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Heritage Hills Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Heritage Hills vacation rentals

Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (9 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥27,582
￥72,222 total
includes taxes & fees
Jun 30 - Jul 1
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (40 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is ￥26,856
￥50,886 total
includes taxes & fees
Jul 6 - Jul 7
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Exterior

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (19 reviews)
"great place tostay"
United States
Anonymous traveler
The price is ￥17,747
￥20,519 total
includes taxes & fees
Jun 28 - Jun 29
2 Full Beds | Non-Smoking, Kitchen
Lobby

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is ￥14,520
￥16,426 total
includes taxes & fees
Jul 13 - Jul 14
1 King Bed | Non-Smoking, Kitchen, Shower
Exterior detail

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (53 reviews)
"Have stayed a few times now… absolutely wonderful!! Clean, cozy, and comfortable! "
United States
Daniela C.
The price is ￥18,550
￥39,367 total
includes taxes & fees
Jul 8 - Jul 9
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Shower, hair dryer, towels, soap

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (53 reviews)
"This place was a gem! Perfect location and amenities were amazing. Will be coming back!"
United States
Sarah
The price is ￥20,808
￥42,713 total
includes taxes & fees
Jul 8 - Jul 9
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is ￥16,937
￥31,933 total
includes taxes & fees
Jun 23 - Jun 24
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (139 reviews)
"The space was comfortable and clean with a great view of the Hudson River valley. Perfect for 2 people on a weekend getaway. "
United States
Meredith C.
The price is ￥31,937
￥52,779 total
includes taxes & fees
Jun 24 - Jun 25
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Shower, towels, soap, toilet paper

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ￥21,776
￥43,877 total
includes taxes & fees
Jun 23 - Jun 24
Charming 1-bedroom apartment in Carmel with WiFi, AC
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥23,474
￥40,643 total
includes taxes & fees
Jun 23 - Jun 24
Cozy 1-bedroom retreat minutes from West Point!
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very Good, (6 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is ￥22,582
￥73,903 total
includes taxes & fees
Jun 23 - Jun 24
3BR West Point Retreat-3min to Back Gate+ King Bed
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥39,922
￥72,459 total
includes taxes & fees
Jun 29 - Jun 30
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (34 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is ￥36,293
￥68,261 total
includes taxes & fees
Jun 23 - Jun 24
Contemporary Cozy Cottage
Interior

The Tipsy Gypsy - Studio Apartment

The Tipsy Gypsy - Studio Apartment
Brewster
The price is ￥24,195
￥44,401 total
includes taxes & fees
Jun 28 - Jun 29
The Tipsy Gypsy - Studio Apartment
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (17 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is ￥20,969
￥70,235 total
includes taxes & fees
Jun 23 - Jun 24
Local Artist Inspired | Walk to WestPoint + King Bed
Interior

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is ￥31,937
￥43,178 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Terrace/patio

River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is ￥25,956
￥69,194 total
includes taxes & fees
Jun 23 - Jun 24
River Views & Deck | River Suite on Washington
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (68 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is ￥39,922
￥51,757 total
includes taxes & fees
Jun 25 - Jun 26
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Smart TV

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is ￥50,664
￥116,252 total
includes taxes & fees
Jun 30 - Jul 1
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is ￥37,309
￥98,588 total
includes taxes & fees
Jun 23 - Jun 24
"Country outside the city " 3 bedrooms 2 full bathrooms
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

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Room was spotless, environment was quiet at all times, Staff was very helpful, Breakfast was very good. Parking was convenient."
Harry 6-night trip
Posted 5 hours ago
Ethan Allen Hotel

Find out more about Heritage Hills

Search for holiday rentals in Heritage Hills on Expedia! You can easily find your home rentals, villas, holiday apartments in Heritage Hills using one of the methods below:

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Look no further and take a look at our great range of rental properties in Heritage Hills!

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 Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental outside of Heritage Hills offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 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 Brewster Public Library.

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.