Hillside Lake Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Hillside Lake holiday rentals

Apartment, 2 Bedrooms, Balcony, Garden View | Hallway
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

Apartment in Poughkeepsie

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is NZ$473
includes taxes & fees
22 Dec - 23 Dec
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
House
West Point Villa - Jacuzzi Pool BBQ Games Pets

Holiday Home in Cornwall

West Point Villa - Jacuzzi Pool BBQ Games Pets
2.0 star property
The price is NZ$794
includes taxes & fees
5 Jan - 6 Jan 2026
West Point Villa - Jacuzzi Pool BBQ Games Pets
Apartment, 1 Bedroom, Balcony, Garden View | Living area
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

Apartment in Poughkeepsie

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
2.0 star property
8.6 out of 10, Excellent, (10)
"Parking was easy, but the apartment was quite dirty. The location was in a reasonable driving distance from lots of activities, but the area itself did not feel safe enough to walk around with a small child. "
United States
Elena
The price is NZ$394
includes taxes & fees
22 Dec - 23 Dec
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
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 Hillside Lake Hotel Reviews

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"I recently stayed at this hotel and was thoroughly impressed. The rooms were spotless, comfortable, and well-designed, making for a relaxing stay. The staff went above and beyond to ensure every guest felt welcome, offering friendly and attentive service at every turn. The amenities, from the modern fitness center to the inviting pool area, added a touch of luxury to the experience. Its convenient location made exploring the local attractions effortless. Overall, this hotel truly provides a perfect blend of comfort, hospitality, and quality – I can’t wait to return."
Ronell 1-night trip
Posted 2 days ago
The Thayer Hotel at West Point

Find out more about Hillside Lake

Everything you need to know about Hillside Lake 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 Hillside Lake 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 Hillside Lake holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hillside Lake holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillside Lake. 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 Hillside Lake 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 Hillside Lake holiday rentals we have selected for you start as low as NZ$338 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hillside Lake rentals

At Expedia, we put the best Hillside Lake 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 Hillside Lake 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 Hillside Lake 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 Hillside Lake. 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

Are there holiday rentals in Hillside Lake?

Yes, there are holiday rentals close to the most popular sights in Hillside Lake, 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 Hillside Lake has to offer?

The Farm at Hyde Park: This holiday home rental outside of Hillside Lake is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Hillside Lake?

Explore the area and family-friendly sights such as SplashDown Beach, or get out into nature at a spot like Bowdoin Park. Stormville Airport Antique Show & Flea Market and Poughkeepsie Galleria are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillside Lake like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillside Lake. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips.