Title: Smallwood Cottages from CA $314 | Expedia.ca [Hotels in Smallwood](https://expedia.ca/Smallwood-Hotels.d3000449590.Travel-Guide-Hotels)[Vacation Rentals in Smallwood](https://expedia.ca/Smallwood-Vacation-Rentals.d3000449590.Travel-Guide-VacationRentals)[Smallwood Car Rentals](https://expedia.ca/Car-Rentals-In-Smallwood.d3000449590.Car-Rental-Guide)[Smallwood Vacation Packages](https://expedia.ca/Smallwood.d3000449590.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Smallwood Cottage Rentals from CA $314 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Smallwood Cottages ![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87010000/87006600/87006518/d297ce97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87010000/87006600/87006518/33766ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87010000/87006600/87006518/3bcb9aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87010000/87006600/87006518/5b4f59f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lucky Lane Cottage Narrowsburg 10/10 Exceptional (30) "We stayed here for 2 nights and it was the cutest place. Quiet and peaceful. I would recommend it to anyone. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie B. CA $176 CA $357 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Narrowsburg-Hotels-Lucky-Lane-Cottage.h87006518.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/ebf3f8aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/3514001d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/e668d22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82540000/82537300/82537288/de4f0c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around Sparrow Bush 9.4/10 Exceptional (11) "A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas G. CA $133 CA $401 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sparrow-Bush-Hotels-Serene-Lakeside-Oasis-Fast-WiFi-15-Hrs-From-NYC.h82537288.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/fe559e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/dad1fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/8ad402ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/9612495a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Woodstock Scavenger Hunt Mongaup Valley 10/10 Exceptional (6) "Great little cottage close to Bethel Woods." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin CA $194 CA $388 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Mongaup-Valley-Hotels-Cozy-Cottage-With-Woodstock-Scavenger-Hunt.h117010154.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/318aab8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/b5d8c574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/304c0180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/59108f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hike & Fish: Outdoor Retreat Near Trails Westbrookville CA $256 CA $428 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/2f6e4898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/95aef8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/e3e5235b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/14402dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SwimSpa | Sport Courts | Lake | Fishing | Firepit Highland Lake 9.6/10 Exceptional (8) "Enjoyed our stay very much! Would highly recommend for someone seeking a nice quite get-away. Very nice Swim-spa for relaxation, many board games. We look forward to returning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave M. CA $199 CA $840 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h100066779.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w907h683x58y0-12eb76e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w508h683x258y0-c8dc4261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w508h683x258y0-91999978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w905h683x60y0-28eafa6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hello Small Stone Middletown 9.6/10 Exceptional (5) "The house was great. It was nice to sit and relax by the small pond in the back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John H. CA $252 CA $616 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Middletown-Hotels-Hello-Small-Stone.h99261544.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/4a1a25d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/29896266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/0e124b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/72ba33e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roscoe Cottage Pet Friendly Roscoe 9.8/10 Exceptional (18) "The cottage is very adorable and a great place if your looking to get away from the city life" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darwin CA $220 CA $342 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Roscoe-Hotels-Roscoe-Cottage-Pet-Friendly.h44326882.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/5064b486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/a85af36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/19eb7ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/ed438502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront | Sport Courts | HotTub | GameRoom Highland Lake 10/10 Exceptional (33) "We had a wonderful time and definitely would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip C. CA $304 CA $1,260 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/de2ea7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/43f19b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/0b989497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/cefa8544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny House Cabin in Livingston Manor, NY Livingston Manor 6.0/10 (3) "Marty was really nice. Property was as advertised, but it was out in the country, which is beautiful, but it was advertised as being in town and it’s not. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parker B. CA $245 CA $314 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Livingston-Manor-Hotels-Tiny-House-Cabin-In-Livingston-Manor.h112515635.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96220000/96211700/96211675/7a467466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96220000/96211700/96211675/90bba221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211700/96211675/b9c4b3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/97000000/96220000/96211700/96211675/110a9091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Lake Cabins | Pool+HotTub | Game Room & Courts Highland Lake 10/10 Exceptional (3) "Beautiful property. Great location. Cottages were both very clean and organized. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) G V. CA $596 CA $1,994 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-6-Bedroom.h96211675.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08®ionId=3000449590&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSmallwood-Cottages.d3000449590-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSmallwood-Cottages.d3000449590-aaCottages.Travel-Guide-Accommodation) ## Top Smallwood Hotel Reviews ![Hampton Inn Matamoras/Milford](//images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092_y.jpg) ### Hampton Inn Matamoras/Milford 10/10 Excellent " Friendly" [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![The Kartrite Resort & Indoor Waterpark](//images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "Adam was amazing and this place was so complete with everything you need to give kids a great experience. " [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Best Western Monticello](//images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Front desk Hostess was the best. Friendly courteous efficient. Room was clean...very clean. Walking to restaurants! Felt safe!! Breakfast was very tasty and freshly made!! Many choices. Coffee had a great flavor!! Will definitely continue to use Best Western hotels. " [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![YO1 Longevity & Health Resorts, Catskills](//images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/ac19baa1_y.jpg) ### YO1 Longevity & Health Resorts, Catskills 10/10 Excellent "This resort is great! The front desk staff and service is also wonderful ! We will definitely be back!" [](https://expedia.ca/Monticello-Hotels-YO1-Health-Resort.h31873964.Hotel-Information) ![Kenoza Lake View Manor](//images.trvl-media.com/lodging/20000000/19670000/19660700/19660605/0a8b451f_y.jpg) ### Kenoza Lake View Manor 10/10 Excellent "Very nice people running the place" [](https://expedia.ca/Jeffersonville-Hotels-Kenoza-Lake-View-Manor.h19660605.Hotel-Information) ![The Alder at Resorts World Catskills](//images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da_y.jpg) ### The Alder at Resorts World Catskills 10/10 Excellent "Lovely. Very comfortable. " [](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![The Bradstan Boutique Hotel](//images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/a17bcc8b_y.jpg) ### The Bradstan Boutique Hotel 10/10 Excellent "Fantastic location and the grounds are impeccable. The lakes and gardens are beautiful. Particularly in the fall. We had junior suite with floor to ceiling windows. Very high tec heating lighting system " [](https://expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.Hotel-Information) ![Best Western Hunt's Landing Hotel Matamoras/Milford](//images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319_y.jpg) ### Best Western Hunt's Landing Hotel Matamoras/Milford 10/10 Excellent "Love it" [](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ![Resorts World Catskills Casino](//images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent "It is a great place to stay" [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ## Find out more about Smallwood ## Smallwood Cottages information | Number of reviews | 110 | | --- | --- | | Accommodation | 135 Cottages | | Lowest Price | CA $314 | | Highest Price | CA $1,994 | ## 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. 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