Find Cabins in Smallwood for Rent from CA $135

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Smallwood Cabin Rentals

Property of Big Foot Roscoe, NY
Exterior detail

Property of Big Foot Roscoe, NY

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very nice"
The price is CA $135
CA $182 total
includes taxes & fees
Aug 12 - Aug 13
Property of Big Foot Roscoe, NY
Secluded modern log cabin with picturesque private water fall on 12 acres!
Exterior

Secluded modern log cabin with picturesque private water fall on 12 acres!

10.0 out of 10, Exceptional, (127)
"It was honestly the most peaceful getaway I've ever been to. Jason was so helpful and kind, he even gave us a list of things to do and places to see. I was even able to bring my emotional support dog with me! Me and my family will definitely be visiting again, it was a great experience"
Secluded modern log cabin with picturesque private water fall on 12 acres!
Domes at Catskills
The Ambassador Dome | Private kitchen

Domes at Catskills

3.5 star property
10.0 out of 10, Exceptional, (4)
"The most amazing weekend we ever had! What a beautiful place and property! We were left speechless and cannot wait to come back! Everything was top notch, the space, the design, the furniture, the kitchen, the patio and outdoor space. Very friendly staff and prompt service. Highly recommend for an excellent couple getaway. "
Domes at Catskills
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Exterior

Cozy Loft Cabin high above Bashakill Wildlife Refuge

9.2 out of 10, Wonderful, (20)
"Hikers’ Haven was a beautiful getaway. Vin was a great host and the cabin was cozy and well located"
The price is CA $158
CA $255 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Creeks-4mins to Milford-Hot Tub-10 acres-Pinballs
Exterior

Creeks-4mins to Milford-Hot Tub-10 acres-Pinballs

9.0 out of 10, Wonderful, (7)
"Cottage was beautiful! Quiet and pieceful! "
Creeks-4mins to Milford-Hot Tub-10 acres-Pinballs
Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!
Exterior

Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!

9.4 out of 10, Exceptional, (18)
"We all loved the night we spent here. Right by the river, super clean & cozy.Would definitely recommend & return "
The price is CA $275
CA $567 total
includes taxes & fees
Aug 26 - Aug 27
Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!
Beautiful, remote Catskills cabin over waterfall with amazing views & hot tub
Exterior detail

Beautiful, remote Catskills cabin over waterfall with amazing views & hot tub

10.0 out of 10, Exceptional, (71)
"This is our second time to the property and it is so calm and peaceful. Cute cabin And enjoy the bird sanctuary and hearing the waterfall Great location to local hiking"
Beautiful, remote Catskills cabin over waterfall with amazing views & hot tub
Log Cabin with Hot Tub, Sauna, Private Pond, 23 acres -- 4.6 mi to Bethel Woods
Exterior

Log Cabin with Hot Tub, Sauna, Private Pond, 23 acres -- 4.6 mi to Bethel Woods

10.0 out of 10, Exceptional, (117)
"We all loved it! Our friends are from Rome so a long cabin on a pond in the woods is a welcome novelty. It was comfortable, roomy and quiet. Great kitchen for making pasta. Great dining room for sharing food and wine. Thank you!"
Log Cabin with Hot Tub, Sauna, Private Pond, 23 acres -- 4.6 mi to Bethel Woods
Cozy Bethel Cabin Retreat with Private Hot Tub
Exterior

Cozy Bethel Cabin Retreat with Private Hot Tub

9.8 out of 10, Exceptional, (24)
"We had a great time staying here. It was a little too cold to really enjoy the hot tub but the house was nice and we love the area. Definitely check out Forage Pizza about 20 minutes away."
Cozy Bethel Cabin Retreat with Private Hot Tub
Cozy Cottage on the Delaware
Exterior detail

Cozy Cottage on the Delaware

9.8 out of 10, Exceptional, (110)
"The Cozy Cottage was a perfect get-away for my friends and I. The cabin is really cozy and the view and river access is incredible. We loved the neighborhood and Callicoon has a vibrant/artisy scene. "
Cozy Cottage on the Delaware
Cozy Mountain Top Cabin: Sauna, Fireplace Kayak & SUPs
Exterior

Cozy Mountain Top Cabin: Sauna, Fireplace Kayak & SUPs

Cozy Mountain Top Cabin: Sauna, Fireplace Kayak & SUPs
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly
Exterior

Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

9.6 out of 10, Exceptional, (220)
"Amazing cabin trip with the family! We will definitely be back to this place! "
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly
Trails Head Cabin
Exterior

Trails Head Cabin

9.8 out of 10, Exceptional, (87)
"The Trails Head Cabin was a wonderful getaway for the weekend! It was very clean and nestled in a great area. We enjoyed exploring the trails right next door as well as going up the road for dinner and drinks at Brew."
The price is CA $174
CA $307 total
includes taxes & fees
Aug 10 - Aug 11
Trails Head Cabin
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Exterior

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

10.0 out of 10, Exceptional, (26)
"Our Valentine’s weekend getaway was great :). The area and guest house is beautiful, we visited some cool restaurants. The host Dr. Norris was very helpful, hospitable, and friendly. The host made sure our stay was comfortable and was flexible with our needs. Great place!!! Thank you!! We hope to visit again. "
The price is CA $142
CA $322 total
includes taxes & fees
Aug 13 - Aug 14
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Serene Rustic Retreat with Lake
Exterior detail

Serene Rustic Retreat with Lake

2.0 star property
10.0 out of 10, Exceptional, (7)
"Amazing stay and beautiful home!"
The price is CA $275
CA $652 total
includes taxes & fees
Aug 17 - Aug 18
Serene Rustic Retreat with Lake
Catskills River Retreat — Stargazing Roof Deck, Canoeing & Rafting
Exterior

Catskills River Retreat — Stargazing Roof Deck, Canoeing & Rafting

2.0 star property
10.0 out of 10, Exceptional, (161)
"This house was perfect for our weekend away from stress. Felt like we were wrapped in the forest in this secluded property. Everything we needed was there. I highly recommend for anyone wanting to get away from it all. "
Catskills River Retreat — Stargazing Roof Deck, Canoeing & Rafting
Lakefront w/ Hot Tub, Game Room, + Fireplace
Exterior

Lakefront w/ Hot Tub, Game Room, + Fireplace

9.6 out of 10, Exceptional, (16)
"We had the most wonderful time just writing in front of the lake cozied up with a blanket, while our dog ran and played in the yard. At night, the kitchen is the perfect kitchen to cook together and share a bottle of wine, with the music and fireplace going. 10/10 will def comeback!"
The price is CA $403
CA $1,129 total
includes taxes & fees
Sep 3 - Sep 4
Lakefront w/ Hot Tub, Game Room, + Fireplace
Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!
Exterior

Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!

10.0 out of 10, Exceptional, (6)
"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!"
The price is CA $146
CA $360 total
includes taxes & fees
Aug 11 - Aug 12
Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!
Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby
Exterior

Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby

8.8 out of 10, Excellent, (5)
"My mom and I enjoyed our stay. The cabin is cute and well appointed. Justin responded quickly to our questions. Heating and internet worked well. We'd be happy to stay there again!"
The price is CA $275
CA $593 total
includes taxes & fees
Aug 10 - Aug 11
Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby
Enjoy the Lower Catskills
Exterior

Enjoy the Lower Catskills

10.0 out of 10, Exceptional, (31)
"We have stayed in the area on multiple occasions and found Matt’s cottage spotless, furnished beautifully and very welcoming. I hope to stay there again on future visits. "
Enjoy the Lower Catskills
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Smallwood Hotel Reviews

Hampton Inn Monticello

Hampton Inn Monticello

10/10 Excellent
"It’s a great place to stay in Montecello"
Bruce 1-night trip
Posted 2 days ago
Hampton Inn Monticello