Hudson Valley Holiday 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
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Hudson Valley holiday rentals

Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (246 reviews)
"Really great location and near great area."
United States
Sherwin
The price is HK$1,403
HK$1,853 total
includes taxes & fees
16 Jun - 17 Jun
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (153 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
The price is HK$1,046
HK$1,171 total
includes taxes & fees
28 Jun - 29 Jun
Micosta Leisure Inn
Living area

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (80 reviews)
"Great room, good amenities, very nice area. My friends and I had a great time staying here for our skiing trip and plan on renting again next year."
United States
Taylor
The price is HK$683
HK$1,049 total
includes taxes & fees
14 Jun - 15 Jun
Suites on Main
Private kitchen

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (305 reviews)
"Just what me and my two boys needed for our short ski weekend. Very efficient little apartment with well equipped kitchen. So close to Belleayre and very nice welcome from the host."
United States
Peter
The price is HK$980
HK$1,097 total
includes taxes & fees
16 Jun - 17 Jun
Starlite Motel
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (31 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
The price is HK$1,587
HK$2,890 total
includes taxes & fees
12 Jun - 13 Jun
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Terrace/patio

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
10.0 out of 10, Exceptional, (17 reviews)
"Amazing space, amenities and view! A perfect winter getaway. "
United States
Lee E.
The price is HK$1,266
HK$2,126 total
includes taxes & fees
17 Jun - 18 Jun
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Exterior

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (59 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is HK$1,019
HK$1,693 total
includes taxes & fees
14 Jun - 15 Jun
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Shower, hair dryer, towels, soap

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, (52 reviews)
"This place was a gem! Perfect location and amenities were amazing. Will be coming back!"
United States
Sarah
The price is HK$1,011
HK$2,102 total
includes taxes & fees
8 Jul - 9 Jul
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is HK$1,434
HK$4,035 total
includes taxes & fees
2 Jul - 3 Jul
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Interior

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (112 reviews)
"Was very pet friendly. "
United States
Kevin
The price is HK$987
HK$1,753 total
includes taxes & fees
14 Jun - 15 Jun
Trails Head Cabin
Interior

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Roscoe
9.4 out of 10, Exceptional, (145 reviews)
"Excellent facility and staff were very attentive."
United States
Luis
The price is HK$1,168
HK$1,629 total
includes taxes & fees
25 Jun - 26 Jun
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Property grounds

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (55 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is HK$769
HK$1,036 total
includes taxes & fees
17 Jun - 18 Jun
All comforts of home
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, (53 reviews)
"Have stayed a few times now… absolutely wonderful!! Clean, cozy, and comfortable! "
United States
Daniela C.
The price is HK$901
HK$1,904 total
includes taxes & fees
23 Jun - 24 Jun
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Smart TV, fireplace

A world where time stands still, close to Belleayre Ski & Wedding venues.

A world where time stands still, close to Belleayre Ski & Wedding venues.
City Roxbury
9.6 out of 10, Exceptional, (46 reviews)
"This was a fantastic stay in a beautiful cabin with close access to Belleayre!"
United States
Neil V.
The price is HK$882
HK$3,530 total
includes taxes & fees
18 Jun - 19 Jun
A world where time stands still, close to Belleayre Ski & Wedding venues.
Smart TV, fireplace, books, stereo

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.6 out of 10, Exceptional, (75 reviews)
"Love this place. Nice cozy environment. No complains."
United States
Princess
The price is HK$980
HK$2,268 total
includes taxes & fees
15 Jun - 16 Jun
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Interior

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.0 out of 10, Wonderful, (16 reviews)
"The host was very helpful and considerate, the rooms was nice."
United States
David A.
The price is HK$952
HK$1,503 total
includes taxes & fees
13 Jun - 14 Jun
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (52 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$1,053
HK$1,768 total
includes taxes & fees
15 Jun - 16 Jun
Mid-Century DJ’s Dream
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is HK$666
HK$1,143 total
includes taxes & fees
15 Jun - 16 Jun
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is HK$980
HK$1,273 total
includes taxes & fees
28 Jun - 29 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Property grounds

5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (63 reviews)
"Bruce's place was exactly as advertised, very clean and perfect for our stay. I would definitely stay there again. "
United States
Leslie M. K.
The price is HK$1,545
HK$2,714 total
includes taxes & fees
15 Jun - 16 Jun
5 minutes from original Woodstock site.
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 Hudson Valley Hotel Reviews

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

8/10 Good
"Large room. Everything worked. Pool was closed for 1 day out of 5. Gym was good. Breakfast was good. Staff was helpful."
Akiva 4-night trip
Posted 1 hour ago
Hampton Inn & Suites Yonkers

Find out more about Hudson Valley

Search for holiday rentals in Hudson Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Hudson Valley using one of the methods below:

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

Look no further and take a look at our great range of rental properties in Hudson Valley!

Explore a world of travel with Expedia