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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Smallwood vacation homes

An outdoor deck with wicker furniture, a fire pit, and a railing.

1. Lakefront Catskills Lodge

Lakefront Catskills Lodge
Monticello
10.0 out of 10, Exceptional, (13 reviews)
"The house is gorgeous, we had a great time!"
United States
Ayden S.
The price is ￥31,855
￥68,098 total
includes taxes & fees
Sep 29 - Sep 30
Lakefront Catskills Lodge
A modern outdoor seating area with a sofa and chairs, large glass doors, and a wooden deck.

2. Catskills: Eikonic Box

Catskills: Eikonic Box
Smallwood
10.0 out of 10, Exceptional, (7 reviews)
"Great place to go relax and forget about everything!!!! Definitely must go back "
United States
Jean
The price is ￥34,121
￥95,646 total
includes taxes & fees
Oct 21 - Oct 22
Catskills: Eikonic Box
A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

3. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (75 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
The price is ￥26,900
￥49,675 total
includes taxes & fees
Sep 24 - Sep 25
5 minutes from original Woodstock site.
A dining area with a wooden table and chairs, a sofa, and a view of the outdoors.

4. Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.4 out of 10, Exceptional, (11 reviews)
"We had a great time staying at the property. The lake front house and lake access was very nice. Owner/Property manager was great to work with. A great overall experience and would recommend this highly!"
United States
Nolan B.
The price is ￥24,776
￥64,373 total
includes taxes & fees
Sep 29 - Sep 30
Lakefront Home on Woodstock Way
A serene riverside setting with a grassy area and a few lounge chairs.

5. Private Riverfront * Family Ready * Wood Stove

Private Riverfront * Family Ready * Wood Stove
Ferndale
The price is ￥22,446
￥102,449 total
includes taxes & fees
Oct 6 - Oct 7
Private Riverfront * Family Ready * Wood Stove
A window with a view of a green, leafy outdoor area, possibly a garden or park.

6. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (20 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is ￥12,601
￥21,192 total
includes taxes & fees
Sep 24 - Sep 25
Trails Head Tiny House
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

7. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (118 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveler
The price is ￥27,891
￥54,351 total
includes taxes & fees
Sep 24 - Sep 25
In the cloud ~your cozy lake house
A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

8. New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
Hurleyville
10.0 out of 10, Exceptional, (3 reviews)
"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
Holly L.
The price is ￥12,742
￥31,508 total
includes taxes & fees
Sep 29 - Sep 30
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
A living room with a fireplace, sofa, TV, and a wooden table with baskets.

9. Bright, Spotless Cottage Near Bethel Woods

Bright, Spotless Cottage Near Bethel Woods
Highland
10.0 out of 10, Exceptional, (7 reviews)
"This was the perfect place for a long weekend where we wanted to be disconnected yet still have modern amenities. Everything was great from the check in process to the place itself and the location. Looking forward to staying here again in the future!"
United States
Chloe
The price is ￥19,986
￥45,256 total
includes taxes & fees
Sep 27 - Sep 28
Bright, Spotless Cottage Near Bethel Woods
A two-story house with a deck and outdoor seating area, surrounded by a grassy yard and trees.

10. Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods

Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
Cochecton
10.0 out of 10, Exceptional, (5 reviews)
"This is a great property to stay at. Beautiful views and very comfortable accommodations. It is very close to Bethel Woods and had everything 3 Spartan Racers could want."
United States
Scott D.
The price is ￥33,129
￥76,867 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
A modern living room with a sofa, a dining table, and chairs. There is a window with curtains, a lamp, and a painting on the wall.

11. The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello

The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
Monticello
The price is ￥21,237
￥61,902 total
includes taxes & fees
Sep 24 - Sep 25
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
A wooden staircase leading to a garden area with a pathway, rocks, and plants.

12. 3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Forestburgh
9.6 out of 10, Exceptional, (16 reviews)
"5 stars across the board! Super communicative host, even offered to change cleaning crew schedule to accommodate our needs. There is a beautiful creek going through the back yard. It’s lovely. I feel like pictures dont do it justice. Definitely a wonderful experience."
United States
Dea
The price is ￥29,333
￥57,060 total
includes taxes & fees
Sep 29 - Sep 30
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
A house surrounded by trees and a river.

13. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
9.4 out of 10, Exceptional, (11 reviews)
"In town for a family gathering. House was perfect for our needs. Will recommend"
United States
Tom B.
The price is ￥19,679
￥53,148 total
includes taxes & fees
Oct 21 - Oct 22
Callicoon Creek Farmhouse
A wooden deck with Adirondack chairs and a small table, overlooking a garden.

14. Bright Modern Home * Wood-Stove Nights * Big Deck

Bright Modern Home * Wood-Stove Nights * Big Deck
Callicoon
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for a quiet get away. And the beds were very comfy and the sheets very nice quality, we slept so well!"
United States
Anonymous traveler
The price is ￥17,823
￥84,419 total
includes taxes & fees
Sep 29 - Sep 30
Bright Modern Home * Wood-Stove Nights * Big Deck
A cozy room with a stone wall, a large window, a blue cabinet, and a striped armchair.

15. River Views * Fireplace * Sunroom * Walk to Town

River Views * Fireplace * Sunroom * Walk to Town
Narrowsburg
10.0 out of 10, Exceptional, (8 reviews)
"This property was beautiful, comfortable, and clean. It has everything you need, but not so much it is overwhelming or cluttered. If I go back up again, I would definitely book this again."
United States
Audrey H.
The price is ￥18,169
￥90,495 total
includes taxes & fees
Sep 29 - Sep 30
River Views * Fireplace * Sunroom * Walk to Town
A house with a stone chimney, surrounded by a lush garden and outdoor seating area with Adirondack chairs.

16. NEW: Modern And Sunny * Fireplace * Narrowsburg

NEW: Modern And Sunny * Fireplace * Narrowsburg
Narrowsburg
"Amazing hosts! Would rent from them anytime"
United States
Lisa C. K.
The price is ￥22,689
￥91,654 total
includes taxes & fees
Sep 30 - Oct 1
NEW: Modern And Sunny * Fireplace * Narrowsburg
A lakeside scene with a boat and a chair on the shore.

17. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (42 reviews)
"Very thoughtfully appointed and lovingly maintained. Excellent value with lots of extras. I travelled in July, and the lake was amazing"
United States
Olga
The price is ￥23,361
￥39,704 total
includes taxes & fees
Sep 30 - Oct 1
Beaver Lake Escape
A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

18. Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
Woodridge
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our two night stay here. The tiny house was well maintained. "
United States
Chris D.
The price is ￥18,264
￥45,458 total
includes taxes & fees
Sep 24 - Sep 25
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
A two-story house with a covered porch, a front door, and a staircase leading to the entrance.

19. Spacious 4 bedroom house with a private pool in a quiet area

Spacious 4 bedroom house with a private pool in a quiet area
Glen Spey
10.0 out of 10, Exceptional, (7 reviews)
"Great place"
United States
Johnny A.
The price is ￥31,305
￥69,684 total
includes taxes & fees
Sep 24 - Sep 25
Spacious 4 bedroom house with a private pool in a quiet area
A covered porch with wicker furniture and a view of a blue house in the background.

20. Sweet Old Farmhouse in a Tranquil Setting

Sweet Old Farmhouse in a Tranquil Setting
Highland Lake
10.0 out of 10, Exceptional, (4 reviews)
"The property was very easy to access and easy to navigate the area with the location. Also right across from the local yoga studio was a bonus!"
United States
Anne H.
The price is ￥28,174
￥68,642 total
includes taxes & fees
Sep 24 - Sep 25
Sweet Old Farmhouse in a Tranquil Setting
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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Top Smallwood Hotel Reviews

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

10/10 Excellent
"Everything is good"
Somen 1-night trip
Posted 11 hours ago
Hampton Inn Matamoras/Milford

Find out more about Smallwood

Smallwood Vacation Homes information

Number of reviews
348
Accommodation
360 Vacation Homes
Lowest Price
￥21,192
Highest Price
￥102,449