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Highland Lakes Vacation Rentals

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Check prices for these dates

Tonight
Dec 12 - Dec 13
Tomorrow
Dec 13 - Dec 14
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Highland Lakes vacation rentals

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

Cabin in Sussex

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
10.0 out of 10, Exceptional, (35)
"Wonderful place and cozy will book again "
United States
Alex P.
The price is ￥31,098
￥64,455 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Fridge, microwave, oven, stovetop
Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

Vacation Home in Vernon

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries
2.0 star property
10.0 out of 10, Exceptional, (6)
"Cozy property with privacy and comfort. "
United States
Anonymous traveler
Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries
A heated pool
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Condo in Vernon Township

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
2.5 star property
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 ￥15,549
￥37,865 total
includes taxes & fees
Dec 14 - Dec 15
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
Smart TV, fireplace
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Vacation Home in Vernon Township

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
9.4 out of 10, Exceptional, (44)
"Beautiful area"
United States
Joseph D.
The price is ￥22,251
￥47,257 total
includes taxes & fees
Dec 21 - Dec 22
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Exterior
Modern penthouse suite in a restored grain tower with private roof deck.

Apartment in Warwick

Modern penthouse suite in a restored grain tower with private roof deck.
10.0 out of 10, Exceptional, (27)
"Wonderful stay!"
United States
Lisi M.
The price is ￥52,478
￥82,236 total
includes taxes & fees
Dec 14 - Dec 15
Modern penthouse suite in a restored grain tower with private roof deck.
Property grounds
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

Condo in Vernon

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
10.0 out of 10, Exceptional, (70)
"We had a great stay."
United States
Laura
The price is ￥22,251
￥45,164 total
includes taxes & fees
Dec 14 - Dec 15
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
Marina
Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

Vacation Home in Greenwood Lake

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.
9.8 out of 10, Exceptional, (8)
"Awesome place. Cozy and great communication with owners. "
United States
Dominick P.
Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.
TV, fireplace, DVD player, stereo
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

Condo in Vernon

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
8.6 out of 10, Excellent, (92)
"Nice unit. I stay here once a year for a golf event."
United States
Kevin M.
The price is ￥24,490
￥64,861 total
includes taxes & fees
Dec 14 - Dec 15
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
1 bedroom, WiFi, bed sheets
Cozy Haven: A Romantic Retreat in our Tiny House!

Cottage in Middletown

Cozy Haven: A Romantic Retreat in our Tiny House!
6.8 out of 10, (11)
"we enjoyed the cozy home it is a nice place to get away"
United States
Yidel
Cozy Haven: A Romantic Retreat in our Tiny House!
Outdoor dining
Stylish & Peaceful Getaway on 3 Private Acres

Vacation Home in Goshen

Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is ￥44,781
￥67,638 total
includes taxes & fees
Dec 14 - Dec 15
Stylish & Peaceful Getaway on 3 Private Acres
Exterior
Luxury 9BR Retreat w/Pool & Hot Tub

Villa in Chester

Luxury 9BR Retreat w/Pool & Hot Tub
7.0 out of 10, Good, (2)
"Pool was not open or usable but we were not interested in doing that "
United States
John D.
Luxury 9BR Retreat w/Pool & Hot Tub
Interior
Mountain Creek/Great Gorge Village 2 Bedroom Condo W/Loft

Condo in Vernon

Mountain Creek/Great Gorge Village 2 Bedroom Condo W/Loft
8.4 out of 10, Very Good, (24)
"It was a very short distance to Mtn Creek for the race weekend "
United States
Daniel G.
The price is ￥31,098
￥57,440 total
includes taxes & fees
Dec 15 - Dec 16
Mountain Creek/Great Gorge Village 2 Bedroom Condo W/Loft
Outdoor spa tub
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Vacation Home in Greenwood Lake

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
10.0 out of 10, Exceptional, (30)
"We loved the house. It was a perfect and much needed short getaway for my husband and I. We brought our little dog Lenny and he loved it too! "
United States
Chelsea D.
The price is ￥25,889
￥71,504 total
includes taxes & fees
Dec 17 - Dec 18
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Dining
Serene Rustic Retreat with Lake

Cabin in Cuddebackville

Serene Rustic Retreat with Lake
2.0 star property
10.0 out of 10, Exceptional, (8)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is ￥31,098
￥74,453 total
includes taxes & fees
Dec 16 - Dec 17
Serene Rustic Retreat with Lake
Indoor pool, outdoor pool
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

Chalet in vernon

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking
9.4 out of 10, Exceptional, (56)
"The house was so comfortable and had everything we needed to catch up over our girl's weekend. The porches and the living room were both excellent gathering spaces and we loved being so close to the spa. You can't beat the location and the house was lovely! The owners were also really responsive to questions we had over our stay. "
United States
Cailyn M.
The price is ￥33,060
￥75,616 total
includes taxes & fees
Dec 14 - Dec 15
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking
Outdoor pool, a heated pool
Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf

Vacation Home in Vernon

Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf
9.8 out of 10, Exceptional, (89)
"We loved our stay! This house was perfect for our family (6 adults) 3 teenagers. Everyone had their own space, the backyard was our favorite place to hang. Close to waterpark. Tennis court was a big bonus! We can’t wait to come back during the winter for a snowboard trip! "
United States
Meagan B.
Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf
Interior
Villa Verde B&B, bsm, Greenwood Lake NY

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12)
"The breakfast was lovely!"
United States
Tara
The price is ￥24,412
￥45,030 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Villa Verde B&B, bsm, Greenwood Lake NY
Interior
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

Vacation Home in Greenwood Lake

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck
10.0 out of 10, Exceptional, (5)
"We had an amazing stay at this beautiful home! The views overlooking the lake and mountains are absolutely breathtaking—better than I could have imagined. The house itself is gorgeous, well-maintained, and equipped with everything needed for a comfortable stay. On top of that, the host was incredibly responsive and made sure everything was perfect. If you’re looking for a peaceful retreat with unbeatable scenery and top-notch hospitality, this is the place to be. I can't wait to return!"
United States
Sol K.
The price is ￥48,839
￥111,362 total
includes taxes & fees
Dec 14 - Dec 15
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck
Property grounds
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

Condo in Vernon Township

Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
10.0 out of 10, Exceptional, (54)
"Very clean and comfortable!"
United States
Melissa
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Interior
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Vacation Home in Warwick

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
9.2 out of 10, Wonderful, (7)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
The price is ￥12,875
￥23,010 total
includes taxes & fees
Dec 14 - Dec 15
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
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

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG

10/10 Excellent
"Check in was easy, room was nice and clean, breakfast was nice and convenient in the morning. No issues at all."
Erik 1-night trip
Posted 2 days ago
Holiday Inn Express Ramsey-Mahwah by IHG

Find out more about Highland Lakes

Search for holiday rentals in Highland Lakes on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland Lakes using one of the methods below:

  • View our selection of featured holiday rentals in Highland Lakes
  • Use the map to find apartments and other holiday homes in the Highland Lakes neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland Lakes while they last

Look no further and take a look at our great range of rental properties in Highland Lakes!

Frequently asked questions

Can I find vacation rentals in Highland Lakes?

Yes, we have vacation rentals close to the most popular local attractions 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 vacation rentals that Highland Lakes has to offer?

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries: You might want to consider this vacation home rental near Highland Lakes, which offers a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Highland Lakes?

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

What can I see and do in Highland Lakes?

Lake Wanda 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 vacation rentals like in Highland Lakes?

Vacation rentals are privately owned properties you can book for a short or long stay in Highland Lakes. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.