Heritage Hills Vacation Rentals

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Vacation Rentals in Heritage Hills

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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 $204
$291 total
includes taxes & fees
Jun 17 - Jun 18
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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
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
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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
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.
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
1 bedroom, desk, iron/ironing board, travel crib
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (37)
"it was excellent. exactly what I wanted. looking forward to coming back with family. the hot tub could have been slightly cleaner but it's like cold pizza, still good and hits the spot. honestly, a beautiful place. top notch Internet provided."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
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, (170)
"What a great long weekend we had! Being on the lake, looking at the lake, bbq-ing with a view of the lake - it was all lake, all the time, which is exactly what we wanted. Plus we got perfect weather. Cabin is adorable and beds are comfortable, too."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
Serenity Awaits at this Cozy Lakeside Bungalow
View from property
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, (18)
"Stayed while attending a local wedding and wished we had had more time to hang out at the house! The lake is beautiful and the house had everything we needed! Hope to come back some day!"
Serenity Awaits at this Cozy Lakeside Bungalow
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.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
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.
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Exterior
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
9.8 out of 10, Exceptional, (78)
"Nice and neat. I loved the funky vibe of this little community. Many great places to eat and hangout within a few minutes walk. People are friendly and host very communicative."
The price is $144
$278 total
includes taxes & fees
Jun 30 - Jul 1
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Fridge, microwave, stovetop, dishwasher
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (22)
"My family and I had a wonderful weekend at the property. It rained most of the time, but we made the best of it. It was all over too fast. It's a nice, relaxing property."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
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
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
Private room in a single family house near Peekskill
Property grounds
Private room in a single family house near Peekskill
9.8 out of 10, Exceptional, (13)
"My wife and I enjoyed our stay. Property owner was very responsive to questions. Home was very clean and inviting. We loved the cats!"
The price is $63
$143 total
includes taxes & fees
Jun 24 - Jun 25
Private room in a single family house near Peekskill
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
Contemporary Cozy Cottage
Fireplace
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (3)
"Everything was great and as advertised. The pizza place down the hill hit the spot when traveling in a bit later than expected."
The price is $250
$376 total
includes taxes & fees
Jun 16 - Jun 17
Contemporary Cozy Cottage
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
Property grounds
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
10.0 out of 10, Exceptional, (3)
"This enchanting place was everything we wanted and more. Not only was it completely adorable, very clean, and had an extraordinary shower, it was in the heart of everything. We walked everywhere and had the best time. The amazing host, Aldo, was so gracious and took great care of us. I will definitely book here for my next trip to Beacon."
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
Beautiful Cottage in Hudson Valley w/Pool & Views
Smart TV, fireplace
Beautiful Cottage in Hudson Valley w/Pool & Views
9.8 out of 10, Exceptional, (8)
"This house is amazing! Has practically every amenity you'd need. Gorgeous, clean, comfortable, and very inviting. Check-in was a breeze. I can't wait to come back!"
The price is $320
$722 total
includes taxes & fees
Jun 19 - Jun 20
Beautiful Cottage in Hudson Valley w/Pool & 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

Ethan Allen Hotel
Seasonal outdoor pool
Ethan Allen Hotel
3.5 star property
7.8 out of 10, Good, (1004)
"I always stay here I just love it "
The price is $112
$129 total
includes taxes & fees
Jun 24 - Jun 25
Ethan Allen Hotel
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)
"N/A"
The price is $134
$150 total
includes taxes & fees
Jun 16 - Jun 17
HYATT house Fishkill/Poughkeepsie
Comfort Inn & Suites Danbury-Bethel
Standard Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free WiFi
Comfort Inn & Suites Danbury-Bethel
2.5 star property
8.8 out of 10, Excellent, (136)
"It had a Korean barbecue restaurant in the lobby. It was not as clean as it should be. "
The price is $116
$134 total
includes taxes & fees
Jun 18 - Jun 19
Comfort Inn & Suites Danbury-Bethel
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 Heritage Hills vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Heritage Hills vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Heritage Hills vacation 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 low season months. For more hustle and bustle, you may prefer to visit Heritage Hills in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $63 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Heritage Hills rentals

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

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 vacation rentals in Heritage Hills?

Yes, there are vacation rentals close to the most popular local attractions in Heritage Hills, or you can select a secluded option if you want a relaxing place to 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's the top vacation rental in Heritage Hills?

Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond: This vacation home rental outside of Heritage Hills is located on the beach and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 larger area, you’ll find Putnam County Golf Course and Jefferson Valley Mall.

What’s a vacation rental in Heritage Hills like?

A vacation rental is a private property you can book for a long or short time in Heritage Hills. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.

Recent reviews of Heritage Hills properties
Expedia verified reviews

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

5/5 Excellent
"I which this Hotel was Pet free."
A verified traveler stayed at Microtel Inn & Suites by Wyndham Bethel/Danbury
Posted 15 hours ago
Microtel Inn & Suites by Wyndham Bethel/Danbury