Smallwood Vacation Rentals

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Vacation Rentals in Smallwood

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 ¥19,771
¥34,412 total
includes taxes & fees
Jul 29 - Jul 30
Trails Head Cabin

Cozy Cottage with Woodstock Scavenger Hunt

10.0 out of 10, Exceptional, (1)
"this spot was exactly what we needed for an overnight in the area. clean, easy to find, excellent communication and exactly as picturedsaving this for future needs for sure "
The price is ¥20,357
¥40,987 total
includes taxes & fees
Jul 27 - Jul 28
Cozy Cottage with Woodstock Scavenger Hunt

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

10.0 out of 10, Exceptional, (3)
"Lovely property nestled against a brook and deep woods, immaculately clean, friendly and responsive host. Minutes from the Forestburgh Playhouse, the location could not be better. I would absolutely stay here again, thank you, Toni!"
The price is ¥26,388
¥46,993 total
includes taxes & fees
Jul 31 - Aug 1
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

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

9.8 out of 10, Exceptional, (20)
"Enjoyed this place! "
The price is ¥14,499
¥27,980 total
includes taxes & fees
Jul 28 - Jul 29
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.

Lazy River Cottage on the Delaware River

10.0 out of 10, Exceptional, (153)
"Everything was amazing. We spent Thanksgiving here. We definitely come back!"
Lazy River Cottage on the Delaware River

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (75)
"We had an amazing stay at this property! Everything was exactly as described—clean, comfortable, and beautifully maintained. It felt like a true home away from home. The location was perfect, and all the amenities were thoughtfully provided.What really stood out was how smooth and stress-free the whole process was. Communication with the owner was excellent from start to finish—quick responses, clear instructions, and super helpful throughout. It made the entire experience even better.Highly...
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Trails Head Tiny House

9.2 out of 10, Wonderful, (16)
"A lovely tiny house, great hosts "
The price is ¥11,731
¥19,729 total
includes taxes & fees
Jul 27 - Jul 28
Trails Head Tiny House

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

9.6 out of 10, Exceptional, (218)
"Thank you Liz. We adored every minute. Love your home and the trails to the river. Our kids enjoyed the tree house and rope swing cant wait to come back!!"
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

9.6 out of 10, Exceptional, (34)
"It is perfectly located by the river. Breathe taking views"
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

Charming 2-bedroom cottage in delightful Eldred with WiFi

10.0 out of 10, Exceptional, (1)
"This was a lovely little cottage on a shared property in a remote wooded area. The amenities (pool, fireplace, and trampoline) were great hits with my kids and the setting in the woods was stunning. The hosts were exceedingly gracious and kind. That said just note that the property is shared so you are utilizing the grounds of the host. "
Charming 2-bedroom cottage in delightful Eldred with WiFi

7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

10.0 out of 10, Exceptional, (45)
"We had so much fun and everyone was so accommodating and kind!"
7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!

9.4 out of 10, Exceptional, (16)
"We all loved the night we spent here. Right by the river, super clean & cozy.Would definitely recommend & return "
The price is ¥29,290
¥60,427 total
includes taxes & fees
Jul 31 - Aug 1
Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!

Cozy cottage by the river in Catskill

2.0 star property
10.0 out of 10, Exceptional, (3)
"Our stay here was great! The home was exactly as described a cozy cottage! We look forward to being back soon. "
Cozy cottage by the river in Catskill

ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB

9.8 out of 10, Exceptional, (49)
"Lovely property with the Delaware River in the backyard. We went rafting only 5 minutes away and also the original Woodstock site is only 30 minutes away."
ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB

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!

Property of Big Foot Roscoe, NY

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very nice"
The price is ¥14,352
¥19,381 total
includes taxes & fees
Jul 27 - Jul 28
Property of Big Foot Roscoe, NY

Bethel Woods Cabin with River

10.0 out of 10, Exceptional, (8)
"Nicely located near lots of beautiful hiking trails. Quiet at night and quite comfortable."
Bethel Woods Cabin with River

Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was very big and spacious. We had a large group, yet everyone had more than enough room.Looking forward to renting this place again. "
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

In the cloud ~your cozy lake house

9.6 out of 10, Exceptional, (92)
"We enjoyed our stay at the lake house. Clean and great access to the lake. Two thumbs up!"
The price is ¥29,027
¥52,618 total
includes taxes & fees
Aug 4 - Aug 5
In the cloud ~your cozy lake house

Modern Montague/Milford Area Home

6.0 out of 10, (1)
"Property is nice and relaxing. Minutes away from everything. "
Modern Montague/Milford Area Home
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

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?

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.: Visitors like this Smallwood vacation home rental. It is located on the waterfront and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

How many vacation rentals will I find in Smallwood?

Expedia has 10 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.