Smallwood Vacation Rentals

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Our top choices for Smallwood vacation 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 CA $235
CA $642 total
includes taxes & fees
Apr 12 - Apr 13
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 CA $250
CA $341 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $348
CA $535 total
includes taxes & fees
Apr 16 - Apr 17
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.
The price is CA $251
CA $346 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $278
CA $578 total
includes taxes & fees
Apr 7 - Apr 8
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 CA $345
CA $530 total
includes taxes & fees
Apr 1 - Apr 2
Cozy two bedroom House

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is CA $229
CA $428 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $376
CA $606 total
includes taxes & fees
Apr 1 - Apr 2
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 CA $188
CA $328 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $279
CA $672 total
includes taxes & fees
Apr 1 - Apr 2
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 CA $404
CA $767 total
includes taxes & fees
Apr 21 - Apr 22
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 CA $194
CA $335 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $624
CA $1,053 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $226
CA $586 total
includes taxes & fees
Apr 8 - Apr 9
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 CA $236
CA $472 total
includes taxes & fees
Apr 1 - Apr 2
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 CA $800
CA $1,556 total
includes taxes & fees
Apr 20 - Apr 21
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 CA $169
CA $331 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $181
CA $383 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $236
CA $355 total
includes taxes & fees
Apr 6 - Apr 7
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Smallwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Smallwood?

Yes, we give you a choice of vacation rentals close to popular attractions in Smallwood, or you can go with a secluded option if you'd like a relaxing place to stay.

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

Water front boating, fishing, swimming, ski, golf, horseride, hike & more!: Visitors like this Smallwood vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Smallwood?

Expedia has 8 vacation 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 larger area.

What’s a vacation rental in Smallwood like?

Vacation rentals are privately owned properties you can book for a long or short time in Smallwood. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.