A misty field with a solitary tree, rolling hills, and a clear sky.

Search Smallwood Cottage Rentals from CA $330

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Smallwood cottages

A small, single-story cabin with a wooden deck and a covered porch, surrounded by a grassy yard and dense forest.

1. Charming Swan Lake Retreat w/ Hot Tub & Deck

Charming Swan Lake Retreat w/ Hot Tub & Deck
3.0 star property
Swan Lake
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay. The house was in the perfect location for shows at Bethel Woods Arts Center. The apartment was adorable, with everything we could need. the backyard with the hot tub, deck, and fire pit was excellent. Very peaceful, and many deer coming by to say hello!"
United States
Debra
The price is CA $245
CA $585 total
includes taxes & fees
Nov 8 - Nov 9
Charming Swan Lake Retreat w/ Hot Tub & Deck
Exterior

2. 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.
The price is CA $214
CA $539 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cottage w/ Hot Tub! — Family Friendly
A covered patio with wicker furniture, a fire pit, and a view of a grassy area.

3. Lakefront | Sport Courts | HotTub | GameRoom

Lakefront | Sport Courts | HotTub | GameRoom
Highland Lake
10.0 out of 10, Exceptional, (33 reviews)
"We had a wonderful time and definitely would recommend!"
United States
Phillip C.
Lakefront | Sport Courts | HotTub | GameRoom
A small cabin with a red roof, surrounded by dense greenery and a pond.

4. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (21 reviews)
"The cottage is very adorable and a great place if your looking to get away from the city life"
United States
Darwin
The price is CA $220
CA $330 total
includes taxes & fees
Nov 16 - Nov 17
Roscoe Cottage Pet Friendly
A small white house with a red door and window trim, surrounded by lush greenery and a well-maintained lawn.

5. Original Camp Bungalow; 12 Acres; Trampoline

Original Camp Bungalow; 12 Acres; Trampoline
Roscoe
The price is CA $268
CA $604 total
includes taxes & fees
Nov 8 - Nov 9
Original Camp Bungalow; 12 Acres; Trampoline
A rustic cabin with a stone exterior, wooden deck, and a small porch.

6. Hello Small Stone

Hello Small Stone
Middletown
9.8 out of 10, Exceptional, (7 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is CA $252
CA $593 total
includes taxes & fees
Nov 8 - Nov 9
Hello Small Stone
A wooden deck with a barbecue grill and a trash can.

7. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is CA $296
CA $480 total
includes taxes & fees
Nov 8 - Nov 9
Hike & Fish: Outdoor Retreat Near Trails
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.
View all properties
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
"Great stay; clean room; close to food options"
Andreas 1-night trip
Posted 7 hours ago
Hampton Inn Monticello

Find out more about Smallwood

Smallwood Cottages information

Number of reviews
67
Accommodation
127 Cottages
Lowest Price
CA $330
Highest Price
CA $604

Frequently asked questions

Why book your cottage in Smallwood with Expedia?
Booking a cottage in Smallwood is as easy as entering your travel dates and choosing your ideal place for a vacation in nature. From high-end retreats to budget-friendly properties and cottages that come with perks like free WiFi, Expedia has something for all styles. As for irresistible deals? We've got your back!
How can I find cheap cottages in Smallwood?
With Expedia's handy filter tool, comparing cheap cottages in Smallwood is a breeze. To find accommodations that'll make your wallet smile, narrow your search by amenities, star rating and budget.

Explore a world of travel with Expedia