Highland Mills holiday lettings

We found 264 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Highland Mills to find one that's 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:7 Nov - 14 Nov
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Why visit Highland Mills

  • Charming Hudson Valley: Experience the picturesque beauty of the Hudson Valley, with its scenic landscapes and friendly locals.
  • Outdoor adventures: Explore urban and national parks, as well as serene lakes, perfect for family-friendly activities.
  • Diverse accommodation options: Choose from quaint old houses, modern condos, and apartments to suit your holiday needs.
  • Nearby attractions: Discover unique experiences in neighbouring Winter Springs and Haltom City, ideal for romantic strolls and budget-friendly activities.
  • Warm hospitality: Enjoy a welcoming atmosphere that makes Highland Mills a delightful getaway for all visitors.

Popular types of accommodation in Highland Mills

If you're planning a getaway to Highland Mills, you're in for a treat! This charming destination offers a variety of popular vacation rentals, including private homes, condos, and apartments. Whether you prefer a quaint old house or modern amenities like guest rooms and ground pools, you'll find the perfect accommodation to suit your needs. Explore the options and make the most of your stay in this picturesque part of New York.

  • Houses: The top choice for holidaymakers in Highland Mills, offering spacious and comfortable settings for families or groups.
  • Condos: A popular option, these self-contained units provide modern amenities and a convenient location for your stay.
  • Apartments: Ideal for couples or solo travellers, these rentals offer a homely atmosphere with essential facilities.
  • Cottages: Charming and cosy, these quaint retreats provide a rustic experience amidst the beautiful surroundings.
  • Cabins: Perfect for those seeking a tranquil escape, these wooden lodges are nestled in nature.**

Top attractions near Highland Mills

Highland Mills is an ideal destination for family, business, or city-themed holidays, offering a delightful mix of attractions. Visitors can explore urban parks, national state parks, and picturesque lakes, perfect for those seeking cultural experiences and outdoor adventures. Whether you're travelling with family or for work, there’s plenty to see and do in and around Highland Mills that caters to a variety of interests.

  • United States Military Academy: A prestigious institution located 4.3km from Highland Mills, offering a glimpse into military training and history. Visitors can explore its impressive architecture and scenic views of the Hudson River.
  • Bear Mountain State Park: Situated 5.0km away, this expansive park is perfect for outdoor enthusiasts, featuring hiking trails, picnicking spots, and breathtaking natural scenery. It's a haven for adventure seekers.
  • Storm King Art Center: Just 3.7km from Highland Mills, this outdoor sculpture park combines art and nature, showcasing large-scale installations amid stunning landscapes, creating a unique cultural experience.

Things to do recommended for couples

For a romantic getaway in Highland Mills, indulge in wine tasting at Brotherhood Winery, only 3.7km away. Enjoy luxury at The Golf Club at Mansion Ridge, 3.1km from town, or embrace adventure at Mount Peter Ski Area, 6.8km away, perfect for couples who love skiing.

Things to do recommended for families

During your family holiday in Highland Mills, explore the thrills at The Rock Sports Complex and Castle Fun Center, both 5.0km away, offering sports and adventure vibes. For a splashing good time, head to SplashDown Beach, 15.0km away, perfect for entertainment and family fun.

Things to do recommended for groups

Groups visiting Highland Mills can indulge in a shopping spree at Woodbury Common Premium Outlets, enjoy a round of golf at the scenic West Point Golf Course, or experience a captivating performance at the Paramount Hudson Valley Theater, all within a short drive.

What do I need to keep in mind when booking a vacation in 'Highland Mills

If you're planning a trip with friends, family, pets, or seeking extended stays, it's important to apply the right filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Highland Mills with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Highland Mills with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Highland Mills: For many families, a holiday isn't truly complete without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Highland Mills: If you’re seeking holiday rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Highland Mills

Highland Mills offers a delightful blend of family-friendly activities and serene surroundings, perfect for a memorable getaway. Explore the picturesque Hudson Valley, with its charming atmosphere and friendly locals. Nearby, you can discover Winter Springs and Haltom City, each brimming with unique experiences, from romantic strolls to budget-friendly adventures. Whether you're on a family holiday or a business trip, Highland Mills promises a sunny escape filled with warmth and hospitality.

  • Newburgh: Located approximately 7.5km from Highland Mills, Newburgh is a vibrant city rich in history and culture. Visitors are drawn to its family-friendly atmosphere and an array of outdoor activities. You can explore the scenic waterfront along the Hudson River, indulge in retail therapy at its shopping centres, or visit local historical sites. The Newburgh Free Library and the historic district offer educational experiences, while the waterfront parks provide idyllic settings for picnics and leisurely strolls.
  • Beacon: Situated around 8.7km from Highland Mills, Beacon is an ideal destination for those seeking outdoor adventures and family fun. The city is renowned for its artistic vibe, with a thriving arts community showcased at the Dia:Beacon museum. Outdoor enthusiasts can enjoy hiking on nearby mountains or skiing at local resorts during the winter months. Beacon also boasts lovely parks and lakes, perfect for a day out in nature. The charming downtown area features delightful cafes and local shops, making it a pleasant place to explore.
  • Pekskill: Just 7.5km from Highland Mills, Peekskill is a city that combines family-friendly activities with a vibrant outdoor scene. Visitors can enjoy shopping at various centres or exploring the rich history of the area. The nearby Peekskill Waterfront Park and the scenic views of the Hudson River are perfect for outdoor enjoyment. The city is also home to the impressive Croton Point Park, which offers hiking trails and picnic areas, making it a great spot for family outings and nature lovers alike.

Best time to go to Highland Mills

If you're planning a trip to Highland Mills, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.0°F (-2.2°C)Light RainMostly SunnyLowSlightly Low
February29.8°F (-1.2°C)Light RainMostly SunnyLowAverage
March37.4°F (3.0°C)Light RainMostly SunnyAverageSlightly Low
April48.7°F (9.3°C)Light RainMostly SunnyAverageSlightly Low
May59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
June67.6°F (19.8°C)Light RainMostly SunnyHighAverage
July73.9°F (23.3°C)Light RainMostly SunnyHighSlightly High
August72.0°F (22.2°C)Light RainMostly SunnyAverageSlightly High
September64.9°F (18.3°C)Light RainMostly SunnyHighAverage
October54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
November42.1°F (5.6°C)Light RainMostly SunnyAverageAverage
December34.2°F (1.2°C)Light RainMostly SunnyLowSlightly High

Booking with Vrbo is a breeze

Are you keen to save on your next holiday? Being flexible with your travel dates can often lead to better deals, as prices can vary. Additionally, opting for a longer stay typically allows you to enjoy substantial savings. To discover the perfect Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area for you to plan new trips, refine your existing arrangements, or manage your bookings with ease. The properties you’ve saved or reserved are organised into sections for Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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. Woodbury Common Premium Outlets and LEGOLAND® New York are just a couple of the must-see attractions in the area. 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:

  • LEGOLAND® New York (9.8 mi / 15.8 km)
  • The Golf Club at Mansion Ridge (4.5 mi / 7.3 km)
  • Brotherhood Winery (6.1 mi / 9.9 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)
  • Storm King Art Center (6.4 mi / 10.3 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)

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 most popular type of holiday rental accommodation in Highland Mills?
The most popular types of holiday rentals in Highland Mills are estates. Searching for something different? Vrbo offers a variety of options to match the diverse needs of our guests, so you'll see properties in all shapes and sizes. The ideal home away from home is waiting for you — book yours today.
How much does it cost to rent a holiday rental in Highland Mills?
The average price for a holiday home in Highland Mills can vary based on factors including season, property type and length of stay. Whether you're searching for a sprawling villa with lots of space or a comfy cabin that's perfect for two, just add your travel dates to find stays with fantastic value.
How much does it cost to rent a beach house in Highland Mills?
Prices for beach houses in Highland Mills differ depending on the type and size of the property and time of year you're travelling. Simply enter your dates of travel into Vrbo and how many guests to view your holiday rental options and prices. From there you can use our filters to tailor your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday rentals in Highland Mills?
Yes. You can pick from three holiday rentals that allow pets in Highland Mills. Plenty of our pet-friendly holiday rentals come with an outdoor area for your four-legged pal to run around in, doggie beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Highland Mills?
Grab your swimwear and swim ring, because there are three houses with a private pool in Highland Mills. Stay at one of these terrific holiday rentals and every day will be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Highland Mills?
The most popular rental amenities people are looking for in Highland Mills are nearby museums, a chef and a nearby river. Whether you're on the road with family, pals or even pets, Vrbo holiday homes include the best amenities for beginning new traditions with the people that matter most.
Are there holiday rentals in Highland Mills that welcome kids?
Highland Mills has three family-friendly holiday rentals to choose from. And finding a stay that welcomes youngsters is super easy with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll also get perks and amenities such as bunk beds, private pools and yards.
What are the top attractions for families in Highland Mills?
You'll find lots of fun things to do and see with the family in Highland Mills, such as:

  • Castle Fun Centre
  • Lake Welch Beach
  • Hudson Highlands Nature Museum

How can I find holiday rentals with air conditioning in Highland Mills?
Work out your travel dates and then make use of our filters to search for holiday rentals with air conditioning in Highland Mills on Vrbo. With three air-conditioned properties to choose from here, you can look forward to a comfy and cool stay.
How old do you have to be to rent a holiday rental in Highland Mills?
We advise checking with the Highland Mills holiday property you're looking at on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in Highland Mills for?
The amount of time you can stay in a Highland Mills holiday home for depends on each property. Just put in your preferred travel dates to find available options offering extended stays. They come with the things you need to make your extended break more enjoyable like kitchens and backyards. Some holiday rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.

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