Hot Middletown Cottage Rates

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Featured Cottages in Middletown

Mountain View escape

Mountain View escape

New Paltz
Stay at this cottage in New Paltz. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Robibero Winery and Jenkinstown Day Spa ...
Mountain View escape
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery
The price is NZ$482 per night from 6 Apr to 7 Apr
NZ$482
includes taxes & fees
6 Apr - 7 Apr
Stay at this cottage in Fort Montgomery. Enjoy free WiFi, a garden, and patios. Popular attractions Bear Mountain State Park and Manitoga The Russel Wright Design ...
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

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

Monticello
The price is NZ$640 per night from 16 Apr to 17 Apr
NZ$640
includes taxes & fees
16 Apr - 17 Apr
Stay at this cottage in Smallwood. Enjoy free WiFi, a water park, and a garden. Popular attractions Bethel Woods Center For The Arts and Bethel Woods are located ...
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
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Charming Cottage in the Heart of the Shawangunks

Charming Cottage in the Heart of the Shawangunks

Wallkill
The price is NZ$988 per night from 13 Apr to 14 Apr
NZ$988
includes taxes & fees
13 Apr - 14 Apr
Stay at this cottage in Wallkill. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Lake Awosting Beach and Whitecliff Vineyard ...
Charming Cottage in the Heart of the Shawangunks
2 Lake Cabins | Pool+HotTub | Game Room | 23acs

2 Lake Cabins | Pool+HotTub | Game Room | 23acs

Highland Lake
The price is NZ$2,322 per night from 17 Apr to 18 Apr
NZ$2,322
includes taxes & fees
17 Apr - 18 Apr
Book a stay at this beach cottage in Highland Lake. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Sidwell Lake and Mohican Lake are ...
2 Lake Cabins | Pool+HotTub | Game Room | 23acs
Hello Small Stone

Hello Small Stone

Middletown
The price is NZ$592 per night from 9 Apr to 10 Apr
NZ$592
includes taxes & fees
9 Apr - 10 Apr
Stay at this cottage in Middletown. Enjoy air conditioning. Popular attractions Bashakill Vineyards and Highland Lake are located nearby.
Hello Small Stone
Lazy River Cottage on the Delaware River

Lazy River Cottage on the Delaware River

Matamoras
Stay at this cottage in Matamoras. Enjoy free WiFi, a garden, and patios. Popular attractions West End Memorial Park and West End Beach are located nearby.
Lazy River Cottage on the Delaware River
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

Highland Lakes
Book a stay at this ski cottage in Highland Lakes. Enjoy free WiFi, a water park, and parking (surcharge). Popular attractions Crystal Springs Golf Resort and ...
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
A romantic cottage and artist's retreat looking down over an enchanted lake

A romantic cottage and artist's retreat looking down over an enchanted lake

Greenwood Lake
Stay at this cottage in Greenwood Lake. Enjoy free WiFi, a garden, and patios. Popular attractions World Headquarters of Jehovah's Witnesses and Greenwood Lake ...
A romantic cottage and artist's retreat looking down over an enchanted lake
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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.

Middletown Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Middletown will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Middletown definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Middletown, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Middletown Cottages essential information

Accommodation
123 Cottages
Lowest Price
NZ$198
Highest Price
NZ$2,322
Popular accommodation
Mountain View escape, Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands, Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!, Charming Cottage in the Heart of the Shawangunks, 2 Lake Cabins | Pool+HotTub | Game Room | 23acs, Hello Small Stone, Lazy River Cottage on the Delaware River, Fenced Yard Private Lakes 7 Beaches Huge Fire Pit, A romantic cottage and artist's retreat looking down over an enchanted lake

Top trending hotels in Middletown

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is NZ$244 per night from 20 Apr to 21 Apr
NZ$244
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sleep Inn & Suites Middletown - Goshen
La Quinta Inn & Suites by Wyndham Middletown

La Quinta Inn & Suites by Wyndham Middletown

2.5 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is NZ$234 per night from 10 Apr to 11 Apr
NZ$234
includes taxes & fees
10 Apr - 11 Apr
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Middletown
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is NZ$198 per night from 20 Apr to 21 Apr
NZ$198
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Courtyard by Marriott Middletown Goshen
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Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is NZ$215 per night from 17 Apr to 18 Apr
NZ$215
includes taxes & fees
17 Apr - 18 Apr
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn by Hilton Middletown
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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.

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^Subject to availability and chosen travel dates.