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Smallwood Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Smallwood holiday rentals

1. Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!

Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
Monticello
10.0 out of 10, Exceptional, (11 reviews)
"Loved the cottage, it was quaint in an idyllic setting and right next to easy hikes. Lovely and would come back for a longer retreat asap!"
United States
Angeline
The price is AU$472
includes taxes & fees
23 Sept - 24 Sept
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
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, (6 reviews)
"Great place to go relax and forget about everything!!!! Definitely must go back "
United States
Jean
The price is AU$844
includes taxes & fees
14 Sept - 15 Sept
Catskills: Eikonic Box
An outdoor deck with wicker furniture, a fire pit, and a railing.

3. 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.
Lakefront Catskills Lodge
A view through a window with a wooden frame and a metal screen, overlooking a deck and trees.

4. 1-bedroom cabin in Smallwood perfect for a couples getaway.

1-bedroom cabin in Smallwood perfect for a couples getaway.
Smallwood
The price is AU$506
includes taxes & fees
10 Sept - 11 Sept
1-bedroom cabin in Smallwood perfect for a couples getaway.
A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

5. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (74 reviews)
"Everything was great. Would stay again!"
United States
Claire M.
The price is AU$485
includes taxes & fees
10 Sept - 11 Sept
5 minutes from original Woodstock site.
A wooden deck with a glass table and chairs, surrounded by lush greenery and trees.

6. Cozy Cottage with Woodstock Scavenger Hunt

Cozy Cottage with Woodstock Scavenger Hunt
Mongaup Valley
10.0 out of 10, Exceptional, (6 reviews)
"Great little cottage close to Bethel Woods."
United States
Erin
The price is AU$384
includes taxes & fees
30 Sept - 1 Oct
Cozy Cottage with Woodstock Scavenger Hunt

7. Cozy Cottage w/ Hot Tub! — Family Friendly

Cozy Cottage w/ Hot Tub! — Family Friendly
Mongaup Valley
10.0 out of 10, Exceptional, (10 reviews)
"we had gr8 time with our family even though it rained enjoyed brook fire pit hot tub tramperlin a great place to go with family very freindly host good communication than you alex !!!!"
United States
yisroel k.
The price is AU$518
includes taxes & fees
16 Sept - 17 Sept
Cozy Cottage w/ Hot Tub! — Family Friendly
A dining area with a wooden table and chairs, a sofa, and a view of the outdoors.

8. 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 AU$644
includes taxes & fees
10 Sept - 11 Sept
Lakefront Home on Woodstock Way
A tent set up in a forest with a campfire in front.

9. Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
Harris
10.0 out of 10, Exceptional, (1 review)
"Taino wood was a great place for camping. Chantel and her husband Jesse are great host and are very welcoming and kind. Nice place to enjoy with your family in the nature. There were many tent sites inside their woods and we occupied the site called:Turey. We set up 3 tents (two 4-people tents and one 6-people tent). There was a firepit we used to cook food and Chantel and Jesse lend us a pot to cook. Before leaving Chantel, Jesse and a few of their friends sang indigenous songs and played...
United States
Lissette
The price is AU$122
includes taxes & fees
11 Sept - 12 Sept
Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

10. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (117 reviews)
"Great place"
United States
Susan S.
The price is AU$471
includes taxes & fees
15 Sept - 16 Sept
In the cloud ~your cozy lake house
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

11. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (117 reviews)
"Was very pet friendly. "
United States
Kevin
The price is AU$273
includes taxes & fees
10 Sept - 11 Sept
Trails Head Cabin
A house with a dock by a lake, surrounded by trees and a clear sky.

12. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.8 out of 10, Exceptional, (22 reviews)
"Great stay!"
United States
melissa m.
The price is AU$326
includes taxes & fees
15 Sept - 16 Sept
Lakeview Cabin Duplex
A two-story house with a deck and outdoor seating area, surrounded by a grassy yard and trees.

13. 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 AU$662
includes taxes & fees
17 Sept - 18 Sept
Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
A serene riverside setting with a grassy area and a few lounge chairs.

14. NEW: Catskills River Farmhouse

NEW: Catskills River Farmhouse
Ferndale
The price is AU$872
includes taxes & fees
23 Sept - 24 Sept
NEW: Catskills River Farmhouse
A cabin with a wooden deck and a staircase leading to a second-story balcony.

15. 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, (159 reviews)
"Such a beautiful place to stay and explore with my pup!"
United States
Alison H.
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
A swimming pool surrounded by trees and a stone wall.

16. Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15

Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15
Monticello
8.4 out of 10, Very good, (5 reviews)
"This house was a home run for our week-long stay. It was clean, comfortable, and exactly as described in the listing. The check-in process was seamless and communication with the host was great. Five stars all around, we would definitely stay here again!"
United States
Uri J.
The price is AU$962
includes taxes & fees
10 Sept - 11 Sept
Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15
A wooden cabin with a hot tub, large windows, and a view of the forest.

17. Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!

Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!
Monticello
9.6 out of 10, Exceptional, (41 reviews)
"hot tub was great! rooms were comfortable and neighborhood was quiet"
United States
Lester K.
The price is AU$1,303
includes taxes & fees
10 Sept - 11 Sept
Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!
A backyard with a fire pit, outdoor furniture, and a deck.

18. 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 AU$588
includes taxes & fees
11 Sept - 12 Sept
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
A window with a view of a green, leafy outdoor area, possibly a garden or park.

19. 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 AU$189
includes taxes & fees
13 Sept - 14 Sept
Trails Head Tiny House
A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

20. 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 AU$299
includes taxes & fees
16 Sept - 17 Sept
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
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

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

8/10 Good
"m"
JIAYIN 1-night trip
Posted 19 hours ago
Days Inn by Wyndham Wurtsboro

Find out more about Smallwood

Everything you need to know about Smallwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Smallwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Smallwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Smallwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Smallwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Smallwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Smallwood holiday rentals we have selected for you start as low as AU$268 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Smallwood rentals

At Expedia, we put the best Smallwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Smallwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Smallwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Smallwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Smallwood?

Yes, there are holiday rentals close to the most popular sights in Smallwood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Smallwood has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This holiday home rental outside of Smallwood is located on a lake, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Smallwood?

Expedia has 10 holiday rentals for your stay in Smallwood.

What can I see and do in Smallwood?

Forest Reserve at Smallwood and Cliff Lake are a couple of lovely local spots to get outside and enjoy nature. Lake Superior State Park and Bethel Woods Center For The Arts are a couple of places you'll find in the wider area.

What’s a holiday rental in Smallwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Smallwood. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.