Highland holiday 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.

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.

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.

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.

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.

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" filter on Stayz.

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.

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.

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.

Stayz 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.

Stayz offers a wide selection of holiday homes in Highland with 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 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.

You can find great discounts on holiday homes in Highland on Stayz, 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.

To find Highland holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" 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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.

A long-stay holiday home in 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Stayz's Trip Planner 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 favourites, and build the perfect itinerary together.

Book your Highland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.

Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Highland to more spacious homes.

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.

Joining Stayz 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, Stayz 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 and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.