Smallwood Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Smallwood vacation rentals

Terrace/patio

Catskills: Eikonic Box

Catskills: Eikonic Box
2.0 star property
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.
$445 nightly
The price is $457
Jan 19 - Jan 20
Total with taxes and fees
Catskills: Eikonic Box
Property grounds

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
Fridge, microwave, stovetop, coffee/tea maker

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)
"One of the most peaceful places I have ever stayed. Niko and Rachel are wonderful hosts. Hoping to make plans to return!"
United States
Kelley R.
$228 nightly
The price is $248
Feb 8 - Feb 9
Total with taxes and fees
Charming RIVER FRONT camper RV with AC by Lackawaxen River
Property grounds

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, 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
$77 nightly
The price is $86
Jan 19 - Jan 20
Total with taxes and fees
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,
Smart TV

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (99 reviews)
"Really cozy stay I definitely have to come back during the summer months it was a beautiful experience !"
United States
Kimaya
$178 nightly
The price is $200
Jan 19 - Jan 20
Total with taxes and fees
Trails Head Cabin
Dining

Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake
2.0 star property
Cuddebackville
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
$474 nightly
The price is $481
Jan 19 - Jan 20
Total with taxes and fees
Serene Rustic Retreat with Lake
1 bedroom, desk, free WiFi, bed sheets

Couple's Serenity Cabin * Hot Tub *Lake

Couple's Serenity Cabin * Hot Tub *Lake
Milford
10.0 out of 10, Exceptional, (4 reviews)
"Lovely quaint stay!"
United States
Kelly G.
$359 nightly
The price is $362
Feb 9 - Feb 10
Total with taxes and fees
Couple's Serenity Cabin * Hot Tub *Lake
Terrace/patio

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Sparrow Bush
9.4 out of 10, Exceptional, (11 reviews)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
$241 nightly
The price is $273
Jan 21 - Jan 22
Total with taxes and fees
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Interior

Couple's Retreat Lodge|Hot Tub| RiverViews|Tennis

Couple's Retreat Lodge|Hot Tub| RiverViews|Tennis
Milford
10.0 out of 10, Exceptional, (2 reviews)
"Love the property and the house was very nice clean"
United States
Atasha
$477 nightly
The price is $481
Jan 21 - Jan 22
Total with taxes and fees
Couple's Retreat Lodge|Hot Tub| RiverViews|Tennis
Exterior

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Hurleyville
10.0 out of 10, Exceptional, (7 reviews)
"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "
United States
Chris L.
$209 nightly
The price is $231
Jan 18 - Jan 19
Total with taxes and fees
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Interior

Beautiful Riverside w/ Sunroom, FP, Walk to Town!

Beautiful Riverside w/ Sunroom, FP, Walk to Town!
2.0 star property
Narrowsburg
10.0 out of 10, Exceptional, (6 reviews)
"The Clock House was just what we needed for a long weekend with our two pups. We appreciated a spotless home, well appointed kitchen, super comfy king bed and being a short walk into town. The pups appreciated the fireplace, the dog bed and the bird feeder right outside the window. Would gladly stay here again! "
United States
Julie C.
$453 nightly
The price is $509
Feb 3 - Feb 4
Total with taxes and fees
Beautiful Riverside w/ Sunroom, FP, Walk to Town!
Smart TV, books, stereo

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.
$315 nightly
The price is $354
Jan 31 - Feb 1
Total with taxes and fees
Cozy two bedroom House
Exterior detail

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Port Jervis
10.0 out of 10, Exceptional, (6 reviews)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
$258 nightly
The price is $305
Jan 22 - Jan 23
Total with taxes and fees
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Interior

western Catskills YURT

western Catskills YURT
Livingston Manor
7.4 out of 10, Good, (3 reviews)
"Property was great. Owner is very polite and had a great phone conversations wi"
United States
Derek
$199 nightly
The price is $224
Jan 17 - Jan 18
Total with taxes and fees
western Catskills YURT
1 bedroom, desk, iron/ironing board, free WiFi

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.
$243 nightly
The price is $273
Jan 21 - Jan 22
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Property grounds

Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (18 reviews)
"The cottage is very adorable and a great place if your looking to get away from the city life"
United States
Darwin
$260 nightly
The price is $293
Jan 18 - Jan 19
Total with taxes and fees
Roscoe Cottage Pet Friendly
Property grounds

The Chalet - Rustic Retreat

The Chalet - Rustic Retreat
Narrowsburg
9.0 out of 10, Wonderful, (11 reviews)
"Fantastic stay. Quiet area, close to Narrowsburg, friendly neighbors. Super clean, fire pit area is very nice and we love the hot tub after a day on the river!"
United States
Jeff H.
$326 nightly
The price is $367
Jan 25 - Jan 26
Total with taxes and fees
The Chalet - Rustic Retreat
Property grounds

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, (28 reviews)
"Everything was great!"
United States
steven z.
$367 nightly
The price is $413
Jan 17 - Jan 18
Total with taxes and fees
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Beach

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (29 reviews)
"Clean place, friendly and accommodating host! "
United States
Bryan A.
$211 nightly
The price is $237
Jan 19 - Jan 20
Total with taxes and fees
Beaver Lake Escape
Property grounds

Charming Creekside Village Cottage!

Charming Creekside Village Cottage!
Jeffersonville
9.0 out of 10, Wonderful, (4 reviews)
"The cottage was exactly what we needed. Perfect size and very comfy"
United States
Lauren L.
$377 nightly
The price is $424
Jan 19 - Jan 20
Total with taxes and fees
Charming Creekside Village Cottage!
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

10/10 Excellent
"Room was perfect: clean and well-maintained. Building was immaculate."
Stephen 1-night trip
Posted 4 days ago
Days Inn by Wyndham Wurtsboro

Find out more about Smallwood

Everything you need to know about Smallwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Smallwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Smallwood vacation 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 low season months. For more hustle and bustle, you may prefer to visit Smallwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Smallwood rentals

At Expedia, we put the best Smallwood vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: Visitors like this Smallwood vacation home rental. It is located on a lake 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.