An aerial view of a lakeside community surrounded by autumn-colored trees.

Highland Lakes Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Highland Lakes vacation rentals

A spacious loft with a high ceiling, exposed beams, a kitchen with modern appliances, a dining area, and a living room with a large sofa.

1. Hay Loft Apartment in Barn - Goshen

Hay Loft Apartment in Barn - Goshen
2.0 star property
Goshen
10.0 out of 10, Exceptional, (4 reviews)
"The apartment was very clean and well decorated. Our host Emily was very lovely and responsive whenever we needed help. The breakfast provided at the Inn was delicious as well. Would definitely recommend this stay!"
United States
Natasha
Hay Loft Apartment in Barn - Goshen
A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

2. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"Great for a group"
United States
Audra
Carriage House Apartment Goshen NY
A spacious living room with a fireplace, a ceiling fan, and a large window.

3. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
The price is SAR 796
SAR 2,025 total
includes taxes & fees
8 Nov - 9 Nov
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A two-story house with a porch, a table, and chairs outside.

4. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is SAR 789
SAR 972 total
includes taxes & fees
8 Nov - 9 Nov
Historic Horse Barn Apartment in Goshen
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

5. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.4 out of 10, (21 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
United States
Edwin
The price is SAR 240
SAR 548 total
includes taxes & fees
6 Nov - 7 Nov
Columbus Suites
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

Days Inn by Wyndham Wayne

Days Inn by Wyndham Wayne

10/10 Excellent
"Very quiet, everyone was helpful, Bed was comfy what more could you ask for in a hotel? I would definitely go back when I'm m in the area"
Oren 4-night trip
Posted 6 hours ago
Days Inn by Wyndham Wayne
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"I stayed here twice. I thought the hotel was amazing. The price was reasonable; it was very clean, and there was plenty of parking. I really liked my king-size bed; the staff was very friendly. The breakfast was awesome. I was expecting it to be some form of continental breakfast, but it was actually a little bit better than that, including warm food, like eggs and sausage. I really liked it and I definitely recommend this hotel."
Fabian 1-night trip
Posted 20 hours ago
Sleep Inn & Suites Middletown - Goshen

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?

Highland Lakes Cabin | Huge Yard • Sleeps 8: This Highland Lakes vacation home rental is located in the mountains and has a patio, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Highland Lakes?

Choose from 11 Expedia vacation rentals in Highland Lakes for a memorable vacation.

What can I see and do in Highland Lakes?

Wawayanda Lake and Lake Wanda are a couple of lovely local spots to get outside and enjoy nature. Wawayanda State Park and Highland Lakes Beach 2 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.