Photo by Karen Wirtz

Holiday Rentals in Highland Lakes

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Highland Lakes

Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
9.0 out of 10, Wonderful, (12)
"The owner was extremely responsive and the home was very clean."
United States
Christine C.
The price is €390
includes taxes & fees
4 Nov - 5 Nov
Stylish & Peaceful Getaway on 3 Private Acres
Serene Rustic Retreat with Lake
2.0 star property
10.0 out of 10, Exceptional, (8)
"We had the best weekend at Westly's house. It was better then the pictures. So much room for us to relax. We will come back again. Giving 5 stars perfect. "
United States
Anonymous traveller
The price is €428
includes taxes & fees
4 Nov - 5 Nov
Serene Rustic Retreat with Lake
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
9.0 out of 10, Wonderful, (6)
"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "
United States
Patty M.
The price is €132
includes taxes & fees
4 Nov - 5 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Hello Small Stone
9.6 out of 10, Exceptional, (5)
"The house has a lot of character and the outdoor areas are really peaceful. The owner just needs to resolve the issue with sulfur in the water because the rotten egg smell is too strong to tolerate."
United States
David
The price is €370
includes taxes & fees
5 Nov - 6 Nov
Hello Small Stone
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
2.0 star property
10.0 out of 10, Exceptional, (3)
"We were visiting friends and attractions in the greater NYC area. The property was outstanding - even better than the beautiful pictures showed. The home was extremely clean, very family friendly, and our interactions with the host were fantastic. Definitely recommend this property!!!"
United States
Matthew P.
The price is €384
includes taxes & fees
24 Nov - 25 Nov
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking
9.4 out of 10, Exceptional, (56)
"Nice property, good location, great communication with host. Check in process was a breeze."
United States
Anthony V.
The price is €438
includes taxes & fees
4 Nov - 5 Nov
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking
Ski-In/Ski-Out, Waterpark & Biking fun- Just Steps Away!
10.0 out of 10, Exceptional, (45)
"Lovely condo. Great location. Perfect for our quick trip. Would definitely stay here again. "
United States
Elizabeth
The price is €248
includes taxes & fees
16 Nov - 17 Nov
Ski-In/Ski-Out, Waterpark & Biking fun- Just Steps Away!
Guest Suite 2-bedrooms with AC, Hot Tub and WiFi in peaceful Matamoras,
2.0 star property
9.2 out of 10, Wonderful, (5)
"An immaculately clean, comfortable and quiet house with spacious rooms and comfortable furnishings. The owners were super friendly and responsive to our needs. We hope to stay here again next year."
United States
Denise
The price is €243
includes taxes & fees
6 Nov - 7 Nov
Guest Suite 2-bedrooms with AC, Hot Tub and WiFi in peaceful Matamoras,
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
2.0 star property
8.8 out of 10, Excellent, (3)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
The price is €424
includes taxes & fees
4 Nov - 5 Nov
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12)
"Definitely going back "
United States
Vincent
The price is €291
includes taxes & fees
4 Nov - 5 Nov
Villa Verde B&B, bsm, Greenwood Lake NY
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
9.8 out of 10, Exceptional, (58)
"Was a good place to stay with the family for a few days. Very convenient to LegoLand."
United States
Joseph S.
The price is €444
includes taxes & fees
9 Nov - 10 Nov
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
9.6 out of 10, Exceptional, (11)
"Steve was very responsive and accommodating to every question or request we had. A House was clean. Beds were really comfortable. Parking for 2 cars was great. View was great Would book again. "
United States
Sonja C.
The price is €401
includes taxes & fees
2 Dec - 3 Dec
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Aspen In Airmont NY
10.0 out of 10, Exceptional, (7)
"perfect home for multiple families under one roof. Spacious and clean with a well appointed kitchen And dining area for large groups Beautiful outdoor deck and hot tub Avery Was easy to work with and very attentive to any questions or concerns "
United States
Cheryl R.
Aspen In Airmont NY
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.8 out of 10, Exceptional, (11)
"Wonderful cottage - lots of natural light - well equipped - great shower- comfortable beds- near Legoland - affordable- beautiful surroundings with great sunsets and sunrises - "
United States
Teresa
The price is €260
includes taxes & fees
4 Nov - 5 Nov
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Lakefront Haven • Private Beach • Dock • Fire Pit • Game Room • Boat Rental
10.0 out of 10, Exceptional, (4)
"The property was spotless, comfortable, and had everything we needed. The location was perfect—close to attractions yet quiet and relaxing. The hosts were amazing, welcoming and very responsive, they were welling to help us at all times and they may made sure the whole experience was smooth and enjoyable. We’d definitely stay here again!"
United States
Bana S.
The price is €496
includes taxes & fees
17 Nov - 18 Nov
Lakefront Haven • Private Beach • Dock • Fire Pit • Game Room • Boat Rental
Modern penthouse suite in a restored grain tower with private roof deck.
10.0 out of 10, Exceptional, (26)
"Wonderful stay!"
United States
Lisi M.
The price is €480
includes taxes & fees
4 Nov - 5 Nov
Modern penthouse suite in a restored grain tower with private roof deck.
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
10.0 out of 10, Exceptional, (1)
"Great communication, easy check in, great location, what more could you ask for?"
United States
Joseph F.
The price is €227
includes taxes & fees
4 Nov - 5 Nov
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
10.0 out of 10, Exceptional, (4)
"Full kitchen, lovely bathroom. Enjoyed my stay for 2 nights. Very near main restaurant/cafe area of Port Jervis. Described as is. Provided detailed instructions for entry and stay. Good communication."
United States
Diane & Terry W.
The price is €279
includes taxes & fees
4 Nov - 5 Nov
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Cozy Haven: A Romantic Retreat in our Tiny House!
7.0 out of 10, Good, (9)
"I love the place but the cleanliness was bad, we found a condom under the bed and there was also blood on the bed sheets and a yellow stain on the bed. I’m sorry but for the price I expected something better than this."
United States
Jeferson Eleazar P.
The price is €266
includes taxes & fees
4 Nov - 5 Nov
Cozy Haven: A Romantic Retreat in our Tiny House!
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
10.0 out of 10, Exceptional, (26)
"We had a great experience renting this property. Good location and the perfect size for our family. The outdoor areas were a huge bonus!"
United States
Lindsay S.
The price is €293
includes taxes & fees
6 Nov - 7 Nov
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Lakes Hotel Reviews

Find out more about Highland Lakes

Everything you need to know about Highland Lakes holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Lakes holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland Lakes holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Highland Lakes holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland Lakes. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland Lakes holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland Lakes holiday rentals we have selected for you start as low as €231 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highland Lakes rentals

At Expedia, we put the best Highland Lakes holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Highland Lakes rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland Lakes holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland Lakes. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Highland Lakes?

Yes, there are holiday rentals close to the most popular sights in Highland Lakes, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Highland Lakes has to offer?

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out: This holiday home rental outside of Highland Lakes is located in the mountains, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Highland Lakes?

Choose from 9 Expedia holiday rentals in Highland Lakes for a memorable holiday.

What can I see and do in Highland Lakes?

Highland Lakes Beach 1 and Highland Lake are a couple of lovely local spots to get outside and enjoy nature. Wawayanda State Park and Highland Lakes Beach 7 are other places to visit while you're in town.

What are holiday rentals like in Highland Lakes?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland Lakes. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.