Smallwood Vacation Rentals

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Check prices for these dates

Tonight
Jul 30 - Jul 31
Tomorrow
Jul 31 - Aug 1
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Vacation Rentals in Smallwood

Trails Head Cabin
Cozy cabin surrounded by lush greenery, featuring a porch and chimney.

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 $173
CA $307 total
includes taxes & fees
Jul 31 - Aug 1
Trails Head Cabin
Cozy Cottage with Woodstock Scavenger Hunt
Surrounding a serene garden pond, lush greenery and diverse plant life create a peaceful atmosphere.

Cozy Cottage with Woodstock Scavenger Hunt

10.0 out of 10, Exceptional, (2)
"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 CA $191
CA $381 total
includes taxes & fees
Jul 31 - Aug 1
Cozy Cottage with Woodstock Scavenger Hunt
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Step out onto the deck and enjoy the serene surroundings.

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

10.0 out of 10, Exceptional, (4)
"Lovely property in a serene and interesting setting. The hosts were so kind and communicative. We stayed for a night and enjoyed local sights and a concert in Bethel! "
The price is CA $247
CA $448 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.
Relax in this serene gazebo, surrounded by trees and equipped with a picnic table and chairs.

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

10.0 out of 10, Exceptional, (22)
"Enjoyed this place! "
The price is CA $136
CA $263 total
includes taxes & fees
Aug 4 - Aug 5
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
Lazy River Cottage on the Delaware River
Enjoy a scenic view of the wooded area and body of water from the large window in this room.

Lazy River Cottage on the Delaware River

10.0 out of 10, Exceptional, (154)
"Gorgeous location to unplug and connect with nature. Serene setting. Clean and charming. Host was lovely and responsive. Highly recommend. "
Lazy River Cottage on the Delaware River
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River
Enjoy riverside camping with a portable grill, firewood, and scenic views.

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
Trails Head Tiny House
Steps lead up to a cozy porch with a door in the center.

Trails Head Tiny House

9.2 out of 10, Wonderful, (16)
"A lovely tiny house, great hosts "
The price is CA $110
CA $185 total
includes taxes & fees
Jul 31 - Aug 1
Trails Head Tiny House
Charming 2-bedroom cottage in delightful Eldred with WiFi
Enjoy a refreshing swim in the circular pool surrounded by a deck and lounge chairs.

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
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly
Escape to a peaceful retreat surrounded by lush greenery and a cozy outdoor seating area with a stone fire pit.

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
Cozy cottage by the river in Catskill
Relax on the inviting porch with comfortable seating and a charming potted plant.

Cozy cottage by the river in Catskill

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very cozy"
Cozy cottage by the river in Catskill
Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!
Relax in a serene outdoor setting with a river and forest view, surrounded by Adirondack chairs and a wooden table.

Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!

9.4 out of 10, Exceptional, (17)
"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
Jul 31 - Aug 1
Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Relax in a spacious room with a large bed, floor-to-ceiling windows, and a comfortable seating area.

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!
ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB
Relax on the deck with a view of the serene landscape, featuring a body of water and wooded area.

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
Bethel Woods Cabin with River
Relax in a serene, natural setting with a hammock and picnic table amidst lush greenery.

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
In the cloud ~your cozy lake house
Relax in a warm and inviting space with a comfortable seating area and a beautiful view of the outdoors.

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!"
In the cloud ~your cozy lake house
Modern Montague/Milford Area Home
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and dishwasher.

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
5 minutes from original Woodstock site.
Kitchen features a central stove, oven, and granite countertop with ample workspace.

5 minutes from original Woodstock site.

9.8 out of 10, Exceptional, (51)
"Amazing stay! Clean home and very cozy "
The price is CA $268
CA $465 total
includes taxes & fees
Aug 24 - Aug 25
5 minutes from original Woodstock site.
7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21
Enjoy cooking in this well-equipped kitchen with a central island and gas stove.

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
Lakeview Cabin Duplex
Relax on the deck with a table and two chairs, shaded by a red umbrella.

Lakeview Cabin Duplex

10.0 out of 10, Exceptional, (7)
"This was a great place so quiet and lovely lake and beautifky kandaaooed Area and by a pretty lake . Would like to stay longer another time!"
The price is CA $176
CA $317 total
includes taxes & fees
Jul 31 - Aug 1
Lakeview Cabin Duplex
Magical, all season, multilevel treehouse on beautiful 120 acre property.
Escape to a secluded cabin surrounded by forest, with a multi-level deck and staircase leading to the upper floor.

Magical, all season, multilevel treehouse on beautiful 120 acre property.

10.0 out of 10, Exceptional, (3)
"Our two young children absolutely loved our stay at the treehouse! Such a unique and fun way to spend a few days in the woods!"
Magical, all season, multilevel treehouse on beautiful 120 acre property.
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

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"."
jason 1-night trip
Posted 2 days ago
The Kartrite Resort & Indoor Waterpark

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 9 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.