Highland Lake Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Highland Lake vacation rentals

Pool

Lakefront | Sport Courts | HotTub | GameRoom

Lakefront | Sport Courts | HotTub | GameRoom
Highland Lake
10.0 out of 10, Exceptional, (33 reviews)
"This property is absolutely beautiful. The check in process was easy and the host was super helpful and sweet! Highly recommend this place."
United States
Christina V.
The price is ￥23,251
￥129,810 total
includes taxes & fees
Mar 9 - Mar 10
Lakefront | Sport Courts | HotTub | GameRoom
Apartment | 6 bedrooms

2 Lake Cabins Pool+hottub Game Room 23acs

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
Highland Lake
The price is ￥24,528
￥155,450 total
includes taxes & fees
Mar 8 - Mar 9
2 Lake Cabins Pool+hottub Game Room 23acs
Terrace/patio

Sweet Old Farmhouse in a Tranquil Setting

Sweet Old Farmhouse in a Tranquil Setting
Highland Lake
10.0 out of 10, Exceptional, (2 reviews)
"The property was very easy to access and easy to navigate the area with the location. Also right across from the local yoga studio was a bonus!"
United States
Anne H.
The price is ￥31,054
￥48,458 total
includes taxes & fees
Mar 13 - Mar 14
Sweet Old Farmhouse in a Tranquil Setting
Property grounds

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,
Harris
10.0 out of 10, Exceptional, (1 review)
"Taino wood was a great place for camping. Chantel and her husband Jesse are great host and are very welcoming and kind. Nice place to enjoy with your family in the nature. There were many tent sites inside their woods and we occupied the site called:Turey. We set up 3 tents (two 4-people tents and one 6-people tent). There was a firepit we used to cook food and Chantel and Jesse lend us a pot to cook. Before leaving Chantel, Jesse and a few of their friends sang indigenous songs and played...
United States
Lissette
The price is ￥8,895
￥13,422 total
includes taxes & fees
Mar 3 - Mar 4
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,
Fridge, microwave, stovetop, coffee/tea maker

Charming RIVER FRONT camper RV with AC by Lackawaxen River

Charming RIVER FRONT camper RV with AC by Lackawaxen River
Hawley
10.0 out of 10, Exceptional, (4 reviews)
"Excellent trip and everything was great and very accommodating! Our three children (ages 8,5, and 3) enjoyed the river and the available toys, and our dog enjoyed the views too! We would definitely recommend staying here!"
United States
C K.
The price is ￥28,089
￥38,816 total
includes taxes & fees
Mar 9 - Mar 10
Charming RIVER FRONT camper RV with AC by Lackawaxen River
Dining

Domes at Catskills a lakefront glamping adventure for adults

Domes at Catskills a lakefront glamping adventure for adults
Swan Lake
10.0 out of 10, Exceptional, (2 reviews)
"My husband, dog, and I had a wonderful stay at the domes! It is the perfect nature getaway with all the amenities you get from a hotel! The host was very personable when we arrived and had great communication before and during our stay! The property of the domes is beautiful. We highly recommend!"
United States
Nancy B.
The price is ￥50,716
￥69,144 total
includes taxes & fees
Mar 3 - Mar 4
Domes at Catskills a lakefront glamping adventure for adults

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (104 reviews)
"Really cozy stay I definitely have to come back during the summer months it was a beautiful experience !"
United States
Kimaya
The price is ￥14,045
￥28,058 total
includes taxes & fees
Mar 4 - Mar 5
Trails Head Cabin
Interior

Cozy Cabin with Fireplace, Firepit, Close to Lake

Cozy Cabin with Fireplace, Firepit, Close to Lake
Hawley
10.0 out of 10, Exceptional, (11 reviews)
"Very nice place good for a winter gateway. Host was very accommodating and responsive to any questions we had! Definitely recommend :)"
United States
Sofia
The price is ￥19,662
￥47,632 total
includes taxes & fees
Mar 3 - Mar 4
Cozy Cabin with Fireplace, Firepit, Close to Lake
Property grounds

Rare River Views & Access, Cabin by Eden Islands

Rare River Views & Access, Cabin by Eden Islands
Montague
9.0 out of 10, Wonderful, (13 reviews)
"Nice convenient location, near the river and town. "
United States
Steve W.
The price is ￥13,202
￥20,731 total
includes taxes & fees
Mar 3 - Mar 4
Rare River Views & Access, Cabin by Eden Islands
Terrace/patio

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Sparrow Bush
9.4 out of 10, Exceptional, (11 reviews)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
The price is ￥17,022
￥47,500 total
includes taxes & fees
Mar 4 - Mar 5
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Beach

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (32 reviews)
"Clean place, friendly and accommodating host! "
United States
Bryan A.
The price is ￥19,662
￥34,406 total
includes taxes & fees
Mar 3 - Mar 4
Beaver Lake Escape
Exterior

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Hurleyville
10.0 out of 10, Exceptional, (7 reviews)
"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "
United States
Chris L.
The price is ￥17,166
￥36,032 total
includes taxes & fees
Mar 3 - Mar 4
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

Lakeside Couple`s Serenity Cabin+Hot Tub & Hiking

Lakeside Couple`s Serenity Cabin+Hot Tub & Hiking
Milford
10.0 out of 10, Exceptional, (4 reviews)
"Lovely quaint stay!"
United States
Kelly G.
The price is ￥22,721
￥64,453 total
includes taxes & fees
Mar 10 - Mar 11
Lakeside Couple`s Serenity Cabin+Hot Tub & Hiking
Interior

Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (19 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is ￥11,095
￥19,434 total
includes taxes & fees
Mar 3 - Mar 4
Trails Head Tiny House
Property grounds

In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (104 reviews)
"I loved this place. So beautiful and well furnished. "
United States
Kayla S.
The price is ￥26,404
￥52,825 total
includes taxes & fees
Mar 3 - Mar 4
In the cloud ~your cozy lake house
House (1 Bedroom) | Living area

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is ￥25,748
￥48,024 total
includes taxes & fees
Mar 31 - Apr 1
Hike & Fish: Outdoor Retreat Near Trails

Romantic Creekside Lodge with Private Hot Tub

Romantic Creekside Lodge with Private Hot Tub
Milford
10.0 out of 10, Exceptional, (2 reviews)
"Love the property and the house was very nice clean"
United States
Atasha
The price is ￥32,683
￥88,952 total
includes taxes & fees
Mar 4 - Mar 5
Romantic Creekside Lodge with Private Hot Tub
Interior

Scenic Views & River Access, Cozy River Home

Scenic Views & River Access, Cozy River Home
Montague
9.0 out of 10, Wonderful, (12 reviews)
"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 ￥16,573
￥24,733 total
includes taxes & fees
Mar 3 - Mar 4
Scenic Views & River Access, Cozy River Home
Property grounds

Chic Chalet River Views & Access

Chic Chalet River Views & Access
Montague
7.4 out of 10, Good, (3 reviews)
"Dirty. Ants. Not well stocked."
United States
odette w.
The price is ￥16,573
￥24,733 total
includes taxes & fees
Mar 3 - Mar 4
Chic Chalet River Views & Access
Exterior detail

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 reviews)
"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 ￥17,528
￥52,226 total
includes taxes & fees
Mar 3 - Mar 4
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland Lake Hotel Reviews

Hampton Inn Monticello

Hampton Inn Monticello

10/10 Excellent
"Very Clean room.. "
Henry 1-night trip
Posted 2 days ago
Hampton Inn Monticello

Find out more about Highland Lake

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

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

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

Frequently asked questions

Can I find vacation rentals in Highland Lake?

Yes, we have vacation rentals near well known local attractions in Highland Lake, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Highland Lake has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental near Highland Lake is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Highland Lake?

Choose from 6 Expedia vacation rentals in Highland Lake for a memorable vacation.

What can I see and do in Highland Lake?

While exploring the area, visit family-friendly sights like The Kartrite Resort & Indoor Waterpark, or get outside and enjoy nature at Sidwell Lake. In the larger area, you’ll find Mohican Lake and Kadampa Meditation Center New York and World Peace Temple.

What are vacation rentals like in Highland Lake?

Vacation rentals are private accommodations you can reserve for several days or longer in Highland Lake. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.