Title: Highland Cottages from CA $262 | Expedia.ca

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![Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Allison Alano Flores

![](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highland cottages

![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/dabdeda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/cd189b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/c4f41298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/7cf93160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Kerhonkson

9.4/10

Exceptional

(13 reviews)

"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 $112

CA $262 total

includes taxes & fees

Mar 11 - Mar 12

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

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/45714c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/82fe8688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/cd08754d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/98243311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

[](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information)

woodstock

9.0/10

Wonderful

(46 reviews)

"A gem just minutes from the heart of Woodstock!"

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

Susannah H.

CA $246

CA $423 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/7aab2f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/1ff68e31.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/77000000/76570000/76560500/76560497/d69fffd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/b8137a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Couples Spa Sanctuary with HotTub!

[](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Cottage-W-Hot-Tub.h76560497.Hotel-Information)

Kerhonkson

9.2/10

Wonderful

(9 reviews)

"Wonderful property clean and well appointed. The bed was extremely comfortable. Very quiet location with fabulous hikes near by. Peaceful pond with great outdoor spaces. Well water was excellent which isn’t always the case in the Kerhonkson area. Would love to stay again! "

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

Farrar P.

CA $261

CA $778 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Cottage-W-Hot-Tub.h76560497.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109790000/109781600/109781517/w1287h838x1y0-d9ab4558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109790000/109781600/109781517/c3a6ab07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109790000/109781600/109781517/966dbd3a.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/110000000/109790000/109781600/109781517/147d3620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

[](https://www.expedia.ca/Kingston-Hotels-Private-In-Nature-Upstate-Rustic-Kapitans-Cottage-Pet-Friendly.h109781517.Hotel-Information)

Kingston

9.6/10

Exceptional

(9 reviews)

"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "

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

Carol N.

CA $209

CA $510 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Kingston-Hotels-Private-In-Nature-Upstate-Rustic-Kapitans-Cottage-Pet-Friendly.h109781517.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116790000/116789600/116789506/bfadd716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116790000/116789600/116789506/eef81236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/117000000/116790000/116789600/116789506/9620502b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116790000/116789600/116789506/bd4d925e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfall Sound & Beach-Inspired Country Wing

[](https://www.expedia.ca/Millbrook-Hotels-3-Bedroom-Cottage-In-Verbank.h116789506.Hotel-Information)

Verbank

10/10

Exceptional

(7 reviews)

"Our host was very welcoming and responsive; he took extra care to ensure our stay was comfortable. Our experience with the property and host exceeded our expectations. We were extremely pleased and would stay at this property again and recommend it to others."

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

Kathleen B.

CA $459

CA $671 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Millbrook-Hotels-3-Bedroom-Cottage-In-Verbank.h116789506.Hotel-Information)

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

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/bb223671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113159700/113159615/ffdabe30.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)

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

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

Bloomingburg

10/10

Exceptional

(1 review)

"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 $191

CA $295 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Bloomingburg-Hotels-Charming-Cottage-In-The-Lower-Catskills-Near-Ellenville-And-Wurtsboro.h113159615.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=2026-03-17&endDate=2026-03-18&regionId=115050&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE)

Private vacation homes

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Apartments

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VILLA)

Condos

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CHALET)

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## Top Highland Hotel Reviews

![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/830db074_y.jpg)

### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent

"Modern and clean. Coffee available 24 hours. Decent breakfast. "

[](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information)

![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg)

### Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"They’re were all great at Hyatt Poughkeepsie! My daughters love the indoor pool and gym. Very clean and inviting. Will always stay at Hyatt while visiting Poughkeepsie NY "

[](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information)

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg)

### Courtyard by Marriott Fishkill

10/10 Excellent

"The room was clean and the staff was very helpful . "

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

6/10 Okay

"Free breakfast ends early, food was cold and mediocre. Rooms were big but old and smelled musty. Pool was tiny, looked nice in the picture"

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg)

### Courtyard by Marriott Poughkeepsie

8/10 Good

"Internet was fine. Staff was very helpful. "

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg)

### Residence Inn by Marriott Kingston

10/10 Excellent

"Room is clean. Staff was friendly. Check-in was fast. Parking was free and there was adequate space."

[](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good

"In general the stay was fine. The only downside was that the onsite restaurant was not open. On line they said they are open for breakfast, lunch and dinner. Maybe it was because it was a Sunday, but they should be more clear about the operating hours. "

[](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![Holiday Inn Express & Suites Kingston-Ulster by IHG](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6_y.jpg)

### Holiday Inn Express & Suites Kingston-Ulster by IHG

4/10 Poor

"Dirty and overpriced. The hotel is next to the train tracks and the hotel has no soundproofing. Sounding like elephants were walking on the ceiling."

[](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information)

![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b_y.jpg)

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"Zero complaints. Excellent stay all around!"

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

## Find out more about Highland

## Highland Cottages information

| Number of reviews | 85           |
| ----------------- | ------------ |
| Accommodation     | 118 Cottages |
| Lowest Price      | CA $262      |
| Highest Price     | CA $778      |

## Frequently asked questions

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- [Flights to Milton ](https://www.expedia.ca/Cheap-Flights-To-Milton.d6288971.Travel-Guide-Flights)
- [Flights to Poughkeepsie ](https://www.expedia.ca/Cheap-Flights-To-Poughkeepsie.d6056317.Travel-Guide-Flights)
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- [Flights from Milton ](https://www.expedia.ca/lp/flights/6288971/flights-from-milton)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Culinary Institute of America ](https://www.expedia.ca/Culinary-Institute-Of-America-Hyde-Park.d6093745.Vacation-Attraction)
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- [Things to do in Poughkeepsie ](https://www.expedia.ca/Things-To-Do-In-Poughkeepsie.d6056317.Travel-Guide-Activities)

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