Highland Lake holiday rentals

We found 389 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Highland Lake that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Highland Lake

Showing deals for:25 Dec - 1 Jan

Exterior side photo with extra large patio that includes large outdoor table and seats and barbecues
Dining and front TV room with beautiful outdoor view of the mountains
Interior
Outdoor dining
Exceptional
(9 reviews)

The Luxury Cabin at Deep Hollow

Narrowsburg

16% off
AU$10,108
for 7 nights, 1 cabin
AU$1,444 per night
includes taxes & fees
The Luxury Cabin at Deep Hollow
Interior
Dining
High ceilings and lake views in this gorgeous living room
Room
Exceptional
(5 reviews)

Serenity at Lake Joseph | Lakefront•Hot Tub•Ski

Forestburgh

16% off
AU$6,586
for 7 nights, 1 chalet
AU$941 per night
includes taxes & fees
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
Exterior
Terrace/patio
Private kitchen
Interior
Exceptional
(27 reviews)

Private log cabin nestled at the base of a secluded wooded area

Yulan

8% off
AU$7,217
for 7 nights, 1 home
AU$1,031 per night
includes taxes & fees
Private log cabin nestled at the base of a secluded wooded area
Dining
Interior
Indoor spa tub
Living area
Exceptional
(43 reviews)

Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!

Monticello

8% off
AU$8,873
for 7 nights, 1 villa
AU$1,268 per night
includes taxes & fees
Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!
Redesigned safe and well lit staircase and path.
The view as you enter the front door.
Peaceful & Quiet Winter Retreat. Enjoy a warm fire and view the iced over lake.
The main living area showing living room, dining area and kitchen.
Exceptional
(207 reviews)

Relaxing Lakefront, Very Clean. Great for Families.

Bethel

9% off
AU$4,144
for 7 nights, 1 home
AU$592 per night
includes taxes & fees
Relaxing Lakefront, Very Clean. Great for Families.
Exterior
Private kitchen
Property grounds
Private kitchen
Very good
(28 reviews)

Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

Monticello

8% off
AU$12,027
for 7 nights, 1 home
AU$1,718 per night
includes taxes & fees
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Private kitchen
Dining
Living area
Interior
Exceptional
(6 reviews)

Cozy Catskills Farmhouse in Barryville near the Delaware River

Barryville

7% off
AU$2,931
for 7 nights, 1 home
AU$419 per night
includes taxes & fees
Cozy Catskills Farmhouse in Barryville near the Delaware River
Newly renovated living room with a massive pit couch
Lake front slate patio with fire pit.
Living area
Exterior
Exceptional
(18 reviews)

Enjoy the Magic of the Catskills in your Private Lakefront Home

White Lake

8% off
AU$5,754
for 7 nights, 1 home
AU$822 per night
includes taxes & fees
Enjoy the Magic of the Catskills in your Private Lakefront Home
Living area
Interior
Exterior
Property grounds
Exceptional
(9 reviews)

Lakefront home w/ Kayaks, canoe & SUP on QUIET & PRIVATE lake NEAR BETHEL WOODS

Monticello

5% off
AU$2,886
for 7 nights, 1 home
AU$412 per night
includes taxes & fees
Lakefront home w/ Kayaks, canoe & SUP on QUIET & PRIVATE lake NEAR BETHEL WOODS
Interior
Exterior
Property grounds
Interior
Exceptional
(11 reviews)

The Castle on the Hill

Shohola

8% off
AU$1,688
for 7 nights, 1 apartment
AU$241 per night
includes taxes & fees
The Castle on the Hill

  • 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, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Highland Lake getaway

Learn about the unique charm of Highland Lake with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Highland Lake

Are you hoping to find attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Highland Lake a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Ski Big Bear at Masthope Mountain (8.7 mi / 14 km)
  • Monticello Motor Club (10.4 mi / 16.8 km)
  • Concord Monster Golf Course (14.5 mi / 23.4 km)
  • Costa's Family Fun Park (15.6 mi / 25.2 km)
  • Tarry Brae Golf Course (18 mi / 28.9 km)
  • Carousel Water and Fun Park (16.5 mi / 26.5 km)

Exploring the natural features in Highland Lake

Whether you're looking for fun outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Highland Lake. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Mohican Lake (1.9 mi / 3.1 km)
  • Lackawaxen River (7.7 mi / 12.4 km)
  • Sackett Lake (9.1 mi / 14.7 km)
  • Lake Superior State Park (10.2 mi / 16.4 km)
  • Neversink River (10.5 mi / 16.9 km)
  • Fawn Lake (11.4 mi / 18.3 km)

Frequently asked questions

What is the best area to stay in Highland Lake when booking a holiday rental?
When considering a holiday rental in Highland Lake, New York, the area surrounding the lake itself is one of the best choices. This picturesque location offers a serene environment, superb for those looking to unwind and connect with nature. The properties available here typically range from charming cabins to spacious homes, providing a variety of options suitable for families and couples alike.Staying near the lake allows easy access to various recreational activities, such as fishing, kayaking, and hiking. The beauty of the surrounding landscapes is complemented by local attractions like the nearby state parks, which offer excellent trails and stunning vistas. Additionally, the area is known for its vibrant foliage in autumn, making it a popular spot for nature enthusiasts.Another appealing aspect of staying in Highland Lake is the close-knit community feel, with local shops and eateries that highlight the region's charm.
Where are the best areas for renting a beach house in Highland Lake?
For renting a beach house in Highland Lake, the area around the lake itself is ideal, particularly along the northern shore, where you can find properties that offer direct access to the water. Many of these beach houses come with amenities such as private docks, outdoor seating areas, and spacious decks, great for enjoying summer evenings or morning coffee with a view of the lake. Some properties may also feature kayaks or canoes for guests to use, enhancing the lakeside experience.The nearby Highland Lake Park is a lovely spot for families, providing picnic areas and a small beach for swimming, which adds to the appeal of the area. In addition, the surrounding regions offer a mix of rustic charm and modern comforts, with houses that often include fully equipped kitchens, barbecue grills, and sometimes even fire pits for evening gatherings.
Where are the best Highland Lake ski resort rentals?
For skiing enthusiasts looking for rentals near Highland Lake, the closest ski area is in the nearby region of the Catskills, particularly around resorts like Belleayre Mountain and Hunter Mountain, both of which are within a reasonable driving distance. In the Highland Lake area itself, visitors can find a variety of charming cabins and cottages that cater to winter sports lovers. Many of these properties offer amenities such as wood-burning stoves or fireplaces, superb for warming up after a day on the slopes.In the nearby towns of Grahamsville and Napanoch, travellers can discover a range of accommodation options from rustic lodges to modern chalets. These rentals often come equipped with full kitchens, allowing for convenient meal preparations, and may also feature outdoor spaces for enjoying the crisp mountain air. Some properties are located in wooded settings, providing a serene backdrop for relaxation.Additionally, the Catskill region boasts a wealth of outdoor activities beyond skiing, with opportunities for snowshoeing and hiking during the winter months. Rentals in this area often provide easy access to scenic trails and stunning winter landscapes, making them an excellent choice for those seeking both adventure and comfort during their stay.
What is the most popular type of holiday rental accomodation in Highland Lake?
In Highland Lake, both cottages and holiday houses are the most popular types of holiday rentals, with approximately 15 of each available in the area. These properties are typically located in serene settings, providing a charming escape for visitors. Most cottages and holiday houses come equipped with fully furnished kitchens, comfortable living spaces, and often outdoor areas such as decks or patios, great for enjoying the peaceful surroundings.Additionally, there are several apartments and cabins available, though in smaller numbers. These options appeal to those seeking a more compact living space while still enjoying the unique character of Highland Lake.
Are there any family house rentals in Highland Lake?
In Highland Lake, New York, there are some family-friendly house rentals available, making it a wonderful choice for those travelling with kids. The area features spacious homes with inviting living rooms, fully equipped kitchens for preparing meals, and outdoor spaces great for family gatherings. Many properties also include amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.Nearby, visitors can enjoy the scenic beauty of the lake, which offers opportunities for swimming, fishing, and kayaking. The surrounding natural landscape is ideal for hiking and exploring, providing families with plenty to do in a serene environment.
Can I rent a holiday home with a pool or hot tub in Highland Lake?
In Highland Lake, New York, there are several holiday homes available for rent that come with pools or hot tubs. This picturesque area is ideal for those looking to enjoy a relaxing getaway in a natural setting. Many of these properties feature amenities such as private pools, outdoor hot tubs, and spacious patios, great for unwinding after a day of exploring the beautiful surroundings.Travellers can also expect fully equipped kitchens, comfortable living areas, and often access to outdoor recreational spaces, making it suitable for families or groups.
Are there pet-friendly house rentals in Highland Lake?
In Highland Lake, there are several pet-friendly house rentals available, making it an ideal destination for travellers who wish to bring their furry companions along. The area is known for its serene lake views and natural beauty, providing a peaceful retreat for families and pet owners alike. Many of the holiday homes come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, ensuring a pleasant stay.The vicinity around Highland Lake also offers various outdoor activities that are pet-friendly. Nearby hiking trails and open spaces allow for leisurely walks and exploration with pets, while the beautiful lake itself provides opportunities for swimming and boating.
Are there any remote work holiday rentals in Highland Lake?
In Highland Lake, New York, there are a variety of remote work holiday rentals available, with around 36 options to choose from. This picturesque area offers a serene environment great for balancing work and relaxation. Many properties feature dedicated office spaces, including bookable units equipped with desk chairs and printers, allowing for a comfortable work setup. Additionally, high-speed internet is typically provided, ensuring that guests can stay connected while enjoying the tranquil surroundings.The area is known for its beautiful lake views and outdoor activities, making it an excellent choice for those looking to unwind after a day of remote work. Nearby attractions include hiking trails and local parks, providing opportunities for exploration and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Highland Lake?
In Highland Lake, popular rental amenities include well-equipped kitchens, which allow guests to prepare their own meals, and decks or patios that provide outdoor spaces to relax and enjoy the scenic surroundings. Many rentals also feature fireplaces, superb for creating a warm and inviting atmosphere during cooler evenings. Onsite parking is typically available, making it convenient for travellers with vehicles.
What are the top attractions in Highland Lake?
In Highland Lake, visitors can enjoy a tranquil retreat surrounded by nature. The main attraction is Highland Lake itself, where guests can enjoy activities such as fishing, boating, and swimming during the warmer months. The scenic views around the lake are ideal for nature walks and photography.Nearby, the Sullivan County Catskills region offers opportunities for hiking and exploring the great outdoors, with trails that provide beautiful vistas, particularly in the autumn. For those interested in local culture, the Bethel Woods Centre for the Arts, located a short drive away, hosts various concerts and events throughout the year, celebrating both music and the arts.Moreover, the area is close to the charming town of Liberty, where visitors can find quaint shops, local dining options, and historical sites that reflect the rich heritage of the region.
Are all fees included in the Highland Lake 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 Lake holiday homes with parking?
Stayz offers a wide selection of holiday homes in Highland Lake 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 Lake holiday homes?
You can find great discounts on holiday homes in Highland Lake 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 Lake holiday home booking on Stayz?
To find Highland Lake 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 Lake?
A long-stay holiday home in Highland Lake 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 Lake holiday home?
Book your Highland Lake 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 Lake?
Prices for holiday homes in Highland Lake 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 Lake 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.

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