Highland Mills holiday rentals

We found 262 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Highland Mills that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and cable TV. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Highland Mills

Showing deals for:27 Nov - 4 Dec

Terrace/patio
Interior
Interior
Private kitchen
Exceptional
(10 reviews)

Mountain Brook Cabin w/ 4-bedroom in lovely Cornwall with Jacuzzi Tub and Sauna

Mountainville

13% off
AU$8,734
for 7 nights, 1 cabin
AU$1,248 per night
includes taxes & fees
Mountain Brook Cabin w/ 4-bedroom in lovely Cornwall with Jacuzzi Tub and Sauna
Living room through Mahogany pocket doors
View of the dining room
Walk way to back yard from side of the house
Original mahogany wood work and French Chandliers though out the house
Exceptional
(17 reviews)

Stunning historic Victorian house in Newburgh. Pet friendly

Newburgh

21% off
AU$7,796
for 7 nights, 1 home
AU$1,114 per night
includes taxes & fees
Stunning historic Victorian house in Newburgh. Pet friendly
Interior
Private kitchen
Dining
Exterior
Exceptional
(16 reviews)

Amazing Home Near West Point, Shopping, Skiing and Legoland

Monroe

7% off
AU$4,305
for 7 nights, 1 home
AU$615 per night
includes taxes & fees
Amazing Home Near West Point, Shopping, Skiing and Legoland
Dining
Living area
Private kitchen
Pool
Exceptional
(16 reviews)

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC

Harriman

12% off
AU$8,051
for 7 nights, 1 home
AU$1,150 per night
includes taxes & fees
The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
Property grounds
Dining
Room
Living area
Exceptional
(14 reviews)

Cozy House 3 Blocks From West Pt

Highland Falls

8% off
AU$5,345
for 7 nights, 1 home
AU$764 per night
includes taxes & fees
Cozy House 3 Blocks From West Pt
Room
Living area
Outdoor dining
Interior
Exceptional
(28 reviews)

Hudson River Retreat

Newburgh

7% off
AU$2,120
for 7 nights, 1 apartment
AU$303 per night
includes taxes & fees
Hudson River Retreat
Exterior
Outdoor spa tub
Room
Private kitchen
Exceptional
(12 reviews)

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Cornwall

12% off
AU$4,144
for 7 nights, 1 home
AU$592 per night
includes taxes & fees
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The sunny setting of Highland Mills is ready to explore

The area's wineries and temples are just some of the reasons to come on holiday to Highland Mills. Renowned for its shopping, camping and forests, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Highland Mills

Are you hoping to find attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Highland Mills a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Brotherhood Winery (6.1 mi / 9.9 km)
  • LEGOLAND® New York (9.8 mi / 15.8 km)
  • Goshen Historic Track (10.7 mi / 17.3 km)
  • Mount Peter Ski Area (11.1 mi / 17.8 km)
  • Ice Time Sports Complex (12.1 mi / 19.5 km)
  • Warwick Valley Winery and Distillery (16.7 mi / 26.9 km)

Exploring the natural landscape of Highland Mills

Whether you're an active traveller or just want to take in the scenery, Highland Mills is a great place to get outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Arrow Park Lake and Lodge (5 mi / 8.1 km)
  • Lake Tiorati Beach (5.4 mi / 8.7 km)
  • The Rock Sports Complex (7.8 mi / 12.5 km)
  • Lake Welch Beach (8.3 mi / 13.4 km)
  • Storm King State Park (8.7 mi / 14 km)
  • Manitoga The Russel Wright Design Center (9 mi / 14.5 km)

Transport to and around Highland Mills

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 10.7 mi (17.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into White Plains, NY (HPN-Westchester County), which is 29.2 mi (47.1 km) away.

Frequently asked questions

What is the best area to stay in Highland Mills when booking a holiday rental?
When looking for the best area to stay in Highland Mills, New York, you might consider the charming neighbourhood of Woodbury. This area is particularly appealing for its proximity to the stunning Woodbury Common Premium Outlets, which is a top attraction for those keen on shopping. Here, you can find a diverse range of designer and brand-name stores, making it a superb spot for a shopping spree.Another lovely neighbourhood is the nearby Harriman State Park, which offers a fantastic opportunity for outdoor enthusiasts. With its picturesque trails, serene lakes, and beautiful picnic spots, this park is ideal for hiking, biking, or simply enjoying nature.In terms of holiday rentals, Highland Mills has a variety of properties ranging from cosy cabins to larger family homes, providing options for different group sizes and preferences.
Where are the best Highland Mills ski resort rentals?
For those looking for ski resort rentals near Highland Mills, the closest major ski areas are in the nearby regions of the Hudson Valley and the Catskills. The Mountain Creek Resort, located about 30 minutes away in Vernon, New Jersey, offers a variety of accommodations in the surrounding areas. Visitors can find lodgings ranging from rustic cabins to modern condos, many equipped with amenities such as full kitchens, hot tubs, and communal areas for socialising after a day on the slopes.In addition to Mountain Creek, the town of Warwick is a charming option for travellers seeking a base for skiing. This quaint town features several rental properties, including historic homes and contemporary apartments, often showcasing amenities like outdoor decks, fireplaces, and easy access to local dining options. The proximity to the scenic Warwick Valley also enhances the appeal, allowing for year-round outdoor activities.For those venturing a bit further, the Catskills region, with ski resorts like Hunter Mountain and Belleayre, offers additional rental choices. In towns such as Tannersville or Phoenicia, visitors can find a mix of cosy cabins and spacious lodges, often equipped with essentials like Wi-Fi, heating, and outdoor spaces for enjoying the natural beauty surrounding them.
What is the most popular type of holiday rental accomodation in Highland Mills?
In Highland Mills, holiday houses and villas are the most popular types of holiday rental accommodations, with several options available. These properties are typically situated in peaceful surroundings, ideal for those seeking a tranquil getaway. Most holiday houses come equipped with multiple bedrooms, spacious living areas, and fully fitted kitchens, allowing guests to enjoy a home-like experience. Some may also feature outdoor spaces such as decks or patios, superb for relaxing while taking in the natural beauty of the area. Similarly, villas provide a bit more luxury, often including amenities like private pools or hot tubs.
Are there any family house rentals in Highland Mills?
In Highland Mills, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area boasts spacious homes, often featuring large living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where kids can play safely. Many properties come with amenities such as Wi-Fi, laundry facilities, and ample parking, ensuring a comfortable stay for your family.The scenic surroundings provide plenty of opportunities for outdoor activities, with nearby parks and nature trails great for family adventures. Additionally, Highland Mills is conveniently located close to attractions like the Woodbury Common Premium Outlets for shopping, offering a variety of dining options and entertainment suitable for all ages.
Can I rent a holiday home with a pool or hot tub in Highland Mills?
In Highland Mills, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing choice for those looking to relax and unwind. The area is known for its scenic beauty and proximity to outdoor activities, including hiking and exploring nearby parks. Many of these rentals come with amenities such as private pools, hot tubs, and spacious outdoor areas for gatherings. Additionally, travellers can expect fully equipped kitchens, comfortable living spaces, and sometimes even game rooms, ensuring a delightful stay.
Are there pet-friendly house rentals in Highland Mills?
In Highland Mills, there are several pet-friendly house rentals available, offering a comfortable stay for travellers accompanied by their furry friends. Many of these properties feature spacious layouts, fully equipped kitchens, and outdoor areas, which can be great for both relaxation and playtime with pets.The area is surrounded by beautiful natural scenery, including the nearby Harriman State Park, which provides ample opportunities for outdoor adventures such as hiking and exploring nature trails. This park is a fantastic spot for pet owners, as it allows dogs on leashes, making it ideal for long walks and enjoying the great outdoors.Highland Mills also has a charming community vibe, with quaint local shops and cafes that may welcome pets on their patios.
Are there any remote work holiday rentals in Highland Mills?
In Highland Mills, there are several remote work holiday rentals available, making it a great choice for those looking to combine work and leisure. Many properties offer essential amenities for remote work, including reliable Wi-Fi and dedicated workspaces equipped with desks and chairs, ensuring you can maintain productivity while enjoying a peaceful retreat.Additionally, the area provides a serene environment surrounded by nature, which can be quite refreshing during breaks. Visitors can explore local parks and scenic trails, great for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Highland Mills?
In Highland Mills, popular rental amenities include spacious decks or patios ideal for enjoying the surrounding natural beauty, and cosy fireplaces that create a warm atmosphere during cooler months. Most holiday rentals come equipped with kitchens, allowing guests to prepare meals at their convenience. Additionally, many properties are pet-friendly, accommodating travellers with furry companions, and service animals are also permitted.
When is the best time to visit Highland Mills for a holiday rental?
The best time to visit Highland Mills for a holiday rental is during the summer months, particularly in July. This peak season, which runs from July to September, attracts families and outdoor enthusiasts alike, eager to take advantage of the warm weather and a lot of activities in the area. Visitors can enjoy hiking in the nearby Hudson Highlands or explore the scenic beauty of the area, great for those who appreciate nature and outdoor adventures.In July, temperatures typically range from 20 to 30 degrees Celsius, providing a comfortable climate for sightseeing and outdoor activities. The vibrant setting during this month is complemented by local events and festivals, making it an ideal time for socialising and enjoying all that Highland Mills has to offer.For those looking for a more budget-friendly option, consider visiting in December. While this month falls into the low season, it brings a unique charm with the potential for winter activities and cosy holiday vibes. The quieter atmosphere in December allows you to enjoy the local sights at a more leisurely pace, great for a peaceful retreat.Ultimately, the best time to visit Highland Mills hinges on your travel preferences, whether you desire the lively summer scene or the tranquil winter ambiance.
What are the top attractions in Highland Mills?
In Highland Mills, visitors can explore the serene beauty of the surrounding nature, with attractions such as the nearby Harriman State Park, which offers extensive hiking trails, picturesque lakes, and opportunities for picnicking and wildlife watching. The area is ideal for outdoor enthusiasts looking to enjoy activities like hiking, biking, and fishing.Additionally, the Woodbury Common Premium Outlets, located just a short drive away, provide a fantastic shopping experience with a variety of designer and brand-name stores, making it a popular destination for those seeking retail therapy.
Are all fees included in the Highland Mills holiday homes prices shown on Stayz?
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.
Are there any Highland Mills holiday homes with parking?
Stayz offers a wide selection of holiday homes in Highland Mills 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.
Are there any discounts for Highland Mills holiday homes?
You can find great discounts on holiday homes in Highland Mills 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.
Can I change or cancel my Highland Mills holiday home booking on Stayz?
To find Highland Mills 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.
Can I find long-stay holiday homes in Highland Mills?
A long-stay holiday home in Highland Mills 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.
Can I plan a group trip on Stayz?
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.
How early should I book a Highland Mills holiday home?
Book your Highland Mills 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.
How much does it cost to rent a holiday home in Highland Mills?
Prices for holiday homes in Highland Mills 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 Mills to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
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.
What is StayzCare™ and how does it work?
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.
Why should I join Stayz as a host?
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.