Holiday rentals near Montgomery Place
We found 1,308 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Montgomery Place that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a pool. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Montgomery Place
Showing deals for:10 Apr - 17 Apr
Image gallery for Cheerful Circa 1700 3 Bedroom Farmhouse
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Cheerful Circa 1700 3 Bedroom Farmhouse
Hyde Park
30% off
Price is AU$4,567
AU$4,567
for 7 nights, 1 room
AU$652 per night
includes taxes & fees
Image gallery for Farmette Roquette Hudson Valley
9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Farmette Roquette Hudson Valley
Germantown
8% off
Price is AU$7,868
AU$7,868
for 7 nights, 1 room
AU$1,124 per night
includes taxes & fees
Image gallery for PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
9.69.6 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Mt. Tremper
6% off
Price is AU$3,530
AU$3,530
for 7 nights, 1 cabin
AU$504 per night
includes taxes & fees
Image gallery for Orchard Hill - Large Family Estate
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Orchard Hill - Large Family Estate
Millbrook
12% off
Price is AU$22,242
AU$22,242
for 7 nights, 1 home
AU$3,177 per night
includes taxes & fees
Image gallery for Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
1010 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)
Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
High Falls
8% off
Price is AU$14,295
AU$14,295
for 7 nights, 1 home
AU$2,042 per night
includes taxes & fees
Image gallery for Cozy Hudson Valley 3-bedroom home
1010 out of 10, Exceptional, (48 reviews)
Exceptional
(48 reviews)
Cozy Hudson Valley 3-bedroom home
Ulster Park
16% off
Price is AU$2,967
AU$2,967
for 7 nights, 1 home
AU$424 per night
includes taxes & fees
Image gallery for Catskill Penthouse center of town
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Catskill Penthouse center of town
Catskill
16% off
Price is AU$5,461
AU$5,461
for 7 nights, 1 apartment
AU$780 per night
includes taxes & fees
Image gallery for OMG! 3 Houses,10 Acres, Pickleball, Pool, Hot Tub,10 miles to Hunter Mountain
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
OMG! 3 Houses,10 Acres, Pickleball, Pool, Hot Tub,10 miles to Hunter Mountain
Catskill
8% off
Price is AU$10,770
AU$10,770
for 7 nights, 1 home
AU$1,539 per night
includes taxes & fees
Image gallery for Catskill Ski Hike Lake Pet Main St Pool
9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Catskill Ski Hike Lake Pet Main St Pool
Catskill
8% off
Price is AU$4,544
AU$4,544
for 7 nights, 1 home
AU$649 per night
includes taxes & fees
Image gallery for Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
New Paltz
8% off
Price is AU$7,197
AU$7,197
for 7 nights, 1 chalet
AU$1,028 per night
includes taxes & fees
Image gallery for Holiday Special! Hot tub, gourmet kitchen, Slopes 5 mins away, Come enjoy!
1010 out of 10, Exceptional, (87 reviews)
Exceptional
(87 reviews)
Holiday Special! Hot tub, gourmet kitchen, Slopes 5 mins away, Come enjoy!
Tannersville
12% off
Price is AU$12,181
AU$12,181
for 7 nights, 1 room
AU$1,740 per night
includes taxes & fees
Image gallery for for the creative spirit, swimming dock on pond, horses to pet, Fire pit
1010 out of 10, Exceptional, (80 reviews)
Exceptional
(80 reviews)
for the creative spirit, swimming dock on pond, horses to pet, Fire pit
Ulster Park
8% off
Price is AU$3,419
AU$3,419
for 7 nights, 1 home
AU$488 per night
includes taxes & fees
Image gallery for Serenity Creek: Waterfront Retreat w/ Hot Tub & Wood Burning Stove!
1010 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Serenity Creek: Waterfront Retreat w/ Hot Tub & Wood Burning Stove!
Lake Katrine
15% off
Price is AU$4,653
AU$4,653
for 7 nights, 1 home
AU$665 per night
includes taxes & fees
Image gallery for Experience the Catskills - Explore, Entertain and Relax at our Chalet.
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Experience the Catskills - Explore, Entertain and Relax at our Chalet.
Lanesville
16% off
Price is AU$4,331
AU$4,331
for 7 nights, 1 home
AU$619 per night
includes taxes & fees
Image gallery for Church Des Artistes a Hudson Valley retreat
9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Church Des Artistes a Hudson Valley retreat
Kingston
8% off
Price is AU$18,416
AU$18,416
for 7 nights, 1 home
AU$2,631 per night
includes taxes & fees
Image gallery for Country Cottage with beautiful views and easy access to Catskills activities.
1010 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Country Cottage with beautiful views and easy access to Catskills activities.
Saugerties
8% off
Price is AU$1,546
AU$1,546
for 7 nights, 1 cottage
AU$221 per night
includes taxes & fees
Image gallery for Many perfect sunsets at the magical house on the lake
9.89.8 out of 10, Exceptional, (141 reviews)
Exceptional
(141 reviews)
Many perfect sunsets at the magical house on the lake
Ulster Park
8% off
Price is AU$3,607
AU$3,607
for 7 nights, 1 home
AU$515 per night
includes taxes & fees
Image gallery for Hudson River/Catskill Mtn Views 2 Bdrm Contemporary, Hudson NY
1010 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)
Hudson River/Catskill Mtn Views 2 Bdrm Contemporary, Hudson NY
Hudson
13% off
Price is AU$6,631
AU$6,631
for 7 nights, 1 home
AU$947 per night
includes taxes & fees
Image gallery for Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
9.89.8 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
8% off
Price is AU$2,537
AU$2,537
for 7 nights, 1 cabin
AU$362 per night
includes taxes & fees
Image gallery for Modern Farmhouse - West Saugerties / Woodstock
1010 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)
Modern Farmhouse - West Saugerties / Woodstock
Saugerties
8% off
Price is AU$6,695
AU$6,695
for 7 nights, 1 room
AU$956 per night
includes taxes & fees
Image gallery for Modern, Cozy, Idyllic Log Cabin Secluded on 6 Serene Acres
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Modern, Cozy, Idyllic Log Cabin Secluded on 6 Serene Acres
Stone Ridge
6% off
Price is AU$3,341
AU$3,341
for 7 nights, 1 cabin
AU$477 per night
includes taxes & fees
Image gallery for Hudson Valley Evergreen Treehouse
1010 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Hudson Valley Evergreen Treehouse
Saugerties
8% off
Price is AU$13,703
AU$13,703
for 7 nights, 1 home
AU$1,958 per night
includes taxes & fees
Image gallery for Charming rustic home in the Hudson Valley. New Hot Tub! Close to Hunter/Windham
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Charming rustic home in the Hudson Valley. New Hot Tub! Close to Hunter/Windham
Saugerties
12% off
Price is AU$5,687
AU$5,687
for 7 nights, 1 home
AU$812 per night
includes taxes & fees
Image gallery for A-Frame of Mind
1010 out of 10, Exceptional, (67 reviews)
Exceptional
(67 reviews)
A-Frame of Mind
Saugerties
7% off
Price is AU$2,388
AU$2,388
for 7 nights, 1 cabin
AU$341 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Montgomery Place
Legendary Big Pink in Saugerties / Woodstock Minimum 3 night booking
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
195 reviews(195 reviews)
Romantic Luxury Chalet For 2
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
305 reviews(305 reviews)
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Sleeps 14 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
124 reviews(124 reviews)
Streamside Cottage Half Mile to Town of Woodstock
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
265 reviews(265 reviews)
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Sleeps 4 · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
46 reviews(46 reviews)
Catskills Hideaway w/ Sauna Minutes from Hiking
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value