Title: Smallwood Vacation Home Rentals from CA $233: Search Top Private Vacation Homes for Rent | 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) # Smallwood Vacation Rentals ![](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 [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 two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Smallwood Vacation Homes ![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/f0350fb7.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) ### 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 $272 CA $681 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Smallwood-Hotels-Container-Home-In-The-Woods.h106227940.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) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737076/a81cdf37.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) ### Lake Front Catskills Lodge Smallwood CA $233 CA $582 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Smallwood-Hotels-Lake-Front-Catskills-Lodge.h121737076.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/dfb25a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/16673047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/8a31e774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/247704d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 minutes from original Woodstock site. Mongaup Valley 9.8/10 Exceptional (61) "What a wonderful house, everything was clean and comfortable. Very convenient to Bethel Woods! The host was friendly and helpful. We would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan [](https://www.expedia.ca/Mongaup-Valley-Hotels-5-Minutes-From-Original-Woodstock-Site.h65976354.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/7273e4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/7c86fec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/8921c9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/e6dde603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi Hurleyville 10/10 Exceptional (7) "The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris L. CA $153 CA $328 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hurleyville-Hotels-10-Hope-St-Romantic-Catskills-Getaway-Bungalow-FireplaceWiFi.h84238522.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238700/84238613/115d7e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238700/84238613/760c2f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/85000000/84240000/84238700/84238613/bb1c4cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84240000/84238700/84238613/a0c07445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi Hurleyville 10/10 Exceptional (2) "Luz and I were looking for a home-base for some Catskill exploration. Your home could not have been better. We arrived late, but the check in process was a breeze and the snacks were a welcomed bonus alowwing us to relax. The kitchen is well apointed and allowed us to make a full 3-course meal.Thank you for the hospitality, and we will be back for sure." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris V. CA $154 CA $327 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hurleyville-Hotels-8-Hope-St-Relaxing-Catskills-Getaway-Bungalow-FireplaceWiFi.h84238613.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99980000/99971400/99971361/73a0650a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99980000/99971400/99971361/2009169a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99980000/99971400/99971361/87b8e2cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99980000/99971400/99971361/4f8dff05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Village Waterfront Cottage w/ Nursery Jeffersonville 9.0/10 Wonderful (4) "The cottage was exactly what we needed. Perfect size and very comfy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren L. CA $146 CA $602 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Jeffersonville-Hotels-NEW-Adorable-Waterfront-Family-Cottage.h99971361.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/109000000/108710000/108701500/108701472/0b592b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108710000/108701500/108701472/de597118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108710000/108701500/108701472/edd28d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108710000/108701500/108701472/c8684828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guest Suite 2-bedrooms with AC, Hot Tub and WiFi in peaceful Matamoras, Matamoras 9.2/10 Wonderful (5) "This place was exactly the same as the photos. It was extremely clean. The bedrooms were a great size and comfortable. Kyle was very attentive to our needs and responded quickly. I would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erika A. CA $238 CA $382 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Matamoras-Hotels-Charming-2-Bedroom-House-With-AC.h108701472.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101220000/101218400/101218367/5a7e83d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101220000/101218400/101218367/ab99d0a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101220000/101218400/101218367/b106183e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101220000/101218400/101218367/889dea9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW: In-town home w/ fire-pit in Livingston Manor Livingston Manor 9.6/10 Exceptional (4) "Very quick overnight stay in this beautifully renovated house. Livingston Manor is the best town I’ve visited in the Catskills, with lovely restaurants and shops. Will definitely return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle C. [](https://www.expedia.ca/Livingston-Manor-Hotels-NEW-In-Town-Home-W-Fire-Pit-In-Livingston-Manor.h101218367.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84170000/84168800/84168731/35ae7fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84170000/84168800/84168731/c8589b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84170000/84168800/84168731/8b7e88ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84170000/84168800/84168731/fe1d630b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perch– Stylish River Retreat Nr Delaware River Pond Eddy 9.8/10 Exceptional (6) "Comfy beds, relaxing living space, scenic/huge backyard with firepit. Lights (LEDs on dimmers could be finniky about dimmer position) and A/C (getting comfortable with use and displays on remotes) were a little tricky at first but we got that sorted out. Anna was very responsive. I didn't want to leave - wish we could have stayed longer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William S. CA $183 CA $662 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pond-Eddy-Hotels-The-Perch-At-Pond-Eddy.h84168731.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116700000/116695900/116695811/e836b8a6_edited_d1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116700000/116695900/116695811/w1080h803x0y799-0a6c2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116700000/116695900/116695811/w1080h1440x0y480-c2c7527c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116700000/116695900/116695811/w1080h784x0y808-dae4a556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now. Forestburgh 10/10 Exceptional (9) "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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin CA $251 CA $452 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Forestburgh-Hotels-3-Bedroom-House-In-Charming-Forestburgh-With-WiFi.h116695811.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/w1024h681x0y2-9ca7b6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/w1024h681x0y2-48b540c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/w881h683x72y0-0e6aa145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/w1024h677x0y3-57491410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beaver Lake Escape Rock Hill 9.6/10 Exceptional (29) "This is the perfect getaway for a couple. The place is beautiful, quiet, private. Me and my husband really enjoy it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Penelope CA $207 CA $355 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Rock-Hill-Hotels-Beaver-Lake-Escape.h95445189.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376679/5107f671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376679/f5b9a2c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376679/8a55ec10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376679/239c70c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Milford-Montague Riverway Cottage Montague 8.0/10 Very good (1) "This location was great for our purpose of visiting family in Port Jervis and was easy to find - even in the dark. Due to the lack of reviews, I'm guessing that this is a new listing and that there are kinks still being worked out. Without going into too much detail, there was no way the space had recently been cleaned and the description provided on the listing seems to be lifted from one of their other properties as there was no fire pit, no fireplace, no dishwasher and the house is definitely... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia T. CA $180 CA $344 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Montague-Hotels-Charming-Milford-Montague-Riverway-Cottage.h119376679.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74240000/74234100/74234035/45a1c419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74234100/74234035/5cb1f91c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74234100/74234035/ae6c0caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74234100/74234035/a952c9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★Rare River Views & Access, Cabin by Eden Islands★ Montague 9.0/10 Wonderful (13) "Really enjoyed the beautiful house, property, and neighboring towns. Looking forward to visiting again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vincent L. CA $161 CA $319 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Montague-Hotels-Rare-River-Views-Access.h74234035.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115800000/115793000/115792990/9956c0ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115800000/115793000/115792990/cf1545c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115800000/115793000/115792990/b1c4b3b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115800000/115793000/115792990/e4fe9c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pristine Country Cottage In Eldred, NY Highland 10/10 Exceptional (4) "The cottage was well set up for a quiet and cozy weekend in the woods. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica R. [](https://www.expedia.ca/Eldred-Hotels-Pristine-Country-Cottage-In-Eldred.h115792990.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/107000000/106390000/106382500/106382474/32684380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/107000000/106390000/106382500/106382474/ed723a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106390000/106382500/106382474/d21024b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106390000/106382500/106382474/402b484d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous Riverfront w/ Sunroom, Walk to Town! Narrowsburg 10/10 Exceptional (5) "The house was exactly as advertised and the decor, layout was beautiful. Right on the river so we actually saw an eagle and other wildlife. Would definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kay D. CA $220 CA $817 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Narrowsburg-Hotels-NEW-Fabulous-Riverfront-W-Sunroom.h106382474.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57840000/57836100/57836061/2bf538eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/58000000/57840000/57836100/57836061/a119c563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57840000/57836100/57836061/270-96c79602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57840000/57836100/57836061/99ad72aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reynolds House Inn - Motel Strip - 6 Roscoe 8.8/10 Excellent (8) "Very comfortable and Stephanie is a pleasure to deal with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $180 CA $233 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Monticello-Hotels-Reynolds-House-Inn-Motel-Strip-6.h57836061.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/4ad118e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/3675d539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/9df32fee.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/112000000/111470000/111465600/111465515/d47078d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Home w/ Fireplace & Beautiful Sunsets Callicoon 10/10 Exceptional (1) CA $220 CA $784 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Callicoon-Hotels-NEW-Chic-Home-W-Fireplace-Beautiful-Sunsets.h111465515.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/384723c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/173e1e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/9e4bd30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/3af368c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★Scenic Views & River Access, Cozy River Home ★ Montague 9.0/10 Wonderful (11) "Had a great time. Great location close to good food and sight seeing. We will definitely book again when good weather hits. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William H. CA $130 CA $278 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Montague-Hotels-Scenic-Views-River-Access.h76167023.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/c8564713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/d2a167e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/781779f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/3dea7fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4 bedroom house with a private pool in a quiet area Glen Spey 10/10 Exceptional (7) "Our experience was great I will recommend it.Escape from the city to the a house in the middle of the Mother Nature is really amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) juan s. CA $278 CA $618 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Glen-Spey-Hotels-Spacious-4-Bedroom-House-With-A-Private-Pool-In-A-Quiet-Area.h87733136.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/e3421be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/b962703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/934427c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/7fc05ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GRANDMA'S COTTAGE Monticello 9.4/10 Exceptional (18) "I love the part that it really makes you feel like you at grandmas house and it’s close to a lot of fun things to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan CA $251 CA $442 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-GRANDMAS-COTTAGE.h70608264.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=2025-11-14&endDate=2025-11-15®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-Private-Vacation-Homes.d3000449590-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSmallwood-Private-Vacation-Homes.d3000449590-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Smallwood Hotel Reviews ![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 "The most wonderful 24hrs. The staff was outstanding, food was delicious and the slots so much fun. We got upgrades to a unforgettable room.. Clean big and roomy. So much fun" [](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Scottish Inns Milford](//images.trvl-media.com/lodging/1000000/870000/869200/869101/cc0b1965_y.jpg) ### Scottish Inns Milford 10/10 Excellent "VERY CLEAN STAFF WAS OUTSTANDING AAA+++" [](https://expedia.ca/Milford-Hotels-Scottish-Inns-Milford.h869101.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 "Nice staff, tasty breakfast. Clean rooms." [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![Callicoon Hills](//images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/240700f7_y.jpg) ### Callicoon Hills 10/10 Excellent "Lovely staff, very knowledgeable, friendly and very welcoming. Comfortable and homely stay. " [](https://expedia.ca/Callicoon-Center-Hotels-Callicoon-Hills.h63163026.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 "Clean room " [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.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 "Perfect escape from nyc" [](https://expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.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 "Great room upgrade. Great service " [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.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 "Our stay was awesome 👌 the place is clean. It was an overnight stay. And we are feel cozy and comfortable 😊 " [](https://expedia.ca/Jeffersonville-Hotels-Kenoza-Lake-View-Manor.h19660605.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 "I was really happy that both the room and the water in the waterpark were nice and warm. All of the staff were friendly and very helpful." [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ## Find out more about Smallwood ## Smallwood Vacation Homes information | Number of reviews | 189 | | --- | --- | | Accommodation | 408 Vacation Homes | | Lowest Price | CA $233 | | Highest Price | CA $817 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Ferndale](https://www.expedia.ca/3Star-Ferndale-Hotels.s30-0-d3000448597.Travel-Guide-Filter-Hotels) - [Farmstay in Bethel](https://www.expedia.ca/Bethel-Agritourism.d553248635077688906-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Bethel](https://www.expedia.ca/Bethel-Bed-And-Breakfast.d553248635077688906-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Bethel](https://www.expedia.ca/Bethel-Hotels-Cheap-Hotels.0-0-d553248635077688906-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bethel](https://www.expedia.ca/Bethel-Hotels-Luxury-Hotel.0-0-d553248635077688906-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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[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 Vacation Homes in Smallwood on Expedia.com](https://www.expedia.com/Smallwood-Private-Vacation-Homes.d3000449590-aaPrivateVacationHomes.Travel-Guide-Accommodation)