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Holiday Homes in Smallwood

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Check prices for these dates

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

Our top choices for Smallwood holiday 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 €382
includes taxes & fees
6 Oct - 7 Oct
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 €525
includes taxes & fees
20 Oct - 21 Oct
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, (76 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
The price is €342
includes taxes & fees
29 Sept - 30 Sept
5 minutes from original Woodstock site.
A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.

4. Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.2 out of 10, Wonderful, (12 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 €354
includes taxes & fees
30 Sept - 1 Oct
Lakefront Home on Woodstock Way

5. Private Riverfront * Family Ready * Wood Stove

Private Riverfront * Family Ready * Wood Stove
Ferndale
The price is €578
includes taxes & fees
5 Oct - 6 Oct
Private Riverfront * Family Ready * Wood Stove
A two-story house with a deck and outdoor seating area, surrounded by a grassy yard and trees.

6. 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, (6 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 €411
includes taxes & fees
29 Sept - 30 Sept
Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

7. 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 €179
includes taxes & fees
29 Sept - 30 Sept
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

8. 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 traveller
The price is €306
includes taxes & fees
4 Oct - 5 Oct
In the cloud ~your cozy lake house
A window with a view of a green, leafy outdoor area, possibly a garden or park.

9. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (21 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is €122
includes taxes & fees
28 Sept - 29 Sept
Trails Head Tiny House
A backyard with a fire pit, outdoor furniture, and a deck.

10. Retro Countryside Cabin | Cozy Upstate NY Private Retreat!

Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
Eldred
9.6 out of 10, Exceptional, (5 reviews)
"The place is exactly as described. Very comfortable and had everything we needed to enjoy our stay. Private and quiet. Bed was very comfortable. Pecks market close by. Will stay again."
United States
Robert R.
The price is €399
includes taxes & fees
2 Oct - 3 Oct
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
A living room with a fireplace, sofa, TV, and a wooden table with baskets.

11. 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 €259
includes taxes & fees
1 Oct - 2 Oct
Bright, Spotless Cottage 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.

12. 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 €342
includes taxes & fees
28 Sept - 29 Sept
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.

13. 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 €331
includes taxes & fees
29 Sept - 30 Sept
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
A cabin with a wooden deck and a staircase leading to a second-story balcony.

14. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Narrowsburg
10.0 out of 10, Exceptional, (162 reviews)
"Such a beautiful place to stay and explore with my pup!"
United States
Alison H.
The price is €322
includes taxes & fees
15 Oct - 16 Oct
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
A dining area with a wooden table and chairs, a kitchen in the background, and a green wall.

15. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
Hurleyville
10.0 out of 10, Exceptional, (9 reviews)
"Perfect little spot for our weekend visiting Stagedoor! "
United States
Kami E. Q.
The price is €345
includes taxes & fees
26 Oct - 27 Oct
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
A covered porch with wicker furniture and a view of a blue house in the background.

16. 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 €384
includes taxes & fees
28 Sept - 29 Sept
Sweet Old Farmhouse in a Tranquil Setting
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 €243
includes taxes & fees
27 Oct - 28 Oct
Beaver Lake Escape
A house surrounded by trees and a river.

18. 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 €298
includes taxes & fees
28 Sept - 29 Sept
Callicoon Creek Farmhouse
A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

19. 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 €230
includes taxes & fees
28 Sept - 29 Sept
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
An outdoor deck with a wooden table and chairs, a grill, and a hot tub.

20. Luxury Retreat w/ Hot Tub - near Bethel Woods!

Luxury Retreat w/ Hot Tub - near Bethel Woods!
Forestburgh
10.0 out of 10, Exceptional, (6 reviews)
"This was an excellent property.It was clean, well stocked and beautiful. The host was attentive and available. It was really a wonderful stay."
United States
mary
The price is €598
includes taxes & fees
28 Sept - 29 Sept
Luxury Retreat w/ Hot Tub - near Bethel Woods!
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

Inn at Tyler Hill

Inn at Tyler Hill

10/10 Excellent
"Beautiful Inn, gorgeous property, incredibly comfortable bed, delicious breakfast, everyone was so nice and helpful, highly recommend!!"
Lynne Ruth 1-night trip
Posted 13 hours ago
Inn at Tyler Hill

Find out more about Smallwood

Smallwood Holiday Homes information

Number of reviews
505
Accommodation
364 Holiday Homes
Lowest Price
€122
Highest Price
€598