Smallwood Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Smallwood vacation rentals

Property grounds

Vacation Home in Monticello

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

Vacation Home in Smallwood

Catskills: Eikonic Box
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 ￥26,282
￥71,709 total
includes taxes & fees
Jan 29 - Jan 30
Catskills: Eikonic Box
Property grounds

Camping in Harris

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,
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
The price is ￥8,875
￥13,392 total
includes taxes & fees
Jan 26 - Jan 27
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,
Fridge, microwave, stovetop, coffee/tea maker

Mobile Home in Hawley

Charming RIVER FRONT camper RV with AC by Lackawaxen River
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.
The price is ￥15,570
￥23,666 total
includes taxes & fees
Feb 2 - Feb 3
Charming RIVER FRONT camper RV with AC by Lackawaxen River
Terrace/patio

Cottage in Sparrow Bush

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
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.
The price is ￥13,621
￥43,414 total
includes taxes & fees
Jan 26 - Jan 27
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Smart TV

Vacation Home in Forestburgh

Cozy Creek House in Forestburgh
10.0 out of 10, Exceptional, (1 review)
"Awesome place! Everything you needed there, heck they even supplied laundry detergent!"
United States
Fred
Cozy Creek House in Forestburgh
Smart TV

Cabin in Rock Hill

Trails Head Cabin
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
The price is ￥16,115
￥30,371 total
includes taxes & fees
Jan 28 - Jan 29
Trails Head Cabin
Exterior

Vacation Home in Hurleyville

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
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.
The price is ￥17,127
￥36,624 total
includes taxes & fees
Jan 26 - Jan 27
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Dining

Cabin in Cuddebackville

Serene Rustic Retreat with Lake
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is ￥31,140
￥74,906 total
includes taxes & fees
Jan 28 - Jan 29
Serene Rustic Retreat with Lake
1 bedroom, desk, free WiFi, bed sheets

Cabin in Milford

Couple's Serenity Cabin * Hot Tub *Lake
10.0 out of 10, Exceptional, (4 reviews)
"Lovely quaint stay!"
United States
Kelly G.
The price is ￥22,265
￥56,463 total
includes taxes & fees
Jan 26 - Jan 27
Couple's Serenity Cabin * Hot Tub *Lake
Property grounds

Chalet in Narrowsburg

The Chalet - Rustic Retreat
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.
The price is ￥24,756
￥56,059 total
includes taxes & fees
Feb 1 - Feb 2
The Chalet - Rustic Retreat
Exterior detail

Apartment in Port Jervis

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
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.
The price is ￥15,134
￥48,961 total
includes taxes & fees
Jan 26 - Jan 27
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Wurtsboro

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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 ￥20,241
￥42,536 total
includes taxes & fees
Jan 26 - Jan 27
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Property grounds

Vacation Home in Jeffersonville

Charming Creekside Village Cottage!
9.0 out of 10, Wonderful, (4 reviews)
"The cottage was exactly what we needed. Perfect size and very comfy"
United States
Lauren L.
The price is ￥16,271
￥67,805 total
includes taxes & fees
Jan 26 - Jan 27
Charming Creekside Village Cottage!
Interior

Chalet in Livingston Manor

western Catskills YURT
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
The price is ￥27,248
￥34,490 total
includes taxes & fees
Jan 26 - Jan 27
western Catskills YURT
3 bedrooms, desk, travel crib, free WiFi

Vacation Home in Sparrow Bush

Cozy Family River Valley Retreat w/ Fireplace & Games
10.0 out of 10, Exceptional, (1 review)
"Great stay, host was very responsive, would definitely stay again! "
United States
Shriraj S.
The price is ￥27,403
￥35,403 total
includes taxes & fees
Jan 26 - Jan 27
Cozy Family River Valley Retreat w/ Fireplace & Games
Interior

Vacation Home in Narrowsburg

Beautiful Riverside w/ Sunroom, FP, Walk to Town!
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.
The price is ￥19,354
￥82,682 total
includes taxes & fees
Feb 3 - Feb 4
Beautiful Riverside w/ Sunroom, FP, Walk to Town!
Property grounds

Cabin in Livingston Manor

Waterfront property, perfect winter getaway, directly on the Willowemoc!
9.6 out of 10, Exceptional, (28 reviews)
"Great cabin right on the creek. Everything you need for a comfortable stay."
United States
Emily N.
The price is ￥28,026
￥60,220 total
includes taxes & fees
Jan 26 - Jan 27
Waterfront property, perfect winter getaway, directly on the Willowemoc!
TV, fireplace

Vacation Home in Highland

Pristine Country Cottage In Eldred, NY
10.0 out of 10, Exceptional, (4 reviews)
"The cottage was well set up for a quiet and cozy weekend in the woods. "
United States
Veronica R.
Pristine Country Cottage In Eldred, NY
Exterior detail

Vacation Home in Glen Spey

Spacious 4 bedroom house with a private pool in a quiet area
10.0 out of 10, Exceptional, (7 reviews)
"Great place"
United States
Johnny A.
The price is ￥30,984
￥68,970 total
includes taxes & fees
Jan 28 - Jan 29
Spacious 4 bedroom house with a private pool in a quiet area
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

Hampton Inn Monticello

Hampton Inn Monticello

10/10 Excellent
"Our stay was great. Clean room and comfortable. Breakfast was a cherry on top. Will stay again. "
Mariaelena 1-night trip
Posted 4 days ago
Hampton Inn Monticello

Find out more about Smallwood

Search for holiday rentals in Smallwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Smallwood using one of the methods below:

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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.