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Holiday homes in Montgomery

Enjoy your stay and find the best Holiday homes in Montgomery at affordable prices

Searching for a holiday home in Montgomery (Florida)? Explore a great selection of vacation homes in Montgomery to find the one that best fits to your needs, starting from $71 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Montgomery and region (40 miles)
Cozy Campbell Hall Getaway with Porch! in Campbell Hall, USA

Cozy Campbell Hall Getaway with Porch!

Holiday home in Campbell Hall near Montgomery, Florida
Set 34 km from DM Weil Gallery, 36 km from Bear Mountain State Park and 37 km from Loren Campbell Baseball Field, Cozy Campbell Hall Getaway with Porc...
  • Parking

no reviews

from $352.33 Show details »

Pet-Friendly Pond View Loft with Private Pool! in Walden, USA

Pet-Friendly Pond View Loft with Private...

Holiday home in Walden near Montgomery, Florida
Pet-Friendly Pond View Loft Ski, Hike and More! is situated in Walden, 18 km from DM Weil Gallery, 31 km from Historic Huguenot Street, and 31 km from...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $206.00 Show details »

Grand Pine Bush Retreat on 2 Acres with Deck! in Pine Bush, USA

Grand Pine Bush Retreat on 2 Acres with...

Holiday home in Pine Bush near Montgomery, Florida
Featuring a spa bath, Grand Pine Bush Retreat on 2 Acres with Deck! is located in Pine Bush.
  • Parking
  • Pets allowed

no reviews

from $414.67 Show details »

Charming Cottage with Deck Mtn and Lake Views! in Wallkill, USA

Charming Cottage with Deck Mtn and Lake...

Holiday home in Wallkill near Montgomery, Florida
Charming Cottage with Deck Mtn and Lake Views! is situated in Wallkill, 21 km from Historic Huguenot Street, 21 km from Loren Campbell Baseball Field,...
  • Parking
  • Pets allowed

no reviews

from $252.67 Show details »

Luxury in the Woods, Pool, Privacy & Peace in Chester, USA

Luxury in the Woods, Pool, Privacy & Pea...

Holiday home in Chester near Montgomery, Florida , 913 Craigville Road
Within 15 km of Metro-North Harriman Station and 25 km of Bear Mountain State Park, Luxury in the Woods, Pool, Privacy & Peace features free WiFi and ...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $359.81 Show details »

Pet friendly travelers lounge w/ indoor fireplace in Monroe, USA

Pet friendly travelers lounge w/ indoor...

Chalet in Monroe near Montgomery, Florida , 7 Beverly Trail
Boasting a garden, a terrace, and a restaurant, Pet friendly travelers lounge w/ indoor fireplace features accommodation in Monroe with free WiFi and ...
  • Parking
  • Restaurant
  • Pets allowed
  • Family rooms

Pleasant 3 Reviews 6.3

from $120.94 Show details »

Schunemunk Mnt hse 15 mins to Legoland &woodbury in Monroe, USA

Schunemunk Mnt hse 15 mins to Legoland &...

Villa in Monroe near Montgomery, Florida , 6 Crestwood Trail
Boasting mountain views, Schunemunk Mnt hse 15 mins to Legoland &woodbury offers accommodation with a balcony and a kettle, around 28 km from Bear Mou...
  • Parking
  • Pets allowed
  • Family rooms

Superb 5 Reviews 9.4

from $172.10 Show details »

Madison Lodge - Middletown, Port Jervis, Hudson River in Middletown, USA

Madison Lodge - Middletown, Port Jervis,...

Holiday home in Middletown near Montgomery, Florida , 79 Madison Avenue
Madison Lodge - Middletown, Port Jervis, Hudson River is located in Middletown, 36 km from Metro-North Harriman Station and 41 km from DM Weil Gallery...
  • Parking
  • Pets allowed
  • Family rooms

Very good 3 Reviews 8.3

from $160.00 Show details »

Discover Nature’s Glory! Perfect Family Home in Highland Falls, USA

Discover Nature’s Glory! Perfect Family...

Holiday home in Highland Falls near Montgomery, Florida , 763 Route 9W
Discover Nature’s Glory!
  • Parking

no reviews

from $264.00 Show details »

New Paltz Home with Fire Pit and Gas Fireplace! in New Paltz, USA

New Paltz Home with Fire Pit and Gas Fir...

Holiday home in New Paltz near Montgomery, Florida
Situated in New Paltz, 7.2 km from DM Weil Gallery and 8.1 km from Loren Campbell Baseball Field, New Paltz Home with Fire Pit and Gas Fireplace! prov...
  • Parking

no reviews

from $464.00 Show details »

Historic Cornwall-On-Hudson Cottage with Deck! in Cornwall-on-Hudson, USA

Historic Cornwall-On-Hudson Cottage with...

Holiday home in Cornwall-on-Hudson near Montgomery, Florida
Historic Cornwall-On-Hudson Cottage with Deck! is set in Cornwall-on-Hudson, 26 km from Bear Mountain State Park, 27 km from Mid Hudson Childrens Muse...
  • Parking

no reviews

from $390.00 Show details »

Awesome Country Retreat - 5BR - Private & Peaceful in Monroe, USA

Awesome Country Retreat - 5BR - Private...

Holiday home in Monroe near Montgomery, Florida , 347 Museum Village Road
Awesome Country Retreat - 5BR - Private & Peaceful in Monroe offers accommodation with free WiFi, 21 km from Bear Mountain State Park and 48 km from T...
  • Parking

no reviews

from $438.39 Show details »

Wallkill Riverfront Retreat Canoe and Relax! in New Paltz, USA

Wallkill Riverfront Retreat Canoe and Re...

Holiday home in New Paltz near Montgomery, Florida
Wallkill Riverfront Retreat Canoe and Relax! is set in New Paltz, 8.5 km from Loren Campbell Baseball Field, 9 km from The State University of New Yor...
  • Parking

no reviews

from $353.00 Show details »

Minnewaska Lodge in Gardiner, USA

Minnewaska Lodge

Lodge in Gardiner near Montgomery, Florida , 3116 Route 44/55
This lodge is located in scenic upstate New York and is 8.7 km from Lake Minnewaska State Park.
  • Parking
  • Pets allowed
  • Bar
  • Kids' outdoor play equipment

Fabulous 173 Reviews 8.8

from $316.80 Show details »

Incredible Ranch in the Woods - Lake View - Peace and Luxury! in Monroe, USA

Incredible Ranch in the Woods - Lake Vie...

Holiday home in Monroe near Montgomery, Florida , 10 Twin Lakes Road
Located in Monroe, just 23 km from Bear Mountain State Park, Incredible Ranch in the Woods - Lake View - Peace and Luxury! provides accommodation with...
  • Parking

no reviews

from $322.50 Show details »

Relaxing New York Home with Boat Dock and Lake View! in Monroe, USA

Relaxing New York Home with Boat Dock an...

Holiday home in Monroe near Montgomery, Florida
Offering lake views, Lakefront New York Home with Boat Dock! is an accommodation located in Monroe, 11 km from Metro-North Harriman Station and 25 km ...
  • Parking

no reviews

from $449.00 Show details »

Hot Tub-Fire Pit-Deck-BBQ-Spacious-Hiking in Kerhonkson, USA

Hot Tub-Fire Pit-Deck-BBQ-Spacious-Hikin...

Holiday home in Kerhonkson near Montgomery, Florida , 19 Franko Drive
Boasting garden views, Hot Tub-Fire Pit-Deck-BBQ-Spacious-Hiking features accommodation with a garden and a balcony, around 24 km from Mohonk Preserve...
  • Parking
  • Pets allowed
  • Family rooms
  • Electric vehicle charging station

no reviews

from $448.22 Show details »

Secluded Country Getaway in Highland, USA

Secluded Country Getaway

Holiday home in Highland near Montgomery, Florida , 98 Half Moon Road
Featuring mountain views, Secluded Country Getaway provides accommodation with a tennis court and a terrace, around 8.1 km from Bardavon Opera House.
  • Parking
  • Allergy-free room
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Okay 4 Reviews 5.7

from $297.43 Show details »

Updated Home with Patio Half Mile to West Point in Highland Falls, USA

Updated Home with Patio Half Mile to Wes...

Holiday home in Highland Falls near Montgomery, Florida
Situated in Highland Falls, 14 km from Bear Mountain State Park, 22 km from Metro-North Harriman Station and 40 km from Mid Hudson Childrens Museum, U...
  • Parking

Pleasant 1 Reviews 7.0

from $395.67 Show details »

Catskills Cottage By The Lake, Sullivan County in Rock Hill, USA

Catskills Cottage By The Lake, Sullivan...

Villa in Rock Hill near Montgomery, Florida , 76 Beaver Lake Road
Featuring a garden and a bar, Catskills Cottage By The Lake, Sullivan County features accommodation in Rock Hill with free WiFi and lake views.
  • Parking
  • Bar
  • Family rooms

Superb 9 Reviews 9.4

from $380.75 Show details »

Private 1BR Apt in a brick ranch house in Highland, USA

Private 1BR Apt in a brick ranch house

Holiday home in Highland near Montgomery, Florida , 130 South Riverside Road
Situated in Highland, 8.3 km from The State University of New York at New Paltz and 8.4 km from Loren Campbell Baseball Field, Private 1BR Apt in a br...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $162.00 Show details »

Idyllic Home on the Hudson with Updated Interior! in Highland, USA

Idyllic Home on the Hudson with Updated...

Holiday home in Highland near Montgomery, Florida
Idyllic Home on the Hudson with Updated Interior! is situated in Highland, 11 km from Marist College, 11 km from Vassar College, and 16 km from Histor...
  • Parking

Very poor 3 Reviews 2.7

from $236.00 Show details »

Cottage at Millpond Falls - A Romantic Escape in Warwick, USA

Cottage at Millpond Falls - A Romantic E...

Holiday home in Warwick near Montgomery, Florida
Set in Warwick, 26 km from Metro-North Harriman Station, 40 km from Bear Mountain State Park and 45 km from St George s Episcopal Church, Cottage at M...
  • Parking
  • Pets allowed

Exceptional 9 Reviews 9.9

from $291.67 Show details »

Enchanting Hudson Valley Cottage Near Hiking! in Garrison, USA

Enchanting Hudson Valley Cottage Near Hi...

Holiday home in Garrison near Montgomery, Florida
Located in Garrison, 20 km from Bear Mountain State Park, 31 km from Metro-North Harriman Station and 31 km from Mid Hudson Childrens Museum, Enchanti...
  • Parking
  • Pets allowed
  • Hairdryer
  • Iron
  • Refrigerator

Pleasant 4 Reviews 7.0

from $339.00 Show details »

Escape to a 3-Bedroom Cabin in Lower Catskills in Woodridge, USA

Escape to a 3-Bedroom Cabin in Lower Cat...

Holiday home in Woodridge near Montgomery, Florida , 16 Aspen Lane
Escape to a 3-Bedroom Cabin in Lower Catskills, a property with a terrace, is situated in Woodridge, 36 km from Bethel Woods Center for the Arts.
  • Parking
  • Family rooms

Superb 15 Reviews 9.3

from $105.40 Show details »

Number of Holiday homes in Montgomery 60
Number of guest ratings 636
Average price per night $368.22
Lowest price per night $71.00
Highest price per night $935.75

Most popular Holiday-homes in Montgomery

The most popular Holiday-homes in Montgomery based on average guest rating (Top 10).

Cheapest Holiday-homes in Montgomery

The cheapest Holiday-homes in Montgomery based on room rate per night (Top 10).

Most booked Holiday-homes in Montgomery

The most booked Holiday-homes in Montgomery based on popularity with guests (Top 10).

Holiday homes in Montgomery (Florida), comfortable and familiar

Staying in a holiday or vacation home in Montgomery can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Montgomery for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Montgomery should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com