Hillside Lake Holiday Rentals

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Holiday Rentals in Hillside Lake

Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Beach nearby, beach towels
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (76)
"Perfect weather for a getaway! Great location to get to get around. Cottage was perfect for us. Fire pit was great to hang out at. Went kayaking across the street. Beautiful lake. However, the access to the lake was a wee bit steep but we are in shape to handle it. All in all it was a great time!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
The Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (49)
"We needed a central location for my daughter’s bridal shower. We could not have imagined a better place. It is beautiful and so natural. Glen was helpful and welcoming. He even came over to sweep off the expansive patio before our guests arrived and this was after he made sure everyone was awake. The house was well supplied with kitchen and dining items. The grounds were perfect - lawn chairs, picnic table, fire pit and free range chickens whose eggs we were able to enjoy. We would all stay here...
The Farm at Hyde Park
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Property grounds
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, (38)
"This is a nice apartment built onto a home in a nice neighborhood cul-de-sac. Beautiful views, quiet, clean. Responsive owners. The shower is small so might not be suitable for all. Enjoyed our week."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Property grounds
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, (24)
"The backyard was really cool! Great features. Beautiful, peaceful, and private. We did not see or hear anyone else on the property during our stay. The apartment was very nice. Cozy, clean and comfortable, perfect for two. The host, Ryan was extremely responsive and friendly. We had an amazing stay would definitely recommend!"
The price is AU$437
includes taxes & fees
21 June - 22 June
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Exterior
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, (30)
"Very charming one room apartment with bathroom and kitchen area. Beautiful surrounding you with very pleasant hosts"
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
Property grounds
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
9.6 out of 10, Exceptional, (35)
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
Spectacular Log Home Estate North Wing Apt
Property grounds
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, (25)
"All as represented. Had everything we needed for a lovely home away from home!"
Spectacular Log Home Estate North Wing Apt
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (63)
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
On the beach, sun-loungers
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (59)
"We had a lovely weekend stay for a quick family get-away. The main kitchen and living area has spectacular views onto the lake as does the deck where we spent most of our time. The lake is just across the very quiet street. The kitchen is incredibly well stocked, the host super responsive and the rooms very comfortable. We did not use the well equipped basement work-out and additional TV space but it looked great. Easy to get to grocery store, hikes, local attractions but honestly we just loved...
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
Property grounds
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
10.0 out of 10, Exceptional, (171)
"This is a perfect house and location on a small beautiful lake in NY. We had a wonderful, relaxing time. Jason is the perfect host!! Very quick to respond. We would love to return sometime."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
1 bedroom, desk, iron/ironing board, travel cot
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (38)
"My husband and I greatly enjoyed our stay! We mentioned that we were traveling for our honeymoon and upon our arrival, the host had left a bottle of wine and some little decorations on the dining room table to celebrate our marriage! It was so thoughtful and sweet!! The Vrbo itself was cozy and tidy. We enjoyed cooking in the kitchen and listening to the music of Motown on the cd player. Our host was prompt to respond to messages and answered all questions clearly. We loved staying close to so...
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
Property grounds
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
10.0 out of 10, Exceptional, (6)
"Great property, very clean and host was quick to reply. We were impressed with the amenities available (most places don’t have detergent, etc) and the view was amazing! We didn’t have time to go to the dock but it looked very nice! Wish we had time to stay longer. We will definitely try to stay there again for our next family event"
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
Spacious restored Victorian w/ wraparound porch
Fridge, microwave, oven, stovetop
Spacious restored Victorian w/ wraparound porch
9.4 out of 10, Exceptional, (10)
"The property was gorgeous, the house large enough to accommodate our group. The kitchen was well stocked. We used the pool, hot tub, fire pit, and pool table. The indoor and outdoor speakers were a nice touch. I would definitely recommend this home I had to reach out to our host 2 days before check in to find out how to get in- usually that is communicated earlier than that. I had informed the host that we were going to have a luncheon for 10 additional people after the memorial service and was...
Spacious restored Victorian w/ wraparound porch
Cozy country efficiency in the Hudson Valley
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (42)
"We spent a wonderful night at this apartment. The space is so comfortable and peaceful. It is next to the owners' home but very private and extremely quiet. The neighborhood is a dead end and has few cars. The apartment feels sizable and is well laid out. It was clean and well stocked. The owners were very responsive when we had a question. We would absolutely come back!"
The price is AU$332
includes taxes & fees
8 July - 9 July
Cozy country efficiency in the Hudson Valley
Renovated 1850's Cottage on Storm King Mountain
Property grounds
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
Hudson Valley Newburgh -Remodel Lrg Apt
Exterior
Hudson Valley Newburgh -Remodel Lrg Apt
5.0 out of 10, (2)
"The pictures in this listing completely misrepresented the neighborhood. We only spent about an hour in the VRBO but didn't feel safe there for several reasons. First of all, the room wasn't secure because it was opened up to the neighborhood through the upper floor that let out to the fire escape. Second of all there were large groups of people in the streets having block parties that made us feel like our rental car wasn't safe from vandalism or burglary. The last straw was when we talked to a...
Hudson Valley Newburgh -Remodel Lrg Apt
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior
Cabin in the heart of the Hudson Valley, Cabin 2
9.4 out of 10, Exceptional, (3)
"Great tiny house for a stay upstate. Check in was easy and the place is clean!"
The price is AU$250
includes taxes & fees
19 June - 20 June
Cabin in the heart of the Hudson Valley, Cabin 2
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (22)
"This house has an ideal location to see lots of local sites of interest in the Hyde Park and Poughkeepsie area. Easy trip from there to West Point, Hyde Park and the Culinary Institute from the location, and great restaurant, Tiramasu, is very close. The house is immaculate! The beds were very comfortable, linens were provided, the bathrooms were spacious and the five of us had plenty of room for our toiletries. The house has steps to its multiple levels for all essential rooms, not accessible....
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
10.0 out of 10, Exceptional, (31)
"We came for West Point graduation. It was perfect in its location to West Point. Beds were good, its was very clean, and the hot tub was great! The owners communicated well and helped us with our scheduling. We highly recommend this place!"
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Property grounds
Lakefront New York Abode w/ Deck, Grill & Fire Pit
9.6 out of 10, Exceptional, (4)
"we were able to have all 3 of our children, with 2 of their spouses and bridal party for my daughter stay with us for the weekend. There were plenty of things to entertain during downtime. Rooms were comfortable and location was convenient to wedding activities."
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Don't see what you're looking for?
See all available properties in Hillside Lake
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.

Hillside Lake Holiday Home Travel Info

Popular accommodation
Hillside Lake private holiday homes
Known landmarks
Beekman Golf Course and East Fishkill Community Library
International airport
Newburgh, NY (SWF-Stewart Intl.)

Other types of properties in Hillside Lake you may be interested in

HYATT house Fishkill/Poughkeepsie
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
HYATT house Fishkill/Poughkeepsie
3.0 star property
8.6 out of 10, Excellent, (1005)
"They have a little bit of everything, including an indoor heated pool, a hot tub, laundry, a fitness center, and a full breakfast as opposed to those with a continental breakfast. The staff is very friendly, and the rooms as very comfortable."
The price is AU$243
includes taxes & fees
19 June - 20 June
HYATT house Fishkill/Poughkeepsie
DoubleTree by Hilton Poughkeepsie
Bar (on property)
DoubleTree by Hilton Poughkeepsie
4.0 star property
8.2 out of 10, Very good, (983)
"Nice staff and beautiful room "
The price is AU$224
includes taxes & fees
8 July - 9 July
DoubleTree by Hilton Poughkeepsie
Best Western Fishkill Inn & Suites
Suite, 2 Queen Beds, Non Smoking (Shower Only;with Sofabed)
Best Western Fishkill Inn & Suites
3.5 star property
8.6 out of 10, Excellent, (494)
"Clean, spacious, good amenities. For someone who's used to staying at budget motels, this suite was practically luxurious. We were only in town for two nights, but with the full kitchen this room would be great for longer stays. The only potential downside was the area can be a bit noisy. If you're on the ground floor of a building, you'll definitely be able to hear the footsteps of your upstairs neighbors. In our suite, one of the beds was right next to the window, so you could hear activity...
The price is AU$198
includes taxes & fees
8 July - 9 July
Best Western Fishkill Inn & 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.

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 favourite 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 depend 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 AU$250 per night. Entering your travel dates in the search wizard might find you 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 Walkway Over the Hudson State Historic 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.

Recent reviews of Hillside Lake properties
Expedia verified reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

5/5 Excellent
"Great stay, quiet, comfortable, clean. Everything in the room seemed up to date and well maintained. Nothing deteriorating. Very attentive staff and my stay ended being a few bucks less than quoted on Expedia. So overall 10 out of 10 and would absolutely stay here again. Keep it up"
A verified traveller stayed at Hampton Inn & Suites Poughkeepsie
Posted 1 day ago
Hampton Inn & Suites Poughkeepsie