Holiday rentals near Montgomery Place
We found 1,309 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.
Showing deals for:3 Oct - 10 Oct
Image gallery for Farmette Roquette Hudson Valley
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Farmette Roquette Hudson Valley
Germantown, NY
8% off
Price is NZ$8,307
NZ$8,307
NZ$1,187 per night
includes taxes & fees
Image gallery for Sunset Mountain Retreat - mins from Woodstock
1010 out of 10 rating
Exceptional
(20 reviews)
Sunset Mountain Retreat - mins from Woodstock
Mount Tremper, NY
11% off
Price is NZ$6,939
NZ$6,939
NZ$991 per night
includes taxes & fees
Image gallery for Beautiful Village 2BR loaded with extras
1010 out of 10 rating
Exceptional
(6 reviews)
Beautiful Village 2BR loaded with extras
Saugerties, NY
16% off
Price is NZ$3,797
NZ$3,797
NZ$542 per night
includes taxes & fees
Image gallery for Stunning Light-Filled Contemporary Home on 7 Acres
1010 out of 10 rating
Exceptional
(25 reviews)
Stunning Light-Filled Contemporary Home on 7 Acres
Salt Point, NY
22% off
Price is NZ$5,850
NZ$5,850
NZ$836 per night
includes taxes & fees
Image gallery for Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
1010 out of 10 rating
Exceptional
(68 reviews)
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
Bearsville, NY
8% off
Price is NZ$9,049
NZ$9,049
NZ$1,293 per night
includes taxes & fees
Image gallery for Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
9.49.4 out of 10 rating
Exceptional
(67 reviews)
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
Rhinebeck, NY
7% off
Price is NZ$15,684
NZ$15,684
NZ$2,241 per night
includes taxes & fees
Image gallery for Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
1010 out of 10 rating
Exceptional
(16 reviews)
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Red Hook, NY
8% off
Price is NZ$3,783
NZ$3,783
NZ$540 per night
includes taxes & fees
Image gallery for Navywood: Scandi | Peaceful | Red Hook/Rhinebeck
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Navywood: Scandi | Peaceful | Red Hook/Rhinebeck
Elizaville, New York
11% off
Price is NZ$3,861
NZ$3,861
NZ$552 per night
includes taxes & fees
Image gallery for Newly Renovated Designer 3-BR / 2-BTH Carriage House in Athens!
1010 out of 10 rating
Exceptional
(6 reviews)
Newly Renovated Designer 3-BR / 2-BTH Carriage House in Athens!
Athens, NY
8% off
Price is NZ$4,427
NZ$4,427
NZ$632 per night
includes taxes & fees
Image gallery for Cabin 85 - 2bd rooms w/ 2 lofty chic spaces
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Cabin 85 - 2bd rooms w/ 2 lofty chic spaces
Hurley, NY
12% off
Price is NZ$3,208
NZ$3,208
NZ$458 per night
includes taxes & fees
Image gallery for PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
9.89.8 out of 10 rating
Exceptional
(6 reviews)
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Mount Tremper, NY
6% off
Price is NZ$3,855
NZ$3,855
NZ$551 per night
includes taxes & fees
Image gallery for Perfect Getaway - Luxury Cabin w/ Mtn View
1010 out of 10 rating
Exceptional
(11 reviews)
Perfect Getaway - Luxury Cabin w/ Mtn View
Germantown, NY
12% off
Price is NZ$4,079
NZ$4,079
NZ$583 per night
includes taxes & fees
Image gallery for Stunning Custom Designer Home in the Catskills!
1010 out of 10 rating
Exceptional
(18 reviews)
Stunning Custom Designer Home in the Catskills!
Saugerties, NY
8% off
Price is NZ$8,725
NZ$8,725
NZ$1,246 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 rating
Exceptional
(6 reviews)
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
New Paltz, NY
8% off
Price is NZ$9,038
NZ$9,038
NZ$1,291 per night
includes taxes & fees
Image gallery for Charming Columbia County Farm House
9.69.6 out of 10 rating
Exceptional
(24 reviews)
Charming Columbia County Farm House
Hillsdale, NY
8% off
Price is NZ$2,974
NZ$2,974
NZ$425 per night
includes taxes & fees
Image gallery for Beautiful Saugerties Rental, close to HITS, Hiking, Festivals, Skiing
1010 out of 10 rating
Exceptional
(24 reviews)
Beautiful Saugerties Rental, close to HITS, Hiking, Festivals, Skiing
Saugerties, NY
8% off
Price is NZ$10,526
NZ$10,526
NZ$1,504 per night
includes taxes & fees
Image gallery for Beautiful Yacht on Catskill Creek
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful Yacht on Catskill Creek
Catskill, NY
8% off
Price is NZ$2,252
NZ$2,252
NZ$322 per night
includes taxes & fees
Image gallery for Higashi: New Paltz family home with King bed minutes to downtown
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Higashi: New Paltz family home with King bed minutes to downtown
New Paltz, NY
8% off
Price is NZ$4,572
NZ$4,572
NZ$653 per night
includes taxes & fees
Image gallery for Cheerful Circa 1700 3 Bedroom Farmhouse
1010 out of 10 rating
Exceptional
(6 reviews)
Cheerful Circa 1700 3 Bedroom Farmhouse
Hyde Park, NY
30% off
Price is NZ$5,031
NZ$5,031
NZ$719 per night
includes taxes & fees
Image gallery for MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV
1010 out of 10 rating
Exceptional
(52 reviews)
MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV
Saugerties, NY
6% off
Price is NZ$5,909
NZ$5,909
NZ$844 per night
includes taxes & fees
Image gallery for THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
9.89.8 out of 10 rating
Exceptional
(7 reviews)
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Saugerties, NY
9% off
Price is NZ$4,331
NZ$4,331
NZ$619 per night
includes taxes & fees
Image gallery for COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
9.89.8 out of 10 rating
Exceptional
(72 reviews)
COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
Woodstock, NY
9% off
Price is NZ$5,671
NZ$5,671
NZ$810 per night
includes taxes & fees
Image gallery for Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
1010 out of 10 rating
Exceptional
(183 reviews)
Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
Hurley, NY
8% off
Price is NZ$4,639
NZ$4,639
NZ$663 per night
includes taxes & fees
Image gallery for Heated pool, outdoor deck, fire pit, basketball court, fireplaces, central air.
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Heated pool, outdoor deck, fire pit, basketball court, fireplaces, central air.
Woodstock, NY
12% off
Price is NZ$8,694
NZ$8,694
NZ$1,242 per night
includes taxes & fees
Find spaces that suit your style
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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
187 reviews(187 reviews)
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Sleeps 4 · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
42 reviews(42 reviews)
Romantic Luxury Chalet with Private Pool
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
289 reviews(289 reviews)
Esopus Creek modern Tiny house Retreat!
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
16 reviews(16 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