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Smallwood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Smallwood vacation rentals

Property grounds

1. Lakefront Catskills Lodge

Lakefront Catskills Lodge
Monticello
10.0 out of 10, Exceptional, (13 reviews)
"The house is gorgeous, we had a great time!"
United States
Ayden S.
$403 nightly
The price is $453
Oct 14 - Oct 15
Total with taxes and fees
Lakefront Catskills Lodge
Terrace/patio

2. Catskills: Eikonic Box

Catskills: Eikonic Box
Smallwood
10.0 out of 10, Exceptional, (7 reviews)
"Great place to go relax and forget about everything!!!! Definitely must go back "
United States
Jean
$591 nightly
The price is $607
Sep 27 - Sep 28
Total with taxes and fees
Catskills: Eikonic Box
Smart TV

3. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (75 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
$281 nightly
The price is $316
Sep 20 - Sep 21
Total with taxes and fees
5 minutes from original Woodstock site.
Smart TV, fireplace, DVD player

4. Cozy Cottage w/ Hot Tub! — Family Friendly

Cozy Cottage w/ Hot Tub! — Family Friendly
Mongaup Valley
10.0 out of 10, Exceptional, (10 reviews)
"we had gr8 time with our family even though it rained enjoyed brook fire pit hot tub tramperlin a great place to go with family very freindly host good communication than you alex !!!!"
United States
yisroel k.
$344 nightly
The price is $378
Sep 21 - Sep 22
Total with taxes and fees
Cozy Cottage w/ Hot Tub! — Family Friendly
Dining

5. Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.4 out of 10, Exceptional, (11 reviews)
"We had a great time staying at the property. The lake front house and lake access was very nice. Owner/Property manager was great to work with. A great overall experience and would recommend this highly!"
United States
Nolan B.
$376 nightly
The price is $422
Sep 21 - Sep 22
Total with taxes and fees
Lakefront Home on Woodstock Way
Terrace/patio

6. Cozy Cottage with Woodstock Scavenger Hunt

Cozy Cottage with Woodstock Scavenger Hunt
Mongaup Valley
10.0 out of 10, Exceptional, (6 reviews)
"Great little cottage close to Bethel Woods."
United States
Erin
$247 nightly
The price is $278
Sep 30 - Oct 1
Total with taxes and fees
Cozy Cottage with Woodstock Scavenger Hunt
Interior

7. WELCOME TO NOBLE NEST!

WELCOME TO NOBLE NEST!
White Lake
10.0 out of 10, Exceptional, (6 reviews)
"Great house and very responsive and accommodating host Iryna!!"
United States
Chris O.
$2,449 nightly
The price is $2,752
Sep 21 - Sep 22
Total with taxes and fees
WELCOME TO NOBLE NEST!
Interior

8. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (118 reviews)
"Was very pet friendly. "
United States
Kevin
$211 nightly
The price is $237
Sep 20 - Sep 21
Total with taxes and fees
Trails Head Cabin
Property grounds

9. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (118 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveler
$310 nightly
The price is $349
Sep 24 - Sep 25
Total with taxes and fees
In the cloud ~your cozy lake house
Outdoor dining

10. Luxury Retreat w/ Hot Tub - near Bethel Woods!

Luxury Retreat w/ Hot Tub - near Bethel Woods!
Forestburgh
10.0 out of 10, Exceptional, (6 reviews)
"This was an excellent property.It was clean, well stocked and beautiful. The host was attentive and available. It was really a wonderful stay."
United States
mary
$601 nightly
The price is $664
Sep 20 - Sep 21
Total with taxes and fees
Luxury Retreat w/ Hot Tub - near Bethel Woods!
Exterior

11. Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods

Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
Cochecton
10.0 out of 10, Exceptional, (5 reviews)
"This is a great property to stay at. Beautiful views and very comfortable accommodations. It is very close to Bethel Woods and had everything 3 Spartan Racers could want."
United States
Scott D.
$435 nightly
The price is $489
Sep 22 - Sep 23
Total with taxes and fees
Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
Property grounds

12. Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
Harris
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
$77 nightly
The price is $86
Sep 21 - Sep 22
Total with taxes and fees
Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
Exterior

13. 2 Lake Cabins Pool+hottub Game Room 23acs

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
Highland Lake
$1,013 nightly
The price is $1,145
Sep 28 - Sep 29
Total with taxes and fees
2 Lake Cabins Pool+hottub Game Room 23acs
Property grounds

14. Glamping in Vintage Airstream with modern comforts with private pond access.

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
9.8 out of 10, Exceptional, (21 reviews)
"Second time staying here for a concert, so easy!!"
United States
Carrie W.
$300 nightly
The price is $338
Sep 20 - Sep 21
Total with taxes and fees
Glamping in Vintage Airstream with modern comforts with private pond access.
Smart TV, books, stereo

15. Cozy two bedroom House

Cozy two bedroom House
Liberty
8.4 out of 10, Very good, (5 reviews)
"Very cozy stay with nice living space"
United States
Michael G.
$336 nightly
The price is $377
Sep 20 - Sep 21
Total with taxes and fees
Cozy two bedroom House
1 bedroom, internet, bed sheets

16. Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome

Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
Monticello
$680 nightly
The price is $764
Oct 2 - Oct 3
Total with taxes and fees
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
5 bedrooms, travel crib, WiFi (free), bed sheets

17. Pond, Hot Tub, Fire Pit | Separate Beds for 14

Pond, Hot Tub, Fire Pit | Separate Beds for 14
Swan Lake
10.0 out of 10, Exceptional, (1 review)
"great home, great communication and accommodations "
United States
gerardo G.
$632 nightly
The price is $697
Oct 1 - Oct 2
Total with taxes and fees
Pond, Hot Tub, Fire Pit | Separate Beds for 14
Exterior

18. Swan Lake Large Family Cabin with Lake Views and Outdoor Fire Pit

Swan Lake Large Family Cabin with Lake Views and Outdoor Fire Pit
Swan Lake
$917 nightly
The price is $1,039
Sep 23 - Sep 24
Total with taxes and fees
Swan Lake Large Family Cabin with Lake Views and Outdoor Fire Pit
Property grounds

19. 3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Forestburgh
9.6 out of 10, Exceptional, (15 reviews)
"5 stars across the board! Super communicative host, even offered to change cleaning crew schedule to accommodate our needs. There is a beautiful creek going through the back yard. It’s lovely. I feel like pictures dont do it justice. Definitely a wonderful experience."
United States
Dea
$313 nightly
The price is $352
Sep 22 - Sep 23
Total with taxes and fees
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
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

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

8/10 Good
"Nice for family , Restaurants and shopping around the area"
Mercedes 1-night trip
Posted 8 hours ago
Best Western Hunt's Landing Hotel Matamoras/Milford

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 $192 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?

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 balcony, 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.