiday-accommodation/united-states/new-york/ulster-county/highland
  en-US: https://www.vrbo.com/vacation-rentals/usa/new-york/hudson-valley/highland
  en-CA: https://www.vrbo.com/en-ca/vacation-rentals/united-states/new-york/ulster-county/highland
  pt-BR: https://www.vrbo.com/pt-br/alugue-temporada/estados-unidos/nova-york/ulster-county/highland
```