Heritage Hills Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Heritage Hills

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"The good: We had a great time staying here. The first and second floor are beautiful and very well maintained. Both bathrooms and three bedrooms are very clean and have more than enough bath and beach towels. The fire pit and kayaks are also a great touch. The water is just steps away and the view is excellent. Just be sure to bring your own propane and firewood. What could be better? Communication with the host left a lot to be desired. I’m still not sure who runs the property. There are two...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (99)
"Wonderful hilltop location. Beautiful view. Nice apartment. Great hosts. Wish we could have stayed longer! "
The price is ¥25,214
¥37,097 total
includes taxes & fees
Oct 1 - Oct 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (71)
"Hoyse is in a beautiful location and was very clean. The host was responsive and helpful. I would give it 5 stars if it actually had 3 bedrooms."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Putnam Valley Vacation Rental: Patio & Lake Views!
9.6 out of 10, Exceptional, (10)
"The home is beautiful and spotless! View was spectacular! We really enjoyed our time there, thank you!"
Putnam Valley Vacation Rental: Patio & Lake Views!
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
9.4 out of 10, Exceptional, (82)
"Property was clean, well appointed, wish we could have stayed a bit longer to enjoy more of the lake & fire pit! "
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (26)
"Great house well appointed driveway could use some work and twin bathroom needs shower curtain and towel bars - we’ll stay again on another visit location is perfect very convenient "
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
10.0 out of 10, Exceptional, (7)
"Absolutely loved our stay! The house was cozy, comfortable, and well-equipped. The host was responsive and made sure everything was just right. Highly recommend!!"
The price is ¥72,310
¥132,720 total
includes taxes & fees
Sep 29 - Sep 30
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (21)
"Great stay for 50th birthday "
Lakeview Estate - Chef's Kitchen - NYC Getaway
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
10.0 out of 10, Exceptional, (12)
"The house is huge and is very well equiped. Owners are very responsive to any questions or issues. Wonderful stay for the family."
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (29)
"Awesome girls weekend. Great layout of the house and the pool got a lot of use! Didn’t explore much but can’t wait to come back and stay next year! Thanks for renting out your home."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking
9.2 out of 10, Wonderful, (17)
"This apartment is in an old building in Highland Falls, on the third floor you reach via a narrow, steep staircase. The apartment itself, although as old as the building, is furnished with contemporary furniture, a modern kitchen and bathroom, new sheets and pillows, and is extremely clean. We enjoyed our stay there."
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
9.0 out of 10, Wonderful, (22)
"Stay was absolutely wonderful, property was lovely and super easy to get to and from sleepy hollow. Definitely recommended."
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
10.0 out of 10, Exceptional, (34)
"Our stay at Gersende's property was delightful. We had seven friends together for a wedding and this house and property served as a much appreciated comfortable and peaceful retreat. The pool was lovely, the kitchen was well-stocked and functional and the homes quirks and charm grew on us a little more each day. We walked to GrayBarns Mercantile every morning for coffee and it was a quick drive from the grocery as well as the PJ Glass House. Gersende was kind, easy to reach and incredibly...
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, (22)
"We enjoyed our stay. The property was very clean and had lots of nice amenities."
The price is ¥22,461
¥42,922 total
includes taxes & fees
Oct 23 - Oct 24
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
9.8 out of 10, Exceptional, (23)
"We stayed for 3 weeks it was lovely!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (12)
"House and property were amazing. Extremely serene. Our son is at West Point and your property was the perfect location for him to hang out with us and relax."
Renovated 1850's Cottage on Storm King Mountain
Lakefront New York Abode w/ Deck, Grill & Fire Pit
9.6 out of 10, Exceptional, (7)
"This property was a great location that was the base for our excursions to Patterson, Warwick and Walkill. It suited our needs perfectly and we were very comfortable. Good communication with the property managers. No big issues. "
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (11)
"Absolutely adorable and the perfect space for us! Clean, comfortable and cozy! Thanks for a lovely stay!"
The price is ¥36,228
¥54,632 total
includes taxes & fees
Sep 29 - Sep 30
Contemporary Cozy Cottage
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
10.0 out of 10, Exceptional, (104)
"Great house! The house is fully stocked with everything which was nice. It had a lot of great areas to sit and relax inside and out. There are a decent amount of steps to the water which was fine for us. The host was very accommodating and responsive. I would recommend this house.we had a great time!"
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Candlewood Lake Grand Waterfront Oasis: A Luxurious Family Retreat
10.0 out of 10, Exceptional, (39)
"This home is quite lovely and the manager/owners were very responsive throughout booking and during our stay and were very easy to work with. The waterfront area is fantastic, however, it is across the main lake road, and while the speed limit is 25 mph, most cars are going well above that. There are quite a few stairs to get down to the waterfront which is not obvious from the listing photos. This presented a challenge for my 86 year old mother and sister with knee issues. So this is...
Candlewood Lake Grand Waterfront Oasis: A Luxurious Family Retreat
Don't see what you're looking for?
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.
Save an average of 15% on thousands of hotels when you're signed in

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

EVEN Hotel Norwalk, an IHG Hotel
3.5 star property
8.2 out of 10, Very Good, (1003)
"Beautiful area"
The price is ¥19,432
¥22,347 total
includes taxes & fees
Oct 27 - Oct 28
EVEN Hotel Norwalk, an IHG Hotel
Overlook Lodge at Bear Mountain
2.5 star property
8.0 out of 10, Very Good, (1008)
"Good"
The price is ¥24,000
¥27,150 total
includes taxes & fees
Oct 1 - Oct 2
Overlook Lodge at Bear Mountain
Hotel Zero Degrees Danbury
4.0 star property
9.0 out of 10, Wonderful, (1000)
"Only spent a night but the staff was wonderful the moment I walked in. "
The price is ¥25,214
¥28,996 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Zero Degrees Danbury
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.

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?

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock: 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 Grand Prix New York / Spins Bowl, 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.