Title: Smallwood Condo Rentals from CA $137 | 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Smallwood from CA $137 ![](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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Smallwood Condo Rentals We don't have any properties that match your exact search [See all properties in Smallwood](https://expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09®ionId=3000449590&adults=2) ## Recommended hotels in Smallwood ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106230000/106228000/106227940/w1400h953x0y0-8800ce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106230000/106228000/106227940/0b8324ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106230000/106228000/106227940/2558771a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106230000/106228000/106227940/07e3556c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskills: Eikonic Box Smallwood 10/10 Exceptional (4) "three couples stayed at this very unique, clean, cozy container home. I had never stayed in a container home and this place was very cool. Great outdoor space as well. Highly recommend and would definitely stay here again especially if attending something at Bethel Woods." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie T. CA $273 CA $683 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Smallwood-Hotels-Container-Home-In-The-Woods.h106227940.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98490000/98484500/98484455/w1024h572x0y55-b8e25407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98490000/98484500/98484455/dae0250f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98490000/98484500/98484455/w378h683x323y0-8665f7df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/99000000/98490000/98484500/98484455/w379h683x322y0-f7223c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Mountain Top Cabin: Sauna, Fireplace Kayak & SUPs Smallwood 10/10 Exceptional (2) "What a quaint cute little cabin at the top of a hill so close to Bethel Woods performing art center. The owner is easy to contact and touch base with and everything was as it said in the description." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike C. CA $313 CA $664 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Smallwood-Hotels-Cozy-Mountain-Top-Cabin-W-Sauna.h98484455.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/122000000/121220000/121212800/121212737/c0ba02a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121212800/121212737/09b5000d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121220000/121212800/121212737/bd2bb070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121220000/121212800/121212737/751d4d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light-filled design cabin by lake w/ hot tub, sauna and cold plunge Smallworld CA $314 CA $842 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Smallwood-Hotels-Light-Filled-Design-Cabin-By-Lake-W-Hot-Tub.h121212737.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737076/64aceeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737076/116a11c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737076/b711d1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737076/eab7db31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Front Catskills Lodge Smallwood CA $117 CA $438 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Smallwood-Hotels-Lake-Front-Catskills-Lodge.h121737076.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/08fad23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/59ea02f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/6d597ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Matamoras/Milford Matamoras 8.8/10 Excellent (1002) "Love staying here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jo-Ann CA $139 CA $151 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/70c821f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/1ff4f5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/262d6215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Hunt's Landing Hotel Matamoras/Milford Matamoras 8.4/10 Very good (1005) "Great staff&great area for touring. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $133 CA $145 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/e3c7f442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/d6b9765c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bars/lounges](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/90312aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resorts World Catskills Casino Monticello 8.6/10 Excellent (1080) "It is a great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caonabo CA $205 CA $267 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness studio](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/b1847dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/5718c6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/bf76b331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Liberty Liberty 6.8/10 (1001) "Great place to stay, very quiet and clean, the staff was friendly and the breakfast station was more than outstanding " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sydney CA $131 CA $148 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/cd6c0713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aretha Franklin Room](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/dfee9e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/2f218a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bob Dylan Suite](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/25065c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Tyler Hill Tyler Hill 10/10 Exceptional (125) "This is the coolest B&B. Great host, absolutely lovely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $191 CA $208 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Tyler-Hill-Hotels-Inn-At-Tyler-Hill.h24931984.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/41b49dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/3b40d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/4070f19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/9f488fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (600) "My mini vacation was excellent,staff was nice and friendly,clean room,very comfortable bed and breakfast good. Highly recommend that hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ZHANNA CA $208 CA $235 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/869200/869101/cc0b1965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/869200/869101/0f13c912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/1000000/870000/869200/869101/2e5d86ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/870000/869200/869101/052af701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scottish Inns Milford Milford 9.0/10 Wonderful (985) "Very nice rooms clean with nice restaurant next door which was convenient " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $126 CA $137 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Milford-Hotels-Scottish-Inns-Milford.h869101.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/27d18b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/98bc4663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/4d84b3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/3de55eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roscoe Mountain Club Roscoe 9.6/10 Exceptional (66) "Very beautiful, cozy, and comfortable rooms. Excellent on-site restaurant. We will definitely be back, not just to stay overnight, but also to play golf!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana CA $184 CA $208 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Roscoe-Hotels-Roscoe-Mountain-Club.h95421930.Hotel-Information) ![7 bars/lounges](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, body treatments](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/af635e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/2696141a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/a57b1b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alder at Resorts World Catskills Monticello 8.2/10 Very good (188) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darshan CA $173 CA $231 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![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/88000000/87010000/87006600/87006518/5b4f59f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87010000/87006600/87006518/3e5933fa.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 $360 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Narrowsburg-Hotels-Lucky-Lane-Cottage.h87006518.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/39000000/38510000/38506900/38506827/b07be1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/39000000/38510000/38506900/38506827/4606de94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/39000000/38510000/38506900/38506827/5c8d52f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Main Building Rockefeller Room](https://images.trvl-media.com/lodging/39000000/38510000/38506900/38506827/0c11882e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reynolds House Inn & Motel Roscoe 8.2/10 Very good (186) "Great place .." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dan CA $183 CA $207 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Monticello-Hotels-Reynolds-House-Inn-Motel.h38506827.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Kitchenette (Living Room;with Sofabed)](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/2c9f1032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/64f4e529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Monticello Monticello 8.2/10 Very good (1003) "Our go to spot when in Monticello NY.the staff was wonderful, Breakfast was terrific " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joe CA $159 CA $180 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Waterslide](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/89050c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/w963h620x26y37-b83c1234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/2309e5e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kartrite Resort & Indoor Waterpark Monticello 8.2/10 Very good (1769) "Great atmosphere for families " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Don CA $167 CA $278 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/5efb2487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/590d7b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (1 Bedroom)](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/2ebdd972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Wurtsboro Wurtsboro 7.6/10 Good (570) "Perfect for our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ines CA $143 CA $161 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105700000/105697600/105697565/7e1eb4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105700000/105697600/105697565/w3024h3505x0y0-d6503762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105700000/105697600/105697565/3b8b7d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/106000000/105700000/105697600/105697565/1127e2b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Property of Big Foot Roscoe, NY Roscoe 10/10 Exceptional (7) "Very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike R. CA $123 CA $170 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Roscoe-Hotels-Property-Of-Big-Foot-Roscoe.h105697565.Hotel-Information) ![Room, 1 Queen Bed (A Frame)](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/240700f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/14fce9d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/96fe6eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/33436568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Callicoon Hills Callicoon Center 9.0/10 Wonderful (144) "Friendly staff! Unique fun and relaxing resort! Definitely planning on staying here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regina CA $195 CA $259 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Callicoon-Center-Hotels-Callicoon-Hills.h63163026.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=2025-11-08&endDate=2025-11-09®ionId=3000449590&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Condos.d3000449590-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSmallwood-Condos.d3000449590-aaCondos.Travel-Guide-Accommodation) ## Top Smallwood Hotel Reviews ![Kenoza Lake View Manor](//images.trvl-media.com/lodging/20000000/19670000/19660700/19660605/0a8b451f_y.jpg) ### Kenoza Lake View Manor 10/10 Excellent "America, the owner/innkeeper, was wonderful. She made me and my mother feel like family. She was super warm and friendly. Will definitely stay there again when I come back to that location" [](https://expedia.ca/Jeffersonville-Hotels-Kenoza-Lake-View-Manor.h19660605.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 "Barbara does an excellent job with the breakfast! Plenty of hot food items and delirious options. She keeps it full and clean. She deserves a raise." [](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.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 "Great stay. Excellent room. Very quiet. Friendly staff. " [](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Hampton Inn Monticello](//images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/41b49dd0_y.jpg) ### Hampton Inn Monticello 10/10 Excellent "The room was beautiful and clean. The staff was very accommodating and made us feel right at home. The Wi-Fi was good. We were impressed with the breakfast. The quality and variety of the food was beyond oue expectations. Typically the continental breakfast served is not of the quality or variety that you offered. " [](https://expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.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 "Everything was teriffic" [](https://expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.Hotel-Information) ![Villa Roma Resort and Conference Center](//images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618_y.jpg) ### Villa Roma Resort and Conference Center 10/10 Excellent "We had a great stay, large beautiful and well maintained area, lots of interesting activities, kids loved every moment" [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Best Western Monticello](//images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Parking was great...staff was very efficient and courteous. Very clean!!!" [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![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) ![Days Inn by Wyndham Wurtsboro](//images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0_y.jpg) ### Days Inn by Wyndham Wurtsboro 10/10 Excellent "We had a great experience and very nice hotel staff. Very comfortable clean and we loved the complimentary breakfast. We will go back again when we visit New York. Thanks again to the hotel owners and staff!" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ## Find out more about Smallwood ## Smallwood Condo Rentals information | Number of reviews | 9,787 | | --- | --- | | Accommodation | 1 Condo Rentals | | Lowest Price | CA $137 | | Highest Price | CA $842 | ## Frequently asked questions ### Why book your condo in Smallwood with Expedia? > We think that getaways should be a piece of cake, so if you're searching for condos at a nice price, Expedia has got you covered. Save those pennies and opt for something small and cozy, or book 5-star accommodations and spoil the ones you love most. Use our search filters to find a place in Smallwood that checks your boxes. ### How can I find cheap condos in Smallwood? > Expedia can help you narrow down your search for cheap condos in Smallwood. 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[Flights to Monticello](https://www.expedia.ca/Cheap-Flights-To-Monticello.d6055784.Travel-Guide-Flights) - [Flights from Bethel](https://www.expedia.ca/lp/flights/553248635077688906/flights-from-bethel) - [Flights from Harris](https://www.expedia.ca/lp/flights/553248635975850800/flights-from-harris) - [Flights from New York (JFK) to Monticello (MSV)](https://www.expedia.ca/lp/flights/jfk/msv/new-york-to-monticello) - [Flights from West Palm Beach (PBI) to Monticello (MSV)](https://www.expedia.ca/lp/flights/pbi/msv/west-palm-beach-to-monticello) - [Flights from Syracuse (SYR) to Monticello (MSV)](https://www.expedia.ca/lp/flights/syr/msv/syracuse-to-monticello) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Bethel Woods](https://www.expedia.ca/Bethel-Woods-Bethel.d6093739.Vacation-Attraction) - [Concord Monster Golf Course](https://www.expedia.ca/Concord-Monster-Golf-Course-Monticello.d6217483.Vacation-Attraction) - [Visit Kiamesha Lake](https://www.expedia.ca/Kiamesha-Lake.dx121549) - [Lake Superior State Park](https://www.expedia.ca/Lake-Superior-State-Park-Bethel.d553248621561872916.Vacation-Attraction) - [Visit Mongaup Valley](https://www.expedia.ca/Mongaup-Valley.dx553248635975867666) - [Visit Monticello](https://www.expedia.ca/Monticello.dx6055784) - [Resorts World Catskills](https://www.expedia.ca/Resorts-World-Catskills-Monticello.d553248635185285604.Vacation-Attraction) - [The Kartrite Resort & Indoor Waterpark](https://www.expedia.ca/The-Kartrite-Resort-Indoor-Waterpark-New-York.d553248635997812527.Vacation-Attraction) - [Car rentals near Bethel Woods](https://www.expedia.ca/Car-Rentals-In-Bethel-Woods.d6093739.Car-Rental-Guide) - [Car rental Monticello](https://www.expedia.ca/Car-Rentals-In-Monticello.d6055784.Car-Rental-Guide) - [Rental cars Sullivan County Intl. airport](https://www.expedia.ca/Car-Rentals-In-Sullivan-County-Intl.d6030304.Car-Rental-Guide) - [Enterprise Rental Cars in Monticello](https://www.expedia.ca/Enterprise-Car-Rentals-In-Monticello.d6055784-c15.Car-Rental-Guide-Suppliers) - [Swan Lake Vacation Rentals](https://www.expedia.ca/Swan-Lake-Vacation-Rentals.d6190544.Travel-Guide-VacationRentals) - [Book Condo Rentals in Smallwood on Expedia.com](https://www.expedia.com/Smallwood-Condos.d3000449590-aaCondos.Travel-Guide-Accommodation)