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Jefferson Valley Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Jefferson Valley vacation rentals

1. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (24 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥25,280
￥76,927 total
includes taxes & fees
Aug 31 - Sep 1
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
The exterior of Highland Falls Library with two wooden benches in front.

2. West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
Highland Falls
9.4 out of 10, Exceptional, (30 reviews)
"Our stay was excellent! Extremely clean, everything we needed. Walkable to everything in town. Great communication work h Host. We will definitely be staying again. "
United States
Joelle M.
The price is ￥52,029
￥85,842 total
includes taxes & fees
Aug 31 - Sep 1
West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

3. 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, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is ￥39,184
￥64,301 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

4. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (5 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥48,427
￥73,656 total
includes taxes & fees
Aug 31 - Sep 1
Rustic Cabin in Fishkill!
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

5. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is ￥38,037
￥84,391 total
includes taxes & fees
Sep 9 - Sep 10
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
A room with a wooden floor, a white door with a number, and a window with blinds.

6. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is ￥26,021
￥52,076 total
includes taxes & fees
Aug 31 - Sep 1
Lovely 3BR Home with parking-Walk to WP Gate!
A house with a view of a bridge and mountains.

7. 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, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥31,698
￥53,707 total
includes taxes & fees
Sep 1 - Sep 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A wooden coffee table with two decorative planters in a living room.

8. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is ￥45,554
￥72,331 total
includes taxes & fees
Sep 29 - Sep 30
Walk to WP Gate + Free Parking!
A spacious living room with a foosball table, a large flat-screen TV, and a fireplace.

9. Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Place was beautifully done, it’s obvious they take care of their place. The hosts were thoughtful and attentive, will definitely visit again. "
United States
Jasmine G.
The price is ￥95,894
￥167,425 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

10. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is ￥27,231
￥52,343 total
includes taxes & fees
Aug 31 - Sep 1
Fabulous 3bdrm Home w/parking!
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

11. 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, (20 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥41,063
￥74,690 total
includes taxes & fees
Sep 8 - Sep 9
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

12. 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, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is ￥25,742
￥54,526 total
includes taxes & fees
Sep 2 - Sep 3
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

13. '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, (7 reviews)
"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 ￥38,229
￥71,553 total
includes taxes & fees
Sep 15 - Sep 16
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

14. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is ￥79,245
￥113,940 total
includes taxes & fees
Aug 31 - Sep 1
Chestnut on Willow Lake
An outdoor patio area with a covered seating area, a pool, and potted plants.

15. 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, (74 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is ￥41,824
￥55,393 total
includes taxes & fees
Aug 31 - Sep 1
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A modern kitchen with a large island, white cabinetry, stainless steel appliances, and a view through large windows.

16. Private Country Getaway

Private Country Getaway
Bedford Hills
9.6 out of 10, Exceptional, (4 reviews)
"We had a busy and lovely weekend to attend and be part of my nieces wedding. The location was perfect and the property is beautiful. Kitchen was perfect for gathering in the morning and the great room was big and comfy for catching up! "
United States
Karin R.
The price is ￥192,108
￥312,560 total
includes taxes & fees
Sep 8 - Sep 9
Private Country Getaway

17. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Visiting West Point for ring weekend. Location was great and the reason we chose the place. Property itself could really use some TLC, but it met our needs. Communication with the owner was good and gaining access to the property was straightforward. Would consider staying here again just based on the close proximity to West Point."
United States
Kevin
The price is ￥22,390
￥40,679 total
includes taxes & fees
Sep 2 - Sep 3
Cozy 1-bedroom retreat minutes from West Point!
The exterior of Highland Falls Library with a white facade, two wooden benches in front, and a sign above the entrance.

18. Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi

Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
Highland Falls
9.6 out of 10, Exceptional, (36 reviews)
"Good location and had a great stay!"
United States
James M.
The price is ￥52,029
￥93,430 total
includes taxes & fees
Aug 31 - Sep 1
Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
A modern kitchen with grey cabinets, stainless steel appliances, a granite countertop, and a wooden floor.

19. 2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (3 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is ￥30,257
￥39,118 total
includes taxes & fees
Sep 7 - Sep 8
2-bedroom apartment in excellent Newburgh with AC and charm
A room with a wooden floor, a black leather chair, a piano, and a large window with a view of a deck and trees.

20. 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, (7 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 ￥63,876
￥165,349 total
includes taxes & fees
Sep 24 - Sep 25
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet 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

Westchester Marriott

Westchester Marriott

10/10 Excellent
"Lovely hotel. Very nice amenities. Breakfast is excellent. Very good restaurant on-site Crossings Bar and Lounge with live entertainment in the evenings and there is a Ruth's Chris steak house next door. Definitely would stay here again"
Salvatore 3-night trip
Posted 4 hours ago
Westchester Marriott

Find out more about Jefferson Valley

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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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental near Jefferson Valley offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and an electric kettle, 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 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.