Compare Middletown Cottage Rentals

Featured Cottages in Middletown

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

$282 nightly

$333 total

Jul 16 - Jul 17

Total with taxes and fees

Guests staying at this cottage have access to local meal delivery service, barbecue grills, and a garden.

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.

Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

This cottage features a hot tub and barbecue grills. This smoke-free cottage also has a garden.

2 Lake Cabins | Pool+HotTub | Game Room & Courts

Guests of this cottage enjoy features like a gym, a hot tub, and laundry facilities. Other amenities at this beach cottage include barbecue grills and a garden.

Charming Lakefront Cottage On Masten lake

At this cottage, guests have access to barbecue grills.

Charming Cottage in the Heart of the Shawangunks

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

5 Private Lakes 7 Beaches Huge Fire Pit Fenced Yard Mountain Creek

Guests staying at this cottage enjoy ski-in/ski-out access, free WiFi in public areas, and an arcade/game room. Onsite parking is available for a fee. Other amenities at this ski cottage include laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Lakefront Getaway : Mountain & Lakes views

At this cottage, guests have access to barbecue grills.

Kitchen

Free WiFi

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Middletown

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

$110 nightly

$130 total

Aug 2 - Aug 3

Total with taxes and fees

8.8/10 Excellent! (1,076 reviews)

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown NY

$124 nightly

$147 total

Jul 26 - Jul 27

Total with taxes and fees

9.4/10 Exceptional! (1,013 reviews)

Courtyard by Marriott Middletown Goshen

24 Crystal Run Xing Middletown NY

$110 nightly

$130 total

Jul 26 - Jul 27

Total with taxes and fees

8.4/10 Very Good! (1,003 reviews)

Cottages

Book a cottage in Middletown
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Middletown. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Middletown better.

Cottage apartments in Middletown range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Middletown
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Middletown and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Middletown cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Middletown. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Middletown Cottages essential information

Accommodation	136 Cottages
Lowest Price	$130
Highest Price	$333
Popular accommodation	Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands, Mountain View escape, Tiny House on Spectacular Riverfront Property - Private Access to Delaware River, Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!, 2 Lake Cabins \| Pool+HotTub \| Game Room & Courts, Charming Lakefront Cottage On Masten lake, Charming Cottage in the Heart of the Shawangunks, 5 Private Lakes 7 Beaches Huge Fire Pit Fenced Yard Mountain Creek, Lakefront Getaway : Mountain & Lakes views