Jefferson Valley Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Jefferson Valley vacation rentals

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, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥32,145
￥62,534 total
includes taxes & fees
May 17 - May 18
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥11,112
￥50,603 total
includes taxes & fees
May 17 - May 18
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds

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, (2 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is ￥23,811
￥49,030 total
includes taxes & fees
May 20 - May 21
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
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, (137 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is ￥31,431
￥52,504 total
includes taxes & fees
May 18 - May 19
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Private kitchen

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 ￥21,430
￥43,696 total
includes taxes & fees
May 17 - May 18
Charming 1-bedroom apartment in Carmel with WiFi, AC
Exterior detail

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥30,080
￥81,331 total
includes taxes & fees
May 18 - May 19
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
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!
Highland Falls
9.8 out of 10, Exceptional, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
The price is ￥11,906
￥41,386 total
includes taxes & fees
May 17 - May 18
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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, (2 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 ￥19,501
￥35,919 total
includes taxes & fees
May 27 - May 28
Cozy 1-bedroom retreat minutes from West Point!
Fridge, microwave, oven, stovetop

Modern 1BR Apt / Free Parking / Near NYC

Modern 1BR Apt / Free Parking / Near NYC
White Plains
10.0 out of 10, Exceptional, (1 review)
"Very clean, fully stocked with all you need to cook full meals. If coming back to the area, 10/10 would stay again."
United States
Mike J.
The price is ￥17,461
￥53,743 total
includes taxes & fees
May 17 - May 18
Modern 1BR Apt / Free Parking / Near NYC
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (42 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is ￥21,430
￥46,870 total
includes taxes & fees
May 18 - May 19
Grant - A Tranquil One Bedroom Steps from River
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
Beacon
10.0 out of 10, Exceptional, (50 reviews)
"We loved our stay. The room was so comfortable and had everything we needed. We loved being abl to walk to so many great restaurants and bars. "
United States
Amanda W.
The price is ￥19,049
￥40,569 total
includes taxes & fees
May 20 - May 21
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
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, (47 reviews)
"Great place to stay. Cozy, warm, and clean! The host was also a good communicator and everything went smoothly."
United States
Samantha Esmé W.
The price is ￥18,255
￥38,377 total
includes taxes & fees
May 18 - May 19
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Dining

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, (91 reviews)
"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 ￥22,800
￥49,626 total
includes taxes & fees
May 21 - May 22
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
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, (65 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is ￥39,288
￥51,670 total
includes taxes & fees
May 19 - May 20
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Lobby

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveler
The price is ￥14,191
￥16,053 total
includes taxes & fees
Jun 1 - Jun 2
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Living area

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (8 reviews)
"Nice, clean, comfortable place to stay. Beautiful, convenient setting. Will look to come back again some day for sure. "
United States
Kenneth M.
The price is ￥24,549
￥49,434 total
includes taxes & fees
May 29 - May 30
The Hideaway
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, (11 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 ￥24,144
￥40,963 total
includes taxes & fees
May 17 - May 18
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Exterior

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."
United States
Suzy
The price is ￥31,589
￥37,839 total
includes taxes & fees
May 18 - May 19
Luxury home near West Point
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is ￥31,748
￥51,525 total
includes taxes & fees
Jun 3 - Jun 4
Luxury House Near West Point
Exterior detail

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (36 reviews)
"Stunning property!!"
United States
Samantha
The price is ￥43,654
￥76,394 total
includes taxes & fees
May 18 - May 19
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jefferson Valley Hotel Reviews

Spark by Hilton Fishkill

Spark by Hilton Fishkill

8/10 Good
"Yes."
Karen 1-night trip
Posted 4 hours ago
Spark by Hilton Fishkill

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:

  • View our selection of featured holiday rentals in Jefferson Valley
  • Use the map to find apartments and other holiday homes in the Jefferson Valley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jefferson Valley while they last

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?

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This vacation home rental near Jefferson Valley is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease 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. Make the most of the garden in this rental home to help you unwind.

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.