Title: Middletown Vacation Home Rentals from CA $209: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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![Route 17 in ny is a great road to view the fall foliage](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Vincent Ramundo

# Middletown Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

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

In two months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Middletown Vacation Homes

![Interior](https://images.trvl-media.com/lodging/122000000/121520000/121517700/121517645/ac8a10de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/122000000/121520000/121517700/121517645/e9c28575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121520000/121517700/121517645/75a976f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121520000/121517700/121517645/0dbe03dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming bungalow in lovely Middletown NY

Middletown

CA $190

CA $275 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Middletown-Hotels-Charming-Bungalow-In-Lovely-Middletown-NY.h121517645.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/5bc13913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/1223c490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/3b0b1bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/1eef3e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Kerhonkson

9.8/10

Exceptional

(22)

"Beautiful property on a quiet block. The house is nicely stocked with everything you need and has charming decor elements. "

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

Julia S.

CA $241

CA $415 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Hudson-Valley-Retreat-1950s-Ranch-Close-To-Everything.h100535519.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/ee686000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/339c4da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls

10/10

Exceptional

(3)

"Good stay, awesome place"

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

Scott G.

CA $166

CA $540 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/8b35ed40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/2bdd6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/04bc58ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls

10/10

Exceptional

(2)

"Looked like this property was recently renovated. Very clean and nice. "

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

Ellie M.

CA $194

CA $610 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/956d009d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/774bff0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/e0e905dc.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/84000000/83440000/83439500/83439448/d7732712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Kerhonkson

10/10

Exceptional

(14)

"Can’t emphasize how nice the surrounding area and property itself are. Very relaxing while still being close to several small towns with great restaurants. Communication was excellent, overall a great experience! "

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

jose f.

CA $159

CA $287 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Art-Studio-In-The-Gunks.h83439448.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/92eb238a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/5eb61507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/92496678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/231b7fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy private suite in the heart of beautiful Gardiner.

New Paltz

10/10

Exceptional

(7)

"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "

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

Chanah B.

CA $180

CA $361 total

includes taxes & fees

Nov 27 - Nov 28

[](https://www.expedia.ca/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/7273e4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/8921c9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/ef0ef623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/e6dde603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville

10/10

Exceptional

(7)

"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "

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

Chris L.

CA $155

CA $331 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hurleyville-Hotels-10-Hope-St-Romantic-Catskills-Getaway-Bungalow-FireplaceWiFi.h84238522.Hotel-Information)

![House](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/49103067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/9a7fa637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/e36fc455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/b1ad31bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### West Point Villa - Jacuzzi Pool BBQ Games Pets

Cornwall

CA $1,342

CA $1,636 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Cornwall-Hotels-West-Point-Villa-Jacuzzi-Pool-BBQ-Games-Pets.h121901234.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/ff47ab00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/a9738f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/8fad8a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls

9.0/10

Wonderful

(4)

"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "

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

Penny D.

CA $179

CA $625 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x60y0-2991689a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/e4830f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/0b84e0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x60y0-0b53ee10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glamping Tent & Campsite by Minnewaska State Park

Kerhonkson

8.8/10

Excellent

(3)

"We had a great time. The tent and toilet were clean. We appreciated the water provided and the cookware. The only thing to note is that there is a bit of walking on a rocky trail before reaching the campsite (not next to the parking spot). The river was fun to explore but can be difficult for younger kids to get to. The campsite is close to Minnewaska State Park, very convenient. "

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

Angie W.

CA $120

CA $214 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Kerhonkson-Hotels-Glamping-Tent-Campsite-By-Minnewaska-State-Park.h79873967.Hotel-Information)

![Shower, hair dryer](https://images.trvl-media.com/lodging/110000000/109070000/109063100/109063027/ba0ba20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109070000/109063100/109063027/419c6253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109070000/109063100/109063027/ad87218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109070000/109063100/109063027/c5b886f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hudson Valley Luxury | Pool, Theater, Sleeps 28

Greenfield Park

8.0/10

Very good

(1)

"Very spacious! Clean! Kid friendly, toys, playground. Issues. In bonus apt. Horrible smell from drains.Hot tub Not working. That was big disappointing as I was looking forward to it."

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

Stacey D.

CA $1,010

CA $2,193 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Ellenville-Hotels-Hudson-Valley-Luxury-Pool.h109063027.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122060000/122058700/122058662/8e2310c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/123000000/122060000/122058700/122058662/853dd274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122060000/122058700/122058662/9548a742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/123000000/122060000/122058700/122058662/8236de3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poconos Mansion| Pool Hot Tub |Sauna |Tennis| Lake

Milford

CA $4,228

CA $6,207 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Poconos-Mansion-Pool-Hot-Tub-Sauna-Tennis-Lake.h122058662.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238700/84238613/115d7e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238700/84238613/760c2f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84240000/84238700/84238613/a0c07445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/85000000/84240000/84238700/84238613/bb1c4cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville

10/10

Exceptional

(2)

"Clean, neat, well stocked cabin in a peaceful village. We enjoyed a walk on the nearby rail trail and is not far from other interesting sites. We would definitely recommend."

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

Holly L.

CA $155

CA $331 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hurleyville-Hotels-8-Hope-St-Relaxing-Catskills-Getaway-Bungalow-FireplaceWiFi.h84238613.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/87b6b115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/afe3fdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/3add8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

new paltz

9.6/10

Exceptional

(4)

"Very clean Good communication with host Close to town & hiking Recommend! "

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

Jennifer E.

CA $254

CA $993 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119570000/119569000/119568951/189e7616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119570000/119569000/119568951/c2c1c3cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119570000/119569000/119568951/7f6314e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119570000/119569000/119568951/07f8981a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming house with brook in the picturesque Village of Wurtsboro min from shops

Wurtsboro

[](https://www.expedia.ca/Wurtsboro-Hotels-Charming-House-With-Brook-In-The-Picturesque-Village-Of-Wurtsboro-Min-From-Shops.h119568951.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/a3861e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/b13a87f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/6d13c092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, stereo](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/9d3ba875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

Warwick

10/10

Exceptional

(3)

"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."

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

michelle d.

CA $226

CA $559 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Warwick-Hotels-5-Min-To-Downtown-Warwick.h107753545.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/384723c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/9e4bd30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/2dbd3625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/3af368c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ★Scenic Views & River Access, Cozy River Home ★

Montague

9.0/10

Wonderful

(11)

"Had a great time. Great location close to good food and sight seeing. We will definitely book again when good weather hits. "

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

William H.

CA $125

CA $274 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Montague-Hotels-Scenic-Views-River-Access.h76167023.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74240000/74234100/74234035/45a1c419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74234100/74234035/5cb1f91c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74234100/74234035/ae6c0caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74234100/74234035/a952c9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ★Rare River Views & Access, Cabin by Eden Islands★

Montague

9.0/10

Wonderful

(13)

"Nice convenient location, near the river and town. "

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

Steve W.

CA $134

CA $285 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Montague-Hotels-Rare-River-Views-Access.h74234035.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/e3421be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/b962703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/934427c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/7fc05ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### GRANDMA'S COTTAGE

Monticello

9.4/10

Exceptional

(18)

"I love the part that it really makes you feel like you at grandmas house and it’s close to a lot of fun things to do."

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

Jordan

CA $253

CA $445 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Monticello-Hotels-GRANDMAS-COTTAGE.h70608264.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/e4cec53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/d8b7ae3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/4cc093aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/80ec6f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Warwick

9.0/10

Wonderful

(6)

"Nice to have top notch bar/restaurant downstairs!"

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

John E

CA $117

CA $209 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Warwick-Hotels-Room-1-At-The-Warwick-Inn-Cozy-Elegance-In-The-Heart-Of-Town.h116293556.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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&regionId=8864&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Private-Vacation-Homes.d8864-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Private-Vacation-Homes.d8864-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Middletown Hotel Reviews

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

### Hampton Inn Harriman Woodbury

10/10 Excellent

"new remodels rooms, nice hotel and very clean"

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

"Room was clean, the maid was very nice"

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

![Tru by Hilton Middletown](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486_y.jpg)

### Tru by Hilton Middletown

10/10 Excellent

"clean room. Very friendly staff"

[](https://expedia.ca/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information)

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg)

### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent

"Great job"

[](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

![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

"N/A i didn't have breakfast in the facility "

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

"Nice, comfortable lobby with good coffee. Made waiting for check-in a lot easier. Staff was super friendly! Hotel is very clean and beds are perfect. "

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

"Breakfast was very good, room was clean, however no information about check out, simlply no information about anyfhing"

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.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 experience highly recommend. "

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

![Super 8 by Wyndham Middletown](https://images.trvl-media.com/lodging/1000000/460000/459800/459783/63cc5778_y.jpg)

### Super 8 by Wyndham Middletown

10/10 Excellent

"Great location, a little aged but ok for the price."

[](https://expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information)

## Find out more about Middletown

## Middletown Vacation Homes information

| Number of reviews | 103 |
| --- | --- |
| Accommodation | 491 Vacation Homes |
| Lowest Price | CA $209 |
| Highest Price | CA $2,193 |

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-   [Flights from Bloomingburg](https://www.expedia.ca/lp/flights/3000448043/flights-from-bloomingburg)
-   [Flights from Florida](https://www.expedia.ca/lp/flights/553248634999145056/flights-from-florida)
-   [Flights from Slate Hill](https://www.expedia.ca/lp/flights/6325187/flights-from-slate-hill)
-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

-   [Visit Bloomingburg](https://www.expedia.ca/Bloomingburg.dx3000448043)
-   [Legoland® New York](https://www.expedia.ca/LEGOLAND-New-York-Goshen.d553248635997928006.Vacation-Attraction)
-   [Orange County Fair Speedway](https://www.expedia.ca/Orange-County-Fair-Speedway-Middletown.d6182288.Vacation-Attraction)
-   [Visit Slate Hill](https://www.expedia.ca/Slate-Hill.dx6325187)

-   [Car rental Goshen](https://www.expedia.ca/Car-Rentals-In-Goshen.d8005.Car-Rental-Guide)
-   [Car rentals near LEGOLAND® New York](https://www.expedia.ca/Car-Rentals-In-LEGOLAND-New-York.d553248635997928006.Car-Rental-Guide)
-   [Car rentals near Orange County](https://www.expedia.ca/Destinations-In-Orange-County.d553248635083901431.Car-Rental-Destinations)
-   [Hertz Rental Cars in Campbell Hall](https://www.expedia.ca/Hertz-Car-Rentals-In-Campbell-Hall.d6338665-c40.Car-Rental-Guide-Suppliers)

-   [Things to do in Goshen](https://www.expedia.ca/Things-To-Do-In-Goshen.d8005.Travel-Guide-Activities)

-   [Book Vacation Homes in Middletown on Expedia.com](https://www.expedia.com/Middletown-Private-Vacation-Homes.d8864-aaPrivateVacationHomes.Travel-Guide-Accommodation)