Heritage Hills Holiday Rentals

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Holiday Rentals in Heritage Hills

On the beach, sun-loungers
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (58)
"Property manager was very kind and responsive. Greatly enjoyed the views of the pond and the basement pool and ping pong tables. Great time playing these games with mybson as the weather wasn't conducive for water activities."
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
1 bedroom, desk, iron/ironing board, travel cot
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Exterior
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
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Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is HK$1,436
HK$2,060 total
includes taxes & fees
27 May - 28 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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
Property grounds
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
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 Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
Beach nearby, beach towels
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (74)
"Thoroughly enjoyed our stay at Squantz Cottage. Property was well maintained, clean, and convenient. Parking at the cottage can be a little tricky backing out and getting on to the road. An option to park at the main house could be helpful. I would definitely rent again!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
View from property
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, (16)
"We so enjoyed our stay! The house was perfect for our family, conveniently located close to extended family and with the most beautiful view. The house had everything we needed and provided the perfect home base for spring break in our hometown. We even got to experience an earth quake ;) thank you!!"
Serenity Awaits at this Cozy Lakeside Bungalow
Fridge, microwave, stovetop, dishwasher
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (21)
"This is an attractive, well-laid out house with an extremely accommodating owner. The home is pretty small—great for two or three with very little play area inside for kids—but there are several great outside areas on the deck, around the pool and stream. In terms of accessibility, three steps up to the doorway, a step down to the master bedroom and a step up to the ensuite master bath."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Property grounds
Lakefront New York Abode w/ Deck, Grill & Fire Pit
10.0 out of 10, Exceptional, (3)
"Clean, spacious, and many activities in a nice quiet town. The house comfortably fit our 10 people."
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Dining
@iHeartNYState 4BR. Hot Tub Jacuzzi Fireplace
7.0 out of 10, Good, (4)
"Oven and stove top very dirty , SPA pool water not clean,no washer and dryer"
The price is HK$3,114
HK$4,628 total
includes taxes & fees
29 May - 30 May
@iHeartNYState 4BR. Hot Tub Jacuzzi Fireplace
Property grounds
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
10.0 out of 10, Exceptional, (16)
"What a beautiful home with a spectacular view. We had the most relaxing, fun filled vacation!! The amenities were over and beyond what any of us ever expected."
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
Property grounds
Lake Luxury
10.0 out of 10, Exceptional, (8)
"We loved our stay at this home. Plenty of space so we didn’t feel like we were on top of each other, gorgeous kitchen (plus a separate butler’s kitchen!), and lux bathrooms made this rental exactly what we needed. Thanks Gianna!"
Lake Luxury
Exterior
Stay on Main St! ~Walk to EVERYTHING West Point! Mountain Views/private parking
9.2 out of 10, Wonderful, (13)
"Our family of 4 stayed here for a couple nights while visiting family. Super clean, well stocked, easy apartment! The owner was incredibly helpful and we couldn’t have asked for more! Looking forward to coming back!"
Stay on Main St! ~Walk to EVERYTHING West Point! Mountain Views/private parking
Property grounds
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
10.0 out of 10, Exceptional, (6)
"This was a great location. Only changes I would make is a light under the eagle to find it better at night and to update the listing with the new photo of house with the blue paint."
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
Outdoor dining
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
10.0 out of 10, Exceptional, (32)
"Staying at Kerry’s was a dream! It was our family’s first Christmas without my dad. My moms wish was to have her children and grand children together in one place for the holiday. From the moment I reached out to Kerry I knew we had chosen the right place. She was incredibly kind and accommodating. The property and the views were stunning and immaculate. The house had everything we needed and more…I was surprised to find a beautiful Christmas tree upon arrival - making it feel like home away...
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Property grounds
Stay in the HEART of West Point~Walk 2 mins to academy!
9.8 out of 10, Exceptional, (23)
"Great location close to West Point. Next to bar which can be a bit noisy. Step stairs so not for the eldery or physically appeared. Resturants are close and Ice Cream and bakery near by."
Stay in the HEART of West Point~Walk 2 mins to academy!
Outdoor pool
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, (17)
"House is very cute. The scenery in early spring was amazing. Very quiet neighborhood. Conveniently located. Very clean. Beds were very comfortable. Had everything we needed."
The price is HK$1,225
HK$2,304 total
includes taxes & fees
28 May - 29 May
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Outdoor dining
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (18)
"Beautiful, spacious property with all the amenities we needed and more. I would recommend and we will certainly return!"
The price is HK$2,745
HK$6,301 total
includes taxes & fees
27 May - 28 May
Lakeview Estate - Chef's Kitchen - NYC Getaway
Smart TV
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (21)
"Overall we had a nice stay but there are a few things that future guests should be aware of and some improvements I feel are needed to make the stay more comfortable. Pros: The house was very clean. Beds are very comfortable!! Rooms are a good size and the living room had a cozy fireplace with blankets for many to enjoy. Updates to the kitchen and bathrooms were modern and nice. Kitchen has many pots and pans and cooking utensils stocked and there is a K cup coffee maker and a regular one...
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
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See all available properties in Heritage Hills
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.

Other types of properties in Heritage Hills you may be interested in

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
HYATT house Fishkill/Poughkeepsie
3.0 star property
8.6 out of 10, Excellent, (1001)
"Easy and safe area . Major highway nearby."
The price is HK$1,104
HK$1,238 total
includes taxes & fees
29 May - 30 May
HYATT house Fishkill/Poughkeepsie
Seasonal outdoor pool
Ethan Allen Hotel
3.5 star property
7.8 out of 10, Good, (1000)
"Clean and comfy "
The price is HK$900
HK$1,035 total
includes taxes & fees
27 May - 28 May
Ethan Allen Hotel
Individually decorated, individually furnished, desk, laptop workspace
EVEN Hotel Norwalk, an IHG Hotel
3.5 star property
8.2 out of 10, Very good, (1002)
"A bit noisier in the hallways this time around, but the noise finally subsided. Like the exercise equipment in the room. Would stay here again"
The price is HK$993
HK$1,142 total
includes taxes & fees
6 Jun - 7 Jun
EVEN Hotel Norwalk, an IHG Hotel
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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Frequently asked questions

Are there holiday rentals in Heritage Hills?

Yes, there are holiday rentals close to the most popular sights in Heritage Hills, or you can select a more secluded option if you're looking for a relaxing stay. Heritage Hills is known for its cathedral and lake views. Make sure you have time to check out the basketball games while you're in the area.

What are some of the best holiday rentals that Heritage Hills has to offer?

Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond: This holiday home rental outside of Heritage Hills is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What’s there to see and do in Heritage Hills?

Explore the area and family-friendly sights such as Grand Prix New York / Spins Bowl, or get out into nature at a spot like Lake Mahopac. In the wider area, you’ll find Putnam County Golf Course and Jefferson Valley Mall.

What’s a holiday rental in Heritage Hills like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Heritage Hills. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family getaway.

Recent reviews of Heritage Hills properties
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