Minimap with link to location map
Filters
Price
Rating
Distance from Center
Rating (according to Stars)
Facilities

Check availability






Holiday homes in Middletown

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

Searching for a holiday home in Middletown (Florida)? Explore a great selection of vacation homes in Middletown 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 Middletown and region (40 miles)
Madison Lodge - Middletown, Port Jervis, Hudson River in Middletown, USA

Madison Lodge - Middletown, Port Jervis,...

Holiday home in Middletown, 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 »

Hot Tub With Mountain Views, Fire Pit, Grill & Game Room in Port Jervis, USA

Hot Tub With Mountain Views, Fire Pit, G...

Holiday home in Port Jervis near Middletown, Florida , 184 Shinhollow Road
Set in Port Jervis, Mountain Chalet With Stunning Views Breezy Hills NY offers a balcony with mountain and pool views, as well as a seasonal outdoor p...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Allergy-free room

Exceptional 3 Reviews 10.0

from $305.00 Show details »

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

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

Holiday home in Chester near Middletown, 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 »

Cozy Campbell Hall Getaway with Porch! in Campbell Hall, USA

Cozy Campbell Hall Getaway with Porch!

Holiday home in Campbell Hall near Middletown, 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 »

Port Jervis Home about 8 Acres with Mountain View! in Port Jervis, USA

Port Jervis Home about 8 Acres with Moun...

Holiday home in Port Jervis near Middletown, Florida
Situated in Port Jervis, Port Jervis Home 7 5 Acres with Mountain View! features accommodation with a patio and free WiFi.
  • Parking

Fabulous 2 Reviews 9.0

from $311.33 Show details »

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

Awesome Country Retreat - 5BR - Private...

Holiday home in Monroe near Middletown, 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 »

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

Pet-Friendly Pond View Loft with Private...

Holiday home in Walden near Middletown, 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 »

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 Middletown, 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 »

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 Middletown, 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 »

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 Middletown, 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 »

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

Cottage at Millpond Falls - A Romantic E...

Holiday home in Warwick near Middletown, 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 »

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

Catskills Cottage By The Lake, Sullivan...

Villa in Rock Hill near Middletown, 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 »

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

Pet friendly travelers lounge w/ indoor...

Chalet in Monroe near Middletown, 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 Middletown, 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 »

Mountain Creek Resort Home - Hot Tub and Pool Access in Vernon Township, USA

Mountain Creek Resort Home - Hot Tub and...

Holiday home in Vernon Township near Middletown, Florida
Situated in Vernon Township, Mountain Creek Resort Vacation Rental with Hot Tub features accommodation with a balcony and free WiFi.
  • Parking
  • Swimming pool
  • Swimming Pool

Very good 13 Reviews 8.1

from $350.67 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 Middletown, 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 »

Large family house on the lake in Hewitt, USA

Large family house on the lake

Holiday home in Hewitt near Middletown, Florida , 241 Point Breeze Drive
Set 36 km from Metro-North Harriman Station, Large family house on the lake offers accommodation in Hewitt with access to a hot tub.
  • Parking
  • Pets allowed
  • Family rooms
  • Spa and wellness centre

no reviews

from $556.52 Show details »

Pet-Friendly Townhome with Community Hot Tub! in Vernon Township, USA

Pet-Friendly Townhome with Community Hot...

Holiday home in Vernon Township near Middletown, Florida
Pet-Friendly Townhome with Community Hot Tub! is set in Vernon Township, 48 km from Metro-North Harriman Station and 42 km from Hopatcong State Park, ...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 4 Reviews 6.0

from $173.00 Show details »

Delightful Home with Fire Pit, Walk to Lake! in Highland Lakes, USA

Delightful Home with Fire Pit, Walk to L...

Holiday home in Highland Lakes near Middletown, Florida
Located in Highland Lakes, 45 km from Metro-North Harriman Station, 46 km from Hopatcong State Park and 49 km from Paterson Free Public Library, Delig...
  • Parking
  • Pets allowed

no reviews

from $246.00 Show details »

Ski on Ski off Mtn Chalet in Vernon, USA

Ski on Ski off Mtn Chalet

Chalet in Vernon near Middletown, Florida , 4 Red Lodge Drive Unit 3
Boasting a terrace, a restaurant, and a bar, Ski on Ski off Mtn Chalet features accommodation in Vernon with free WiFi and mountain views.
  • Parking
  • Restaurant
  • Bar
  • Sauna
  • Fitness centre

Good 29 Reviews 7.4

from $203.29 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 Middletown, 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 »

Vernon Township Home with Deck on Golf Course in Vernon Township, USA

Vernon Township Home with Deck on Golf C...

Holiday home in Vernon Township near Middletown, Florida
Situated in Vernon Township, 49 km from Metro-North Harriman Station and 42 km from Hopatcong State Park, Vernon Township Home with Deck on Golf Cours...
  • Parking

Superb 2 Reviews 9.5

from $324.67 Show details »

Inviting Hewitt Home Near Hiking and Skiing! in Hewitt, USA

Inviting Hewitt Home Near Hiking and Ski...

Holiday home in Hewitt near Middletown, Florida
Situated 35 km from Metro-North Harriman Station, 46 km from The Palisades Center Mall and 50 km from Wellmont Theatre, Inviting Hewitt Home Near Hiki...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $415.67 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 Middletown, Florida , 763 Route 9W
Discover Nature’s Glory!
  • Parking

no reviews

from $264.00 Show details »

The Point on Highland Lake Near Mtn Creek Resort in Highland Lakes, USA

The Point on Highland Lake Near Mtn Cree...

Holiday home in Highland Lakes near Middletown, Florida
Located in Highland Lakes, 47 km from Metro-North Harriman Station and 44 km from Hopatcong State Park, The Point on Highland Lake Near Mtn Creek Reso...
  • Parking
  • Pets allowed
  • Internet facilities
  • Refrigerator
  • Fan

no reviews

from $486.00 Show details »

Number of Holiday homes in Middletown 65
Number of guest ratings 3070
Average price per night $444.67
Lowest price per night $71.00
Highest price per night $1.104.00

Most popular Holiday-homes in Middletown

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

Cheapest Holiday-homes in Middletown

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

Most booked Holiday-homes in Middletown

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

Holiday homes in Middletown (Florida), comfortable and familiar

Staying in a holiday or vacation home in Middletown 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 Middletown 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 Middletown 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