Heritage Hills Holiday Rentals

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Holiday Rentals in Heritage Hills

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is NZ$362
includes taxes & fees
9 Nov - 10 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.6 out of 10, Exceptional, (44)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
The price is NZ$577
includes taxes & fees
4 Nov - 5 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (124)
"Great place and host!"
United States
Jacqueline
The price is NZ$538
includes taxes & fees
9 Nov - 10 Nov
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
9.4 out of 10, Exceptional, (30)
"Only thing that was a challenge was carrying the kayaks down the hill and across the street. Living room was a bit hot due to no air conditioner. Host was extremely nice and accomodating and the place was well kept. "
United States
Jennifer W.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (92)
"We loved our stay. It was great for a family Thanksgiving"
United States
Edmund F.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Peaceful Vintage Home with Private Lake in Redding, CT.
2.0 star property
10.0 out of 10, Exceptional, (2)
"Property was beautiful in a very quiet and peaceful area. Our host Kadriia was so amazing and would respond so quickly to any questions we had and communicated clearly. My wife and our friends had a Halloween themed wedding party for our friends who couldn’t make it to the actual wedding and we couldn’t have had a better time. "
United States
Connor K.
The price is NZ$1,316
includes taxes & fees
4 Nov - 5 Nov
Peaceful Vintage Home with Private Lake in Redding, CT.
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is NZ$733
includes taxes & fees
4 Nov - 5 Nov
Contemporary Cozy Cottage
Rustic Cabin in Fishkill!
10.0 out of 10, Exceptional, (3)
"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "
United States
Brady K.
The price is NZ$729
includes taxes & fees
4 Nov - 5 Nov
Rustic Cabin in Fishkill!
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
10.0 out of 10, Exceptional, (24)
"Beautiful house with amazing views. Can’t wait to stay again. Great location too! Close to everything (shopping/food/activities) but located on a very quiet dead end. Owners were easy to communicate with and very friendly. "
United States
Mary M.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (19)
"Well equipped space and great communication from the host"
United States
Beth
The price is NZ$556
includes taxes & fees
17 Nov - 18 Nov
Walk to WP Gate + Free Parking!
Fabulous 3bdrm Home w/parking!
8.0 out of 10, Very good, (2)
"Great place. Close to West Point activity. Clean and new."
United States
Joanne V.
The price is NZ$576
includes taxes & fees
17 Nov - 18 Nov
Fabulous 3bdrm Home w/parking!
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (13)
"Perfect, peaceful place for a stop before continuing our journey North. Each check in and check out, with everything needed in the home. The kids loved the foosball table and swing set. Thanks for a clean place to stay and a good night’s sleep."
United States
Kevin and Gigi D.
The price is NZ$918
includes taxes & fees
4 Nov - 5 Nov
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Hickory on Willow Lake
9.6 out of 10, Exceptional, (4)
"We stayed one night. Would loved to have stayed longer. Beautiful property. "
United States
Christine B.
The price is NZ$1,166
includes taxes & fees
4 Nov - 5 Nov
Hickory on Willow Lake
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
10.0 out of 10, Exceptional, (46)
"Great spot"
United States
Jim M.
The price is NZ$424
includes taxes & fees
20 Nov - 21 Nov
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
10.0 out of 10, Exceptional, (196)
"Wonderful place to rest and recharge."
United States
Clair T.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is NZ$459
includes taxes & fees
4 Nov - 5 Nov
Charming 1-bedroom apartment in Carmel with WiFi, AC
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
9.8 out of 10, Exceptional, (35)
"Perfect location, well equipped from decks and dock, kayaks and fire pit. Beautiful well kept landscape. Nice open floor plan for family gatherings."
United States
Brian W.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
9.0 out of 10, Wonderful, (6)
"This is an incredibly unique property with some upsides. It is a cool old (1920's) Tudor style house that is well-suited for large groups. While it was fine for a couple of nights, any longer would have made the downsides (deferred maintenance, insufficient silverware, stained carpeting) less tolerable. There were also some communication issues with the property management company and the host during the stay. Specifically, we counted on there being a crib available, as it was specified in the...
United States
Marnie O.
The price is NZ$2,428
includes taxes & fees
2 Dec - 3 Dec
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Chestnut on Willow Lake
9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"
United States
Lara S.
The price is NZ$1,110
includes taxes & fees
4 Nov - 5 Nov
Chestnut on Willow Lake
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
9.6 out of 10, Exceptional, (15)
"Lovely two weeks in the carriage house on the Croton River. Hosts Patrick and Kathryn were attentive and helpful, the area was full of fun adventures for my husband, a cyclist, and me (jogger and kayaker). Swimming in the Croton from the dock was so great, especially on warm days. Kayaking in the Croton was peaceful and full of fun water birds."
United States
Ann M.
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
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 Heritage Hills Hotel Reviews

Find out more about Heritage Hills

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

Heritage Hills holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Heritage Hills. 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 Heritage Hills 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 Heritage Hills holiday rentals we have selected for you start as low as NZ$362 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Heritage Hills rentals

At Expedia, we put the best Heritage Hills 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 Heritage Hills 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 Heritage Hills 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 Heritage Hills. 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 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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This holiday home rental outside of Heritage Hills is equipped with a garden, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

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

Explore the area and family-friendly sights such as For The Love Of Chocolate, 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.