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Jefferson Valley Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Jefferson Valley vacation rentals

Step up to a warm welcome - our charming entryway, complete with a hanging birdhouse, sets the tone for a peaceful stay.

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, (25 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is AED 580
AED 1,744 total
includes taxes & fees
7 Oct - 8 Oct
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.4 out of 10, Exceptional, (24 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is AED 422
AED 1,127 total
includes taxes & fees
4 Oct - 5 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

3. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (40 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is AED 826
AED 1,542 total
includes taxes & fees
4 Oct - 5 Oct
Contemporary Cozy Cottage
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (13 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is AED 500
AED 1,535 total
includes taxes & fees
6 Oct - 7 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
Living area

5. 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)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 478
AED 875 total
includes taxes & fees
3 Nov - 4 Nov
Cozy 1-bedroom retreat minutes from West Point!
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
United States
Angel R.
The price is AED 1,375
AED 2,559 total
includes taxes & fees
7 Oct - 8 Oct
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
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, (146 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AED 727
AED 1,215 total
includes taxes & fees
6 Oct - 7 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

8. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is AED 515
AED 1,659 total
includes taxes & fees
6 Oct - 7 Oct
Local Artist Inspired | Walk to WestPoint + King Bed
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
The price is AED 558
AED 1,730 total
includes taxes & fees
6 Oct - 7 Oct
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

10. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
Ann S.
The price is AED 525
AED 1,075 total
includes taxes & fees
4 Oct - 5 Oct
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

11. 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 AED 591
AED 1,238 total
includes taxes & fees
4 Oct - 5 Oct
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

12. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is AED 621
AED 1,026 total
includes taxes & fees
5 Oct - 6 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A blue house with a white porch, a welcome sign, and a mailbox.

13. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 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 AED 503
AED 1,784 total
includes taxes & fees
6 Oct - 7 Oct
3BR West Point Retreat-3min to Back Gate+ King Bed
A hallway with a wooden door, a black table with a sign, and large green plants.

14. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"We had a great stay at Joseph’s home. The property was very clean, spacious, and well prepared for guests. My work team and I felt comfortable right away, and the house had everything we needed for both a productive and relaxing stay.Joseph was always kind, professional, and quick to respond, which made a big difference. I would recommend this property without hesitation."
United States
ROHID S.
The price is AED 455
AED 1,591 total
includes taxes & fees
6 Oct - 7 Oct
3BR Near West Point | Coffee Bar | Sleeps 6
A stone staircase leading to a house with a stone wall and a metal gate.

15. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (24 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is AED 918
AED 1,563 total
includes taxes & fees
4 Oct - 5 Oct
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A living room with a leather sofa, a round coffee table, a bench, and a ceiling fan.

16. Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
Highland Falls
10.0 out of 10, Exceptional, (38 reviews)
"There were no surprises and the whole experience worked great. Highly recommend."
United States
Dave D.
The price is AED 804
AED 2,338 total
includes taxes & fees
4 Oct - 5 Oct
Updated Home w/ Patio Half Mile to West Point
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

17. 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 AED 848
AED 1,407 total
includes taxes & fees
3 Nov - 4 Nov
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

18. '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, (9 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 AED 833
AED 1,562 total
includes taxes & fees
11 Oct - 12 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A room with a wooden floor, a white door with a number, and a window with blinds.

19. 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 AED 753
AED 1,404 total
includes taxes & fees
4 Oct - 5 Oct
Lovely 3BR Home with parking-Walk to WP Gate!
A laundry room with two washing machines, a door, and a utility room.

20. Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
3.0 star property
Highland Falls
The price is AED 1,003
AED 2,313 total
includes taxes & fees
4 Oct - 5 Oct
Updated Home w/ Patio Half Mile to West Point
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

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County

10/10 Excellent
"Friendly staff, and a clean room"
Malisa 1-night trip
Posted 3 hours ago
SpringHill Suites by Marriott Tarrytown Westchester County

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 kitchenware, 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.