Vacation Homes in Middletown, NY
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Top Vacation Homes in Middletown

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Cozy Cabin with Sauna & Firepit!

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Cozy little retreat far from the city

Red Barn Retreat - Shawangunk Mountains Getaway

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Forest and River Side Tranquil House

Lakefront Couples Escape | Dock • Kayaks • Firepit

Charming 3-bedroom house in Greenwood Lake walking distance to the Lake!

Lakefront Paradise Pool + Paddle Boats Sleeps 12

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Top hotels in Middletown

Sleep Inn & Suites Middletown - Goshen
Find the Best Vacation Homes in Middletown
Why book a vacation home in Middletown?
Vacation homes in Middletown make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Middletown?
Private Middletown rental homes range between $115 - $500 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Middletown vacation home rentals. You might look for Middletown rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Middletown offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Middletown?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Middletown. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Middletown hotels and vacation homes that best suit your stay. We also have deals for flights, and Middletown car rentals. You’ll save even more when you bundle your items into a Middletown vacation package!
How many vacation homes are available to book in Middletown?
There are 486 rental homes in Middletown. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Middletown?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Middletown Vacation Homes essential information
Accommodation | 486 Vacation Homes |
|---|---|
Lowest Price | $115 |
Highest Price | $500 |
Popular accommodation | Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town, Cozy Cabin with Sauna & Firepit!, Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town, Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9, Cozy little retreat far from the city, Red Barn Retreat - Shawangunk Mountains Getaway, Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views, Forest and River Side Tranquil House, Lakefront Couples Escape | Dock • Kayaks • Firepit, Charming 3-bedroom house in Greenwood Lake walking distance to the Lake!, Lakefront Paradise Pool + Paddle Boats Sleeps 12, Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out |
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