Holiday Rentals in Jefferson Valley

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Check prices for these dates

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Holiday Rentals in Jefferson Valley

Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (122)
"It has an incredible mountain and water view. "
The price is €271
includes taxes & fees
10 Nov - 11 Nov
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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
9.6 out of 10, Exceptional, (40)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
The price is €295
includes taxes & fees
1 Nov - 2 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Terrace/patio
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
10.0 out of 10, Exceptional, (195)
"Wonderful place to rest and recharge."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Smart TV, fireplace
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (42)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Outdoor dining
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
9.8 out of 10, Exceptional, (11)
"Easy check in and check out! Has all the bare minimums and a nicely upgraded bathroom. Didn’t feel super clean (the bathroom) when we got there but kitchen was clean and they kindly stocked a few groceries. Could not get the water hot for a shower which was bummer. Nice enough depending on what you are looking for! We had some sensory needs and so this ended up not being the best fit but the location was great. Thanks for having us. "
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Dining tables
Chestnut on Willow Lake
Chestnut on Willow Lake
9.4 out of 10, Exceptional, (3)
"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."
The price is €512
includes taxes & fees
20 Oct - 21 Oct
Chestnut on Willow Lake
Children’s area
Hickory on Willow Lake
Hickory on Willow Lake
9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is €540
includes taxes & fees
20 Oct - 21 Oct
Hickory on Willow Lake
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (91)
"My family and I loved this property! We enjoyed walking around the woods and exploring. The house was well equipped and was really charming. We also loved sightseeing around the near by towns. Definitely a place to come back to stay again. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Property grounds
The Woodbury Cottage
The Woodbury Cottage
9.0 out of 10, Wonderful, (26)
"A cozy place to stay. "
The Woodbury Cottage
Outdoor banquet area
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
8.8 out of 10, Excellent, (5)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Exterior
Rustic Cabin in Fishkill!
Rustic Cabin in Fishkill!
10.0 out of 10, Exceptional, (2)
"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "
The price is €314
includes taxes & fees
14 Nov - 15 Nov
Rustic Cabin in Fishkill!
Exterior
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
9.0 out of 10, Wonderful, (6)
"Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky."
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Smart TV
Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (35)
"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!"
The price is €231
includes taxes & fees
21 Oct - 22 Oct
Grant - A Tranquil One Bedroom Steps from River
Interior
Large,Cozy,Bright Apartment, Business Themed.
Large,Cozy,Bright Apartment, Business Themed.
9.0 out of 10, Wonderful, (14)
"Very cozy stay with responsive host"
The price is €599
includes taxes & fees
19 Oct - 20 Oct
Large,Cozy,Bright Apartment, Business Themed.
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
10.0 out of 10, Exceptional, (2)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Exterior
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Outdoor dining
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
9.4 out of 10, Exceptional, (3)
"We only stayed a couple days, but the location is quaint and apartment newly refurnished. The owner was very helpful and great to work with. Highly recommend!"
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
Fridge, microwave, oven, stovetop
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
10.0 out of 10, Exceptional, (57)
"Beautiful home - just as pictured. Many nice touches that made it a great stay. Would definitely stay at this home again. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC
Charming 1-bedroom apartment in Carmel with WiFi, AC
10.0 out of 10, Exceptional, (1)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
The price is €208
includes taxes & fees
25 Oct - 26 Oct
Charming 1-bedroom apartment in Carmel with WiFi, AC
1 bedroom, iron/ironing board, free WiFi, bed sheets
Elegant Hideaway • Free Parking
Elegant Hideaway • Free Parking
Elegant Hideaway • Free Parking
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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"Great Views, very convenient "
Matthew 2-night trip
Posted 6 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about Jefferson Valley

Everything you need to know about Jefferson Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jefferson Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jefferson Valley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jefferson Valley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jefferson Valley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jefferson Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jefferson Valley holiday rentals we have selected for you start as low as €208 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jefferson Valley rentals

At Expedia, we put the best Jefferson Valley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jefferson Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jefferson Valley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jefferson Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Jefferson Valley?

Yes, there are holiday rentals close to the most popular sights in Jefferson Valley, or you can select a more secluded option if you're looking for a relaxing stay. Jefferson Valley is known for its shopping.

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

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This holiday home rental outside of Jefferson Valley is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Make the most of 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 wider area, you’ll find Franklin D. Roosevelt State Park and Putnam County Golf Course.

What’s a holiday rental in Jefferson Valley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jefferson Valley. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.