Chester Holiday Homes
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Holiday Homes
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Holiday Homes in Chester

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Featured Holiday Homes in Chester

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

Highland Falls

10.0 out of 10, Exceptional, (2)

10/10

Exceptional

(2)

"Good stay, awesome place"

Scott G.

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

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

9.6 out of 10, Exceptional, (4)

9.6/10

Exceptional

(4)

"The Warwick Inn is an amazing stay for anyone trying to escape for a few days. The rooms were amazing, spacious, and comfortable. Gabriela was amazing at setting up our check-in and was always available for any questions we had. Highly recommend. "

Nicolas

The price is NZ$262

NZ$262

includes taxes & fees

22 Oct - 23 Oct

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls

10.0 out of 10, Exceptional, (6)

10/10

Exceptional

(6)

"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"

Molly s.

The price is NZ$546

NZ$546

includes taxes & fees

19 Nov - 20 Nov

Lovely 3BR Home with parking-Walk to WP Gate!

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Vernon Township

9.4 out of 10, Exceptional, (40)

9.4/10

Exceptional

(40)

"Very nice condo, had everything we needed. Included a parking pass, gym pass and pool pass. Super clean. Thanks for having us!"

Louise S.

The price is NZ$517

NZ$517

includes taxes & fees

31 Oct - 1 Nov

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

3 bedrooms, iron/ironing board, WiFi, bed sheets

Fabulous 3bdrm Home w/parking!

Highland Falls

8.0 out of 10, Very good, (2)

8.0/10

Very good

(2)

"Great place. Close to West Point activity. Clean and new."

Joanne V.

The price is NZ$497

NZ$497

includes taxes & fees

22 Oct - 23 Oct

Fabulous 3bdrm Home w/parking!

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

Highland Falls

9.0 out of 10, Wonderful, (2)

9.0/10

Wonderful

(2)

"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "

Waylon J.

The price is NZ$856

NZ$856

includes taxes & fees

27 Oct - 28 Oct

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

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

Wurtsboro

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

2 bedrooms, desk, iron/ironing board, travel cot

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

2.0 star property

Warwick

10.0 out of 10, Exceptional, (2)

10/10

Exceptional

(2)

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

michelle d.

The price is NZ$735

NZ$735

includes taxes & fees

2 Nov - 3 Nov

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

3 bedrooms, iron/ironing board, travel cot, free WiFi

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Goshen

9.8 out of 10, Exceptional, (58)

9.8/10

Exceptional

(58)

"We had a wonderful stay! The house is in a beautiful location, everything was well appointed, instructions were easy to follow and the house itself was perfect. "

Katie

The price is NZ$974

NZ$974

includes taxes & fees

19 Nov - 20 Nov

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

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

Highland Falls

10.0 out of 10, Exceptional, (1)

10/10

Exceptional

(1)

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

Ellie M.

The price is NZ$849

NZ$849

includes taxes & fees

29 Oct - 30 Oct

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

Microwave, oven, coffee/tea maker, electric kettle

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill

9.8 out of 10, Exceptional, (41)

9.8/10

Exceptional

(41)

"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"

Lisa B.

The price is NZ$575

NZ$575

includes taxes & fees

4 Nov - 5 Nov

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Lux Lake Neepaulin Front Home

Wantage

8.0 out of 10, Very good, (2)

8.0/10

Very good

(2)

"Nice place to stay. "

Bob

The price is NZ$522

NZ$522

includes taxes & fees

27 Oct - 28 Oct

Lux Lake Neepaulin Front Home

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

wallkill

9.8 out of 10, Exceptional, (56)

9.8/10

Exceptional

(56)

"Loved this property, clean, wonderful view of the river. Quite neighborhood. Great location "

Mamie G.

The price is NZ$689

NZ$689

includes taxes & fees

26 Oct - 27 Oct

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Charming bungalow in lovely Middletown NY

Middletown

The price is NZ$341

NZ$341

includes taxes & fees

4 Nov - 5 Nov

Charming bungalow in lovely Middletown NY

Secluded Warwick Retreat on 3 Acres Next to Winery- 1 Hr from NYC!

Warwick

10.0 out of 10, Exceptional, (7)

10/10

Exceptional

(7)

"We enjoy our stay at this beautiful home. The house is very spacious and clean. It is located in a great area and was very quiet."

matthew l.

Secluded Warwick Retreat on 3 Acres Next to Winery- 1 Hr from NYC!

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property

Highland Falls

9.8 out of 10, Exceptional, (6)

9.8/10

Exceptional

(6)

"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"

Randall T.

The price is NZ$1,423

NZ$1,423

includes taxes & fees

2 Nov - 3 Nov

West Point Family Retreat, 5 min walk to Thayer!

Contemporary Cozy Cottage

Lake Peekskill

10.0 out of 10, Exceptional, (28)

10/10

Exceptional

(28)

"Very clean comfortable quiet place"

Mauro C.

The price is NZ$731

NZ$731

includes taxes & fees

1 Nov - 2 Nov

Contemporary Cozy Cottage

Lake House in the Forest

Godeffroy

10.0 out of 10, Exceptional, (2)

10/10

Exceptional

(2)

"We were so happy to get away to the mountains for this Spring Break! The property was so quiet and peaceful. Just what we needed to re-charge. We loved kayaking and canoeing each day and making smores by the fire. The dock was a beautiful place to watch the sunset over the lake. Wonderful hosts. We couldn't ask for anything more!"

Kristin S.

Lake House in the Forest

5 bedrooms, desk, iron/ironing board, travel cot

Private Mountain Creek Getaway!

Vernon Township

8.4 out of 10, Very good, (5)

8.4/10

Very good

(5)

"The property is very comfortable and clean. It is convenient to the ski area, Warwick, New York's apple orchards and fun main street shopping, Penning's Cidery & Orchard. The driveway is steep, if you have multiple cars, parking across the street (if allowed) may be preferred."

Patricia S.

The price is NZ$793

NZ$793

includes taxes & fees

29 Oct - 30 Oct

Private Mountain Creek Getaway!

5 bedrooms, iron/ironing board, WiFi, bed sheets

Large,Cozy,Bright Apartment, Business Themed.

Newburgh

9.0 out of 10, Wonderful, (15)

9.0/10

Wonderful

(15)

"Very cozy stay with responsive host"

Adhith P.

The price is NZ$1,203

NZ$1,203

includes taxes & fees

1 Nov - 2 Nov

Large,Cozy,Bright Apartment, Business Themed.

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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