Jefferson Valley Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Jefferson Valley vacation rentals

Property grounds
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
3.0 star property
Carmel
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
The price is ￥31,223
￥55,263 total
includes taxes & fees
Dec 30 - Dec 31
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Fridge, oven, stovetop, coffee/tea maker
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (14)
"Great Unit."
United States
Rudy R.
The price is ￥14,121
￥41,739 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Terrace/patio
House on the Babbling Brook- Quiet 2BR + King Bed!

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, (5)
"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"
United States
Maria L.
The price is ￥15,302
￥55,643 total
includes taxes & fees
Dec 24 - Dec 25
House on the Babbling Brook- Quiet 2BR + 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.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is ￥26,124
￥55,687 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Property grounds
3BR West Point Retreat-3min to Back Gate+ King Bed

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

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
7.6 out of 10, Good, (5)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is ￥17,353
￥68,350 total
includes taxes & fees
Dec 25 - Dec 26
3BR West Point Retreat-3min to Back Gate+ King Bed
Fridge, microwave, oven, stovetop
"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
Holmes
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is ￥29,513
￥84,859 total
includes taxes & fees
Jan 5 - Jan 6, 2026
"Country outside the city " 3 bedrooms 2 full bathrooms
Interior
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

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (46)
"Great location, so clean and comfortable. "
United States
Barbara
The price is ￥18,141
￥39,229 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
3 bedrooms, desk, iron/ironing board, free WiFi
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
10.0 out of 10, Exceptional, (3)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is ￥10,983
￥58,270 total
includes taxes & fees
Dec 24 - Dec 25
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Exterior detail
Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is ￥29,819
￥54,714 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Fabulous 3bdrm Home w/parking!
Private kitchen
Charming 1-bedroom apartment in Carmel with WiFi, AC

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)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ￥21,182
￥43,531 total
includes taxes & fees
Dec 26 - Dec 27
Charming 1-bedroom apartment in Carmel with WiFi, AC
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

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is ￥17,259
￥36,489 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (5)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is ￥26,030
￥44,390 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Smart TV
Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (41)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is ￥16,945
￥40,646 total
includes taxes & fees
Dec 29 - Dec 30
Grant - A Tranquil One Bedroom Steps from River
Exterior
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (90)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is ￥19,250
￥45,528 total
includes taxes & fees
Dec 28 - Dec 29
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
3 bedrooms, desk, iron/ironing board, travel crib
Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.2 out of 10, Wonderful, (9)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is ￥17,259
￥62,696 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Local Artist Inspired | Walk to WestPoint + King Bed
Interior
Lux APT Your home away from home.

Lux APT Your home away from home.

Lux APT Your home away from home.
Beacon
10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
The price is ￥22,280
￥42,067 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Lux APT Your home away from home.
Smart TV, video games, DVD player, books
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (6)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is ￥32,191
￥63,022 total
includes taxes & fees
Dec 28 - Dec 29
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is ￥23,864
￥40,488 total
includes taxes & fees
Dec 24 - Dec 25
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Living area
The Hideaway

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is ￥24,320
￥49,653 total
includes taxes & fees
Dec 28 - Dec 29
The Hideaway
Property grounds
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (1)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is ￥46,913
￥77,199 total
includes taxes & fees
Dec 24 - Dec 25
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
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 Jefferson Valley Hotel Reviews

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County

10/10 Excellent
"Clea"
Toschia 1-night trip
Posted 1 day ago
Courtyard by Marriott Tarrytown Westchester County

Find out more about Jefferson Valley

Search for holiday rentals in Jefferson Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Jefferson Valley 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 Jefferson Valley!

Frequently asked questions

Can I find a vacation rental in Jefferson Valley?

Yes, you can find vacation rentals close to well known sights in Jefferson Valley, or you can select a secluded option if you're looking for a relaxing stay. Jefferson Valley is known for its shopping.

What are some of the best vacation home rentals that Jefferson Valley has to offer?

Luxury NY Home with Free Parking: You might like this vacation home rental near Jefferson Valley. It is in the city center and offers free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Jefferson Valley?

Explore the area and family-friendly sights such as SplashDown Beach, or get out into nature at a spot like Lake Mahopac. In the larger area, you’ll find Jefferson Valley Mall and Franklin D. Roosevelt State Park.

What’s a vacation rental in Jefferson Valley like?

Vacation rentals are private properties you can book for short or long periods in Jefferson Valley. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips.