A misty field with a solitary tree, rolling hills, and a clear sky.

Smallwood Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Smallwood holiday rentals

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 AU$654
includes taxes & fees
18 Nov - 19 Nov
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 AU$889
includes taxes & fees
3 Nov - 4 Nov
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, (77 reviews)
"Great place"
United States
Anonymous traveller
The price is AU$459
includes taxes & fees
29 Oct - 30 Oct
5 minutes from original Woodstock site.
Exterior

4. 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$570
includes taxes & fees
2 Nov - 3 Nov
Cozy Cottage w/ Hot Tub! — Family Friendly
A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.

5. 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 AU$574
includes taxes & fees
29 Oct - 30 Oct
Lakefront Home on Woodstock Way
A hallway with a staircase, a door leading outside, and a basket with towels.

6. Private Riverfront * Family Ready * Wood Stove

Private Riverfront * Family Ready * Wood Stove
Ferndale
10.0 out of 10, Exceptional, (1 review)
"This was an ideal location for our visit to the area. The house and property are beautiful. Really nice kitchen and dining area for cooking, eating, and just visiting. Simple check in and check out directions. We will absolutely consider this property in the future!"
United States
Nancy W.
The price is AU$917
includes taxes & fees
2 Nov - 3 Nov
Private Riverfront * Family Ready * Wood Stove
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, (120 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveller
The price is AU$488
includes taxes & fees
4 Nov - 5 Nov
In the cloud ~your cozy lake house
A house with a dock by a lake, surrounded by trees and a clear sky.

8. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.6 out of 10, Exceptional, (27 reviews)
"Great stay!"
United States
melissa m.
The price is AU$335
includes taxes & fees
29 Oct - 30 Oct
Lakeview Cabin Duplex
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
8.8 out of 10, Excellent, (22 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is AU$175
includes taxes & fees
29 Oct - 30 Oct
Trails Head Tiny House
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

10. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (124 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
The price is AU$318
includes taxes & fees
2 Nov - 3 Nov
Trails Head Cabin
A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

11. 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$359
includes taxes & fees
1 Nov - 2 Nov
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
A wooden deck with wicker furniture, a red barn, and a forested landscape in the background.

12. 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, (9 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$665
includes taxes & fees
4 Nov - 5 Nov
Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
An indoor water park with a large water slide, inflatable tubes, and lush greenery.

13. 2 Lake Cabins Pool+hottub Game Room 23acs

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
Highland Lake
The price is AU$1,398
includes taxes & fees
3 Nov - 4 Nov
2 Lake Cabins Pool+hottub Game Room 23acs
A backyard with a fire pit, outdoor furniture, and a deck.

14. 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$557
includes taxes & fees
29 Oct - 30 Oct
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
A tent set up in a forest with a campfire in front.

15. 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$141
includes taxes & fees
3 Nov - 4 Nov
Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
A deck with lounge chairs and an umbrella, overlooking a body of water and a building with a blue exterior.

16. Victorian Lake Oasis | Hot Tub | Private Lakefront

Victorian Lake Oasis | Hot Tub | Private Lakefront
Damascus
9.8 out of 10, Exceptional, (10 reviews)
"I was working in the area with two other coworkers and this house was perfect. It had everything we needed and was walking distance to great restaurants. I would definitely stay again if in the area. "
United States
Dave
The price is AU$607
includes taxes & fees
29 Oct - 30 Oct
Victorian Lake Oasis | Hot Tub | Private Lakefront
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.

17. 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 AU$532
includes taxes & fees
29 Oct - 30 Oct
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
An indoor water park with a large water slide, inflatable tubes, and tropical plants.

18. Lakefront | Sport Courts | HotTub | GameRoom

Lakefront | Sport Courts | HotTub | GameRoom
Highland Lake
10.0 out of 10, Exceptional, (33 reviews)
"We had a wonderful time and definitely would recommend!"
United States
Phillip C.
Lakefront | Sport Courts | HotTub | GameRoom
A dining area with a wooden table and chairs, a kitchen in the background, and a green wall.

19. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
Hurleyville
10.0 out of 10, Exceptional, (11 reviews)
"Perfect little spot for our weekend visiting Stagedoor! "
United States
Kami E. Q.
The price is AU$581
includes taxes & fees
2 Nov - 3 Nov
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
A wooden deck with wicker furniture and a white railing.

20. Cozy 2-bedroom cabin in serene Lake Huntington with AC

Cozy 2-bedroom cabin in serene Lake Huntington with AC
Lake Huntington
10.0 out of 10, Exceptional, (3 reviews)
"Clean newly renovated cabins where you wake to a beautiful view of the lake and access to boats for the lake. Big deck. Really comfortable."
United States
S C.
The price is AU$393
includes taxes & fees
29 Oct - 30 Oct
Cozy 2-bedroom cabin in serene Lake Huntington with AC
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

Scottish Inns Milford

Scottish Inns Milford

10/10 Excellent
"We were very happy with our stay and plan to return later this year."
Margaret 1-night trip
Posted 16 hours ago
Scottish Inns Milford

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$267 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.