Holiday Rentals in Smallwood

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Our top choices for Smallwood holiday rentals

Lakefront Catskills Lodge

Lakefront Catskills Lodge
Monticello
10.0 out of 10, Exceptional, (12 reviews)
"The house is gorgeous, we had a great time!"
United States
Ayden S.
Lakefront Catskills Lodge

Catskills: Eikonic Box

Catskills: Eikonic Box
Smallwood
10.0 out of 10, Exceptional, (5 reviews)
"three couples stayed at this very unique, clean, cozy container home. I had never stayed in a container home and this place was very cool. Great outdoor space as well. Highly recommend and would definitely stay here again especially if attending something at Bethel Woods."
United States
Julie T.
The price is €395
includes taxes & fees
21 Apr - 22 Apr
Catskills: Eikonic Box

Charming RIVER FRONT camper RV with AC by Lackawaxen River

Charming RIVER FRONT camper RV with AC by Lackawaxen River
Hawley
10.0 out of 10, Exceptional, (4 reviews)
"Excellent trip and everything was great and very accommodating! Our three children (ages 8,5, and 3) enjoyed the river and the available toys, and our dog enjoyed the views too! We would definitely recommend staying here!"
United States
C K.
The price is €215
includes taxes & fees
3 Apr - 4 Apr
Charming RIVER FRONT camper RV with AC by Lackawaxen River

Glamping in Vintage Airstream with modern comforts with private pond access.

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
9.8 out of 10, Exceptional, (11 reviews)
"Small quiet and 10 minutes from vethel woods."
United States
Dominick P.
The price is €330
includes taxes & fees
16 Apr - 17 Apr
Glamping in Vintage Airstream with modern comforts with private pond access.

Roscoe RV Pet Friendly

Roscoe RV Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (8 reviews)
"Debra was a wonderful host who went above and beyond to ensure we had a cozy and comfortable stay! Highly recommend staying at this property and will definitely be back!"
United States
Dawn H.
Roscoe RV Pet Friendly

Waterfront property, perfect winter getaway, directly on the Willowemoc!

Waterfront property, perfect winter getaway, directly on the Willowemoc!
Livingston Manor
9.6 out of 10, Exceptional, (29 reviews)
"Great cabin right on the creek. Everything you need for a comfortable stay."
United States
Emily N.
The price is €358
includes taxes & fees
9 Apr - 10 Apr
Waterfront property, perfect winter getaway, directly on the Willowemoc!

Cozy two bedroom House

Cozy two bedroom House
Liberty
10.0 out of 10, Exceptional, (3 reviews)
"Very cozy stay with nice living space"
United States
Michael G.
The price is €323
includes taxes & fees
29 Mar - 30 Mar
Cozy two bedroom House

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is €267
includes taxes & fees
1 Apr - 2 Apr
Hike & Fish: Outdoor Retreat Near Trails

Anthony's Castle

Anthony's Castle
Liberty
9.0 out of 10, Wonderful, (12 reviews)
"We enjoyed staying at Anthony’s Castle. It suited our needs - was clean & comfortable. Location was approx 20 minutes from Bethelwoods and we will stay here again in the future. "
United States
David
The price is €378
includes taxes & fees
7 Apr - 8 Apr
Anthony's Castle

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (105 reviews)
"Beautiful house, very clean I’m already checking availability for my next trip, family was happy and enjoy it "
United States
juan
The price is €191
includes taxes & fees
30 Mar - 31 Mar
Trails Head Cabin

Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake
Cuddebackville
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is €411
includes taxes & fees
29 Mar - 30 Mar
Serene Rustic Retreat with Lake

BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Jeffersonville
10.0 out of 10, Exceptional, (1 review)
The price is €431
includes taxes & fees
29 Mar - 30 Mar
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (33 reviews)
"Clean place, friendly and accommodating host! "
United States
Bryan A.
The price is €211
includes taxes & fees
29 Mar - 30 Mar
Beaver Lake Escape

Enchanting River - Waterfront A Frame Cabin

Enchanting River - Waterfront A Frame Cabin
Yulan
10.0 out of 10, Exceptional, (3 reviews)
"I can’t put into words the feel of Enchanting River front. The location is BEAUTIFUL. Being able to fall asleep to the sound of the flowing water was just heaven. John is an incredible host, and I can’t wait for my next visit! "
United States
Britney P.
The price is €661
includes taxes & fees
8 Apr - 9 Apr
Enchanting River - Waterfront A Frame Cabin

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is €382
includes taxes & fees
8 Apr - 9 Apr
Hello Small Stone

In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (105 reviews)
"A cozy home on a beautiful property. We loved our stay!"
United States
Maryjean R.
The price is €287
includes taxes & fees
8 Apr - 9 Apr
In the cloud ~your cozy lake house

Beaver Cottage - Waterfront, Hot Tub, Fire Pit, Group House

Beaver Cottage - Waterfront, Hot Tub, Fire Pit, Group House
Livingston Manor
10.0 out of 10, Exceptional, (5 reviews)
"Nice winter getaway. Great for a crowd. Cozy!"
United States
anne m.
The price is €887
includes taxes & fees
29 Mar - 30 Mar
Beaver Cottage - Waterfront, Hot Tub, Fire Pit, Group House

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is €207
includes taxes & fees
1 Apr - 2 Apr
Close to Trails: Studio w/ Water Views

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is €240
includes taxes & fees
29 Mar - 30 Mar
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis

Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
Port Jervis
10.0 out of 10, Exceptional, (1 review)
"Great communication, easy check in, great location, what more could you ask for?"
United States
Joseph F.
The price is €223
includes taxes & fees
5 Apr - 6 Apr
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
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

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, apart-hotels, 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 favorite 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 depends 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 €191 per night. Entering your travel dates in the search wizard you might find 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?

Water front boating, fishing, swimming, ski, golf, horseride, hike & more!: This holiday home rental outside of Smallwood is located on the beach, and has an outdoor pool, a fireplace 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. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Smallwood?

Expedia has 8 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.