Smallwood Vacation Rentals

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Our top choices for Smallwood vacation rentals

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.
$445 nightly
The price is $457
Mar 4 - Mar 5
Total with taxes and fees
Catskills: Eikonic Box

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

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.
$229 nightly
The price is $249
Mar 10 - Mar 11
Total with taxes and fees
Charming RIVER FRONT camper RV with AC by Lackawaxen River

Okama Abon Bell Tent, River View Taino Woods 15 minutes to Bethel Woods Concerts

Okama Abon Bell Tent, River View Taino Woods 15 minutes to Bethel Woods Concerts
Harris
$160 nightly
The price is $180
Mar 4 - Mar 5
Total with taxes and fees
Okama Abon Bell Tent, River View Taino Woods 15 minutes to Bethel Woods Concerts

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.
$279 nightly
The price is $330
Mar 4 - Mar 5
Total with taxes and fees
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

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.
$369 nightly
The price is $417
Mar 5 - Mar 6
Total with taxes and fees
Hello Small Stone

Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (19 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
$111 nightly
The price is $125
Mar 4 - Mar 5
Total with taxes and fees
Trails Head Tiny House

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
Mar 4 - Mar 5
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Callicoon Center
10.0 out of 10, Exceptional, (27 reviews)
"Dr. Norris is the best host ever. The house is beautiful. The amenities amazing. A walk around the property is a must. "
United States
Miguel A.
$241 nightly
The price is $270
Mar 4 - Mar 5
Total with taxes and fees
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

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.
$286 nightly
The price is $321
Mar 4 - Mar 5
Total with taxes and fees
Cozy two bedroom House

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.
$344 nightly
The price is $387
Mar 5 - Mar 6
Total with taxes and fees
Waterfront property, perfect winter getaway, directly on the Willowemoc!

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (104 reviews)
"Really cozy stay I definitely have to come back during the summer months it was a beautiful experience !"
United States
Kimaya
$152 nightly
The price is $171
Mar 4 - Mar 5
Total with taxes and fees
Trails Head Cabin

In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (104 reviews)
"I loved this place. So beautiful and well furnished. "
United States
Kayla S.
$298 nightly
The price is $335
Mar 4 - Mar 5
Total with taxes and fees
In the cloud ~your cozy lake house

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (32 reviews)
"Clean place, friendly and accommodating host! "
United States
Bryan A.
$196 nightly
The price is $220
Mar 4 - Mar 5
Total with taxes and fees
Beaver Lake Escape

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
$305 nightly
The price is $342
Mar 4 - Mar 5
Total with taxes and fees
Anthony's Castle

Cozy Riverside View House

Cozy Riverside View House
Montague
6.0 out of 10, (5 reviews)
"Great place and price. Stayed with my friends and we had a great time. The river view was amazing. House was clean and rooms were spacious. Cooktop worked fine and the dishwasher was working fine as well. Heater was functioning warm enough for 30F below. Great place and value for the stay."
United States
Dongjoo K.
$155 nightly
The price is $172
Mar 8 - Mar 9
Total with taxes and fees
Cozy Riverside View House

Roscoe Cabin Pet Friendly

Roscoe Cabin Pet Friendly
Roscoe
9.4 out of 10, Exceptional, (23 reviews)
"Excellent property and hosts. Wish we had more time there."
United States
Harsha M.
$295 nightly
The price is $331
Mar 5 - Mar 6
Total with taxes and fees
Roscoe Cabin Pet Friendly

Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino

Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino
Rock Hill
10.0 out of 10, Exceptional, (10 reviews)
"Great clean place, enjoyed the patio, and all the amenities."
United States
samuel g.
$351 nightly
The price is $395
Mar 4 - Mar 5
Total with taxes and fees
Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino

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
Mar 4 - Mar 5
Total with taxes and fees
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

Rare River Views & Access, Cabin by Eden Islands

Rare River Views & Access, Cabin by Eden Islands
Montague
9.0 out of 10, Wonderful, (13 reviews)
"Nice convenient location, near the river and town. "
United States
Steve W.
$130 nightly
The price is $144
Mar 4 - Mar 5
Total with taxes and fees
Rare River Views & Access, Cabin by Eden Islands
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 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 $171 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.

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.