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Highland Lakes Holiday Rentals

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Our top choices for Highland Lakes holiday rentals

Forava Cabins - Tiny Cabin in the Woods

Forava Cabins - Tiny Cabin in the Woods
3.0 star property
Ringwood
10.0 out of 10, Exceptional, (1)
"Very cute, well decorated, quiet, and has everything we needed for a get away."
United States
Alexis
The price is AU$350
includes taxes & fees
5 Jan - 6 Jan 2026
Forava Cabins - Tiny Cabin in the Woods

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.4 out of 10, Exceptional, (8)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is AU$232
includes taxes & fees
5 Jan - 6 Jan 2026
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (12)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is AU$440
includes taxes & fees
3 Jan - 4 Jan 2026
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (12)
"The breakfast was lovely!"
United States
Tara
The price is AU$436
includes taxes & fees
1 Jan - 2 Jan 2026
Villa Verde B&B, bsm, Greenwood Lake NY

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (33)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is AU$390
includes taxes & fees
11 Jan - 12 Jan 2026
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
2.5 star property
Vernon Township
9.4 out of 10, Exceptional, (6)
"We stayed in this unit and absolutely loved it. We were just a short drive away from the all the orchards in Warwick, NY. The accommodations were perfectly located with quite a few things to do in the area. We will stay again. "
United States
Jonathan O.
The price is AU$377
includes taxes & fees
27 Jan - 28 Jan 2026
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Charming Lake House w/ Large Dock

Charming Lake House w/ Large Dock
Hopatcong
9.8 out of 10, Exceptional, (8)
"Great stay. Beautiful place "
United States
Joseph M.
Charming Lake House w/ Large Dock

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is AU$624
includes taxes & fees
31 Dec - 1 Jan 2026
Hello Small Stone

★Chic Chalet River Views & Access★

★Chic Chalet River Views & Access★
Montague
7.4 out of 10, Good, (3)
"Dirty. Ants. Not well stocked."
United States
odette w.
The price is AU$210
includes taxes & fees
21 Jan - 22 Jan 2026
★Chic Chalet River Views & Access★

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
2.0 star property
Warwick
10.0 out of 10, Exceptional, (5)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
United States
michelle d.
The price is AU$666
includes taxes & fees
3 Jan - 4 Jan 2026
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
2.0 star property
Vernon Township
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 AU$724
includes taxes & fees
5 Jan - 6 Jan 2026
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Charming Milford-Montague Riverway Cottage

Charming Milford-Montague Riverway Cottage
Montague
8.0 out of 10, Very good, (1)
"This location was great for our purpose of visiting family in Port Jervis and was easy to find - even in the dark. Due to the lack of reviews, I'm guessing that this is a new listing and that there are kinks still being worked out. Without going into too much detail, there was no way the space had recently been cleaned and the description provided on the listing seems to be lifted from one of their other properties as there was no fire pit, no fireplace, no dishwasher and the house is definitely...
United States
Alicia T.
The price is AU$210
includes taxes & fees
21 Jan - 22 Jan 2026
Charming Milford-Montague Riverway Cottage

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Sussex
10.0 out of 10, Exceptional, (37)
"Wonderful place and cozy will book again "
United States
Alex P.
The price is AU$584
includes taxes & fees
12 Jan - 13 Jan 2026
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Port Jervis
10.0 out of 10, Exceptional, (6)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
The price is AU$482
includes taxes & fees
12 Jan - 13 Jan 2026
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

2 bedroom cozy condo with parking on premises

2 bedroom cozy condo with parking on premises
Vernon Township
10.0 out of 10, Exceptional, (33)
"The place was beautiful. Would highly recommended staying here. "
United States
Ranada
The price is AU$443
includes taxes & fees
5 Jan - 6 Jan 2026
2 bedroom cozy condo with parking on premises

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (59)
"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"
United States
Jennifer K.
The price is AU$715
includes taxes & fees
4 Jan - 5 Jan 2026
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

★Rare River Views & Access, Cabin by Eden Islands★

★Rare River Views & Access, Cabin by Eden Islands★
Montague
9.0 out of 10, Wonderful, (13)
"Nice convenient location, near the river and town. "
United States
Steve W.
The price is AU$210
includes taxes & fees
20 Jan - 21 Jan 2026
★Rare River Views & Access, Cabin by Eden Islands★

Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!

Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Lake Hopatcong
9.8 out of 10, Exceptional, (29)
"This cottage was very clean and well organized.The host was very responsive.I would definitely stay here again "
United States
Ken B.
The price is AU$656
includes taxes & fees
30 Dec - 31 Dec
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!

Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views
Vernon Township
9.6 out of 10, Exceptional, (18)
"It was a wonderful stay. "
United States
Veena
The price is AU$417
includes taxes & fees
20 Jan - 21 Jan 2026
Cozy 2BR condo w/ valley views

★Scenic Views & River Access, Cozy River Home ★

★Scenic Views & River Access, Cozy River Home ★
Montague
9.0 out of 10, Wonderful, (11)
"We were visiting for our daughtets wedding and needed a place mearby that accommodates pets. Nothing to look at on the outside but the inside is very nice. Very comfortableorganized and a good selection of teas and some coffee."
United States
ADAM K.
The price is AU$210
includes taxes & fees
21 Jan - 22 Jan 2026
★Scenic Views & River Access, Cozy River Home ★
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.
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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, 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 favourite 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 depend 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 AU$210 per night. Entering your travel dates in the search wizard might find you 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?

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries: This holiday home rental outside of Highland Lakes offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Lake and Wawayanda State Park 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.