Smallwood Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Smallwood vacation rentals

Exterior

Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!

Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!
Monticello
9.8 out of 10, Exceptional, (10 reviews)
"Loved the cottage, it was quaint in an idyllic setting and right next to easy hikes. Lovely and would come back for a longer retreat asap!"
United States
Angeline
$257 nightly
The price is $289
Jun 2 - Jun 3
Total with taxes and fees
Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!
Dining

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Monticello
10.0 out of 10, Exceptional, (40 reviews)
"Charming cabin in the woods. Cozy fro cold weather. "
United States
Lisa F.
$390 nightly
The price is $439
Jun 10 - Jun 11
Total with taxes and fees
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Terrace/patio

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.
$554 nightly
The price is $572
May 19 - May 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.
$454 nightly
The price is $510
May 21 - May 22
Total with taxes and fees
Lakefront Catskills Lodge
Smart TV, fireplace, foosball, table tennis

🛶 Lakeside Catskills Retreat: Private Hot Tub, BBQ & Movie Lounge

🛶 Lakeside Catskills Retreat: Private Hot Tub, BBQ & Movie Lounge
Monticello
10.0 out of 10, Exceptional, (3 reviews)
"We had a great weekend getaway! Host was great with communication, house was very clean, plenty of amenities, comfortable beds, overall great time, we can’t wait to come back. "
United States
Jenna C.
$462 nightly
The price is $519
May 19 - May 20
Total with taxes and fees
🛶 Lakeside Catskills Retreat: Private Hot Tub, BBQ & Movie Lounge
Property grounds

Peaceful Woods Glamping Tent

Peaceful Woods Glamping Tent
Parksville
9.6 out of 10, Exceptional, (8 reviews)
"Tent was perfect and rose was a great host!"
United States
Veronica M.
$109 nightly
The price is $122
May 15 - May 16
Total with taxes and fees
Peaceful Woods Glamping Tent
Property grounds

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
May 15 - May 16
Total with taxes and fees
Okama Abon Bell Tent, River View Taino Woods 15 minutes to Bethel Woods Concerts
Exterior

Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.

Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
Parksville
9.8 out of 10, Exceptional, (31 reviews)
"Beautiful spot with cozy lodgings and thoughtful host. Would definitely stay again! "
United States
Taylor F.
$169 nightly
The price is $190
May 18 - May 19
Total with taxes and fees
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
Exterior

Roscoe Coop Clucking Crazy Hut

Roscoe Coop Clucking Crazy Hut
Roscoe
10.0 out of 10, Exceptional, (5 reviews)
"Cozy and friendly, relaxed atmosphere, gorgeous setting! "
United States
Darcy S.
$133 nightly
The price is $149
May 17 - May 18
Total with taxes and fees
Roscoe Coop Clucking Crazy Hut
Exterior

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Narrowsburg
10.0 out of 10, Exceptional, (144 reviews)
"The home was very relaxing and clean. The host was great. "
United States
Kristin S.
$238 nightly
The price is $268
May 18 - May 19
Total with taxes and fees
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
1 bedroom, free WiFi, bed sheets

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.4 out of 10, Exceptional, (29 reviews)
"Great weekend getaway, very communicative and easy to access"
United States
Marlon R.
$179 nightly
The price is $201
Jun 2 - Jun 3
Total with taxes and fees
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Exterior

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Hurleyville
10.0 out of 10, Exceptional, (9 reviews)
"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "
United States
Chris L.
$212 nightly
The price is $234
May 15 - May 16
Total with taxes and fees
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Interior

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (110 reviews)
"Was very pet friendly. "
United States
Kevin
$208 nightly
The price is $234
May 18 - May 19
Total with taxes and fees
Trails Head Cabin
Beach

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (34 reviews)
"I had a lovely getaway. "
United States
Paul J.
$208 nightly
The price is $234
May 18 - May 19
Total with taxes and fees
Beaver Lake Escape
Exterior

Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.8 out of 10, Exceptional, (11 reviews)
"Great property that fit our needs for the night perfectly. The massage chair was a great added bonus! "
United States
Chris T.
$205 nightly
The price is $231
May 26 - May 27
Total with taxes and fees
Lakeview Cabin Duplex
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, (32 reviews)
"Great cabin right on the creek. Everything you need for a comfortable stay."
United States
Emily N.
$367 nightly
The price is $413
May 15 - May 16
Total with taxes and fees
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Property grounds

Rare River Views & Access, Cabin by Eden Islands

Rare River Views & Access, Cabin by Eden Islands
Montague
9.0 out of 10, Wonderful, (14 reviews)
"Nice convenient location, near the river and town. "
United States
Steve W.
$147 nightly
The price is $163
May 18 - May 19
Total with taxes and fees
Rare River Views & Access, Cabin by Eden Islands
Interior

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.
$129 nightly
The price is $145
May 17 - May 18
Total with taxes and fees
Trails Head Tiny House
Property grounds

CABIN TENT ON WORKING RANCH NEAR BETHEL WOODS

CABIN TENT ON WORKING RANCH NEAR BETHEL WOODS
Parksville
$109 nightly
The price is $122
May 15 - May 16
Total with taxes and fees
CABIN TENT ON WORKING RANCH NEAR BETHEL WOODS
Property grounds

Giant Bell Tent on Working Ranch

Giant Bell Tent on Working Ranch
Parksville
9.8 out of 10, Exceptional, (6 reviews)
"Very friendly easy great trip"
United States
Vaughn B.
$109 nightly
The price is $122
May 20 - May 21
Total with taxes and fees
Giant Bell Tent on Working Ranch
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

Resorts World Catskills Casino

Resorts World Catskills Casino

6/10 Okay
"We had a nice stay even though all restaurants were not open and there was a power outage."
Lorraine 1-night trip
Posted 13 hours ago
Resorts World Catskills Casino

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 $234 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?

Private Lakefront Cottage, Fish, Row, Panoramic Lake Views. Pet Friendly!: Visitors like this Smallwood vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a terrace, a garden, and a library 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.