We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Homes in Montgomery, NY

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 17 Rentals in the Montgomery Area
    loading...
    Don't let other travellers get your favourite Montgomery area holiday rental. You're so close to securing your perfect getaway. Book today.
    Sort by

    The following rentals are within 25 kilometers of Montgomery, New York.

    From
    €118
    / Night
    Payment Protection
    View Details
    1 / 25
    Monroe
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Make Enquiry
    From
    €132
    / Night
    Payment Protection
    View Details
    1 / 13
    Wallkill
    1 Bedroom / 3 Bathrooms / Sleeps 2
    Overview Make Enquiry
    From
    €10
    / Night
    Payment Protection
    View Details
    1 / 19
    5 of 5 stars (2) Excellent
    Cornwall on Hudson
    5 Bedrooms / 3 Bathrooms / Sleeps 17
    traveller have booked this property
    Overview Reviews (2) Make Enquiry
    From
    €236
    / Night
    Payment Protection
    View Details
    1 / 23
    4 of 5 stars (1) Very good
    Beacon
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    PLEASE NOTE: I DO NOT RENT FOR FOR 1 NIGHT. THERE IS A 2 NIGHT MINIMUM. Continue reading further down in this box for 5***** Reviews. Here's a sample: 'More like a boutique hotel.' 'This house is a dream come true.' 'Great owner, great location!' This home in beautiful Hudson Valley is a... View all property information
    Make Enquiry
    Location Information
    Beacon, New York 12508
    From
    €272
    / Night
    Payment Protection
    View Details
    1 / 5
    5 of 5 stars (1) Excellent
    Monroe
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Caren House Bed and Breakfast is located 3 miles from Woodbury Commons Premium Outlets in Harriman, NY. We provide transportation to and from the Commons. We are also close to West Point Military Academy, a Jack Nicklaus Golf Course, the Applachian Trail, wineries, Orange County Choppers. We are... View all property information
    Make Enquiry
    Location Information
    Monroe, New York 10950
    From
    €204
    / Night
    Payment Protection
    View Details
    1 / 1
    Beacon
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Private getaway at the base of Mt. Beacon. Easy access to hiking trails and walking distance to downtown Beacon. Views of the Hudson Valley from the front exposure, and mountains to the rear. Large airy bedroom with a beautiful tiled bath. The Space The maid's wing of our brick Dutch colonial... View all property information
    Make Enquiry
    Location Information
    Beacon, New York 12508
    From
    €381
    / Night
    Payment Protection
    View Details
    1 / 29
    Cold Spring
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    LOCATION LOCATION LOCATION: 1 block from Hudson; 1 from Main; 1 from Train. Handsome Restoration of 1850s Colonial, complete with 4 fireplaces (1 working), wide-plank flooring, and English Garden. 3 BR, 3 Bath with LR, DR, fully equipped kitchen and deck out back facing the river. Rent one room... View all property information
    Make Enquiry
    Location Information
    Cold Spring, New York 10516
    From
    €218
    / Night
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (5) Excellent
    Cold Spring
    3 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This cozy 3 bedroom lakeside deck house is perfect for a small family (pet friendly!) to spend a weekend, a week or a whole month. Nestled in the woods near Cold Spring, NY on the Hudson River, an hour and 20 minutes from Manhattan, the property includes a small lake perfect for cool summer swims... View all property information
    Make Enquiry
    Location Information
    Cold Spring, New York 10516
    5 of 5 stars Reviewed 2 December 2013
    My parents visit me every year in New York City and this year we wanted to get out of the city. I did some research and came upon this place and took a leap of faith, renting it...
    5 of 5 stars Reviewed 12 August 2013
    The house very appealing and well equipped and the owner is very pleasant, informative and easy to work with. There is glass all around to view the spectacular wooded surroundings...
    See all reviews
    From
    €272
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (1) Excellent
    Cold Spring
    4 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Picture perfect 4 bedroom home in the heart of beautiful Cold Spring village! You don't need to have a car to enjoy a few days in the country. Take Metro North to Cold Spring and walk to the house. If you do drive, our property will accomodate up to 4 cars. Our family friendly house will be... View all property information
    Make Enquiry
    Location Information
    Cold Spring, New York 10516
    5 of 5 stars Reviewed 5 November 2014
    The hosts were most responsive and helpful. We walked into a very lovely home, obviously decorated with lots of love and thoughtfulness. We had everything we needed and the town...
    See all reviews
    From
    €1,634
    / Night
    Payment Protection
    View Details
    1 / 7
    Campbell Hall
    6 Bedrooms / 5 Bathrooms / Sleeps 20
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Set at the end of an upscale neighborhood. Our home has great space for entertaining and/or meeting space. We are minutes away from Brotherhood Winery, Woodbury Common Premium Outlets, West Point, Bear Mountain, Skiing and Golfing. We have a large great room, sunporch, back deck overlooking 18... View all property information
    Make Enquiry
    Location Information
    Campbell Hall, New York 10916
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    €73
    / Night
    Payment Protection
    View Details
    1 / 7
    4 of 5 stars (1) Very good
    New Windsor
    1 Bedroom / 3 Bathrooms / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Location Information
    Campbell Hall, New York 10916
    4 of 5 stars Reviewed 28 May 2015
    This rental was a bed and breakfast type rental. We had a small kitchen, bedroom with desk and bathroom that was attached but separate from the front portion of the home. The...
    See all reviews
    From
    €567
    / Night
    Payment Protection
    View Details
    1 / 8
    5 of 5 stars (1) Excellent
    Gardiner
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful, bright designer renovated house located 90 minutes from GW Bridge on a very quiet secluded dead-end road in the woods adjacent to state land. Designed with contemporary furniture with a queen size bed in each bedroom, the Minimalist inspired flowing 1st fl incorporates all the... View all property information
    Make Enquiry
    Location Information
    Gardiner, New York 12566
    5 of 5 stars Reviewed 23 October 2014
    We arrived on a Friday afternoon during peak foliage. The house is tucked away in the woods but close enough to hit all the important wineries in Hudson Valley. The house is laid...
    See all reviews
    From
    €182
    / Night
    Payment Protection
    View Details
    1 / 4
    Cold Spring
    9 Bedrooms / 9 Bathrooms / Sleeps 25
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    community where members and local providers can connect. Your profile is your first impression to members, so make it count! Build a robust profile that includes a business description, operating hours, areas of specialty, responsiveness, reviews and more. Members consider this information before... View all property information
    Make Enquiry
    Location Information
    Cold Spring, New York 10516
    From
    €227
    / Night
    View Details
    1 / 24
    Washingtonville
    3 Bedrooms / 4 Bathrooms / Sleeps 20
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Garden
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The perfect vacation home nestled in storybook woods just 60 miles from New York City. Find yourself surrounded by luxury within and lush greenery without. Spacious yet cozy, fully-furnished rooms are ideal for relaxation: TV and home entertainment system, kitchen with breakfast area, formal... View all property information
    Make Enquiry
    Location Information
    Washingtonville, New York 10992
    From
    €233
    / Night
    View Details
    1 / 14
    Gardiner
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Spacious cozy home with Lg. kitchen,living room, 3 bedrooms, 2 bathrooms, In ground Pool, game room,Internet, lg deck with view of Shawangunk mountain. 10 minute from Mohonk Mountain House and Town of New Paltz GOLF COURSE. 82 miles from NYC. (Pets not allowed) Beds: 2 Queen Beds, 2 Twin Beds View all property information
    Make Enquiry
    Location Information
    Gardiner, New York 12525
    From
    €454
    / Night
    View Details
    1 / 24
    Pine Bush
    6 Bedrooms / 8 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This incredible, newly-built home is nestled on three sides by private old growth forest with a meadow on the southern side for maximum solar gain in winter. Large white oak trees hug the southern side providing natural cooling shade in summer. The radiant floor heat along with other energy... View all property information
    Make Enquiry
    Location Information
    Pine Bush, Catskill Region 12566
    From
    €159
    / Night
    Payment Protection
    View Details
    1 / 13
    Blooming Grove
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Just 65 miles from New York City, a cozy, artful three-bedroom home on five wooded acres along a babbling brook. Only minutes away from Storm King Arts Center, Woodbury Commons, Black Rock Forest, the Body Art Yoga Barn and Blooming Hill Farm. With floor to ceiling windows looking out in to the... View all property information
    Make Enquiry
    Location Information
    Blooming Grove, New York 10992