Middletown Cottages

Name: Cozy Cottage with Woodstock Scavenger Hunt
Price range: $278 total

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Middletown hotels

Cottages in Middletown

Fabulous 2-bedroom cottage in Wurtsboro

Wurtsboro NY

Located in Wurtsboro, this cottage is within a 15-minute drive of Masten Lake and Lake Louise Marie.

Kitchen

Pet friendly

Charming 2-bedroom cottage near Bethel Woods with WiFi

Eldred NY

With a stay at this cottage in Highland Lake, you'll be within a 15-minute drive of Sidwell Lake and Brook House Gallery Incorporated.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery NY

$271 nightly

$307 total

Dec 6 - Dec 7

Total with taxes and fees

With a stay at this cottage in Fort Montgomery, you'll be on a river, a 4-minute walk from Bear Mountain State Park and a 5-minute drive from Hudson River.

Kitchen

Pet friendly

Lazy River Cottage on the Delaware River

Matamoras PA

A stay at this cottage places you in the heart of Matamoras, within a 5-minute drive of Westfall Township Municipal Building and West End Beach.

Kitchen

Free WiFi

Cozy Haven: A Romantic Retreat in our Tiny House!

Middletown NY

With a stay at this cottage in Middletown, you'll be within a 10-minute drive of Maple Hill Dog Park and Paramount Theatre.

Hike & Fish: Outdoor Retreat Near Trails

Westbrookville NY

$272 nightly

$308 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at this cottage in Westbrookville, you'll be within a 5-minute walk of Gobbler's Knob State Forest and Sheriff H. Frank Bigger Memorial Park.

Kitchen

Parking included

Scenic Hudson Valley Getaway • Farms & Vineyards

Marlboro NY

Located in Marlboro, this cottage is within a 5-minute drive of Live At The falcon and Marlboro Free Library.

Washer

Dryer

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

Barryville NY

With a stay at this cottage in Barryville, you'll be on the waterfront, just steps from Upper Delaware River and a 1-minute drive from Brook House Gallery Incorporated.

Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways

Wurtsboro NY

With a stay at this cottage in Wurtsboro (Mamakating Park Historic District), you'll be within a 15-minute drive of Resorts World Catskills and Masten Lake.

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Bloomingburg NY

$192 nightly

$216 total

Dec 6 - Dec 7

Total with taxes and fees

Located in Bloomingburg, this cottage is a 3-minute drive from Wurtsboro Ridge State Forest and 7 minutes from Shawangunk Ridge State Forest.

Mountain View escape

New Paltz NY

Located in New Paltz, this cottage is within a 10-minute drive of Jenkinstown Day Spa and Loren Campbell Memorial Field.

Cozy Cottage with Woodstock Scavenger Hunt

Mongaup Valley NY

$247 nightly

$278 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at this cottage in Mongaup Valley, you'll be within a 15-minute drive of Bethel Woods Center For The Arts and Resorts World Catskills.

Don't see what you're looking for?

See all available properties in Middletown

View all properties

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.