Title: Middletown Cottages from CA $241 | Expedia.ca

 

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# Search Middletown Cottage Rentals from CA $241

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## Check prices for these dates

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Middletown Cottages

![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w907h683x58y0-12eb76e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w508h683x258y0-c8dc4261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w508h683x258y0-91999978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w905h683x60y0-28eafa6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hello Small Stone

Middletown

9.6/10

Exceptional

(5)

"The house was great. It was nice to sit and relax by the small pond in the back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John H.

CA $227

CA $584 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Middletown-Hotels-Hello-Small-Stone.h99261544.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119200000/119199600/119199575/3b952a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119200000/119199600/119199575/a98482d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119200000/119199600/119199575/753da27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119200000/119199600/119199575/9fec528d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Creek Dips & Smores: Catskills Gem

Phillipsport

[](https://www.expedia.ca/Phillipsport-Hotels-Creek-Dips-Smores-Catskills-Gem.h119199575.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/7c6456ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/dd263f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/5c45b185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/f9c1ab8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen

9.8/10

Exceptional

(11)

"Overall Great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nick H.

CA $208

CA $412 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/ebf3f8aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/de4f0c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/8b22c22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/e668d22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Sparrow Bush

9.4/10

Exceptional

(11)

"This is the most beautiful place... this is our second time staying here and we will come again. If you want peace, nature and simplicity this is worth it. The cottage is well maintained and has just about everything you need. Enjoyed or dtay here very much."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Blanche R.

CA $122

CA $375 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Sparrow-Bush-Hotels-Serene-Lakeside-Oasis-Fast-WiFi-15-Hrs-From-NYC.h82537288.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/2b9a9f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/6a029a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/700675ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/5de49e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Bloomingburg

10/10

Exceptional

(1)

"The place was as described, quaint, clean, no issues with communication or check in"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephen H.

CA $196

CA $302 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Bloomingburg-Hotels-Charming-Cottage-In-The-Lower-Catskills-Near-Ellenville-And-Wurtsboro.h113159615.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/fe559e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/10014b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/9612495a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/8ad402ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage with Woodstock Scavenger Hunt

Mongaup Valley

10/10

Exceptional

(6)

"Great little cottage close to Bethel Woods."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin

CA $194

CA $391 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Mongaup-Valley-Hotels-Cozy-Cottage-With-Woodstock-Scavenger-Hunt.h117010154.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/70097ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/cfbaa2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/4fbee988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/5dd44347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Kerhonkson

9.4/10

Exceptional

(12)

"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick S.

CA $91

CA $241 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777320/w3379h2254x65y113-3bf6be6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777320/w1288h860x2y0-c486b7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777320/w3378h2246x65y117-b9d7217d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777320/70357fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Vernon Township

8.8/10

Excellent

(3)

"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cherlyn I.

CA $315

CA $669 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Vernon-Hotels-Luxe-10-Guest-Cottage-SkiGolfFire-PitLakesHike.h108777320.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/67801e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery

9.8/10

Exceptional

(129)

"It has an incredible mountain and water view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MIHYUN

CA $263

CA $430 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/5064b486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/62d1a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/ed438502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/19eb7ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront | Sport Courts | HotTub | GameRoom

Highland Lake

10/10

Exceptional

(33)

"I truly cannot say enough great things about this property and its hosts. Our group had such a great time here. The house was in fantastic condition, it was thoughtfully stocked with supplies, and had every amenity one could imagine. The property is beautiful and obviously has more space than we knew what to do with. The hosts were accommodating, responsive, and welcoming from beginning to end.I can confidently say this is one of the best property rental experiences I have ever had. I'm not sure...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyle R.

CA $258

CA $1,192 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/635322f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/12857716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/538ca0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/a8a63147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hike & Fish: Outdoor Retreat Near Trails

Westbrookville

CA $231

CA $430 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information)

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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## Find vacation rentals that suit your style

Cabins

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Cottages

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Apartments

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Private vacation homes

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Aparthotels

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Condos

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Villas

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Chalets

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## Top Middletown Hotel Reviews

![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg)

### The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"Excellent "

[](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information)

![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg)

### Hampton Inn by Hilton Middletown

10/10 Excellent

"We enjoyed our stay. Nice job!"

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg)

### La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"Excellent very clean and staff friendly."

[](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg)

### Resorts World Catskills Casino

10/10 Excellent

"Clean spacious room. Large windows and comfortable beds!"

[](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information)

![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg)

### Overlook Lodge at Bear Mountain

10/10 Excellent

"Great hotel - beautiful property, comfortable accommodation, fireplace in cottage and scenic views from balcony "

[](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg)

### Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"Perfect! "

[](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg)

### Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"Amazing staff room clean smells good beds are comfortable as well as the pillows … bathroom clean and love the set up "

[](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg)

### Hampton Inn Harriman Woodbury

10/10 Excellent

"My girlfriend very happy!!!"

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5eeeba71_y.jpg)

### Courtyard by Marriott Middletown Goshen

10/10 Excellent

"I always enjoy my stay here when I come to visit family!"

[](https://expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

## Find out more about Middletown

## Middletown Cottages information

| Number of reviews | 192 |
| --- | --- |
| Accommodation | 134 Cottages |
| Lowest Price | CA $241 |
| Highest Price | CA $1,192 |

## Frequently asked questions

### Why book your cottage in Middletown with Expedia?

> We think a getaway should be a walk in the park, so if you're seeking cottages in Middletown at a competitive rate, Expedia has got your back. Keep costs down and select an inexpensive option far from the downtown buzz, or splurge on a 5-star cottage to spoil your loved ones.

### How can I find cheap cottages in Middletown?

> With Expedia's useful filter tool, sourcing cheap cottages in Middletown is a cinch. To discover accommodations that'll make your wallet smile, narrow down your search by budget, amenities and star rating.

### What is there to do in Middletown near my cottage?

> If you'd like to see the sights of Middletown, be sure to visit [Orange County Fair Speedway](https://www.expedia.ca/Orange-County-Fair-Speedway-Middletown.d6182288.Vacation-Attraction). It's a hit among visitors and locals alike.

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