Title: Massies Mill Condo Rentals from CA $335 | Expedia.ca [Hotels in Massies Mill](https://expedia.ca/Massies-Mill-Hotels.d3000355198.Travel-Guide-Hotels)[Vacation Rentals in Massies Mill](https://expedia.ca/Massies-Mill-Vacation-Rentals.d3000355198.Travel-Guide-VacationRentals)[Massies Mill Car Rentals](https://expedia.ca/Car-Rentals-In-Massies-Mill.d3000355198.Car-Rental-Guide)[Massies Mill Vacation Packages](https://expedia.ca/Massies-Mill.d3000355198.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=3000355198&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000355198&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000355198&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=3000355198&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Massies Mill condo rentals ![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/ae35c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/eab7e1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/3e9a531d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/403fa3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge [](https://www.expedia.ca/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information) Wintergreen Resort 10/10 Exceptional (6 reviews) "We loved the 'ski-in/ski-out' convenience. Cute condo with everything you need for your stay. The water and snacks were a nice gesture. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esperanza CA $123 CA $311 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/29fa29ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/0d2cf0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Modern Mountain Condo [](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) Wintergreen Resort 10/10 Exceptional (41 reviews) "Quiet, one-night stay while in the area for an event. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. CA $143 CA $335 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1199h809x1y1-e64db49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h798x0y1-48c7360f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1199h797x1y1-4e7a5a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-8e27a433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (8 reviews) "We enjoyed our stay here. Brought the whole family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline D. CA $164 CA $417 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/25cf6aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/48c0e694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/778c5b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/b384df8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen. Sunset Vista Villa - Close to the ski slopes [](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) Wintergreen Resort 10/10 Exceptional (98 reviews) "Fantastic stay again! Condo is perfect for a get away! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna M. CA $197 CA $411 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/6d550925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/d5c938fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) Roseland 9.6/10 Exceptional (145 reviews) "Very clean and pet-friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heston CA $166 CA $363 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/604129c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e1d8c140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/200109ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e9ccaff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) Roseland 9.8/10 Exceptional (26 reviews) "Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil P. CA $164 CA $343 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/bd661df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/6fa06431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/d10f5f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/d4f21770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to the Blue Ridge Mountains at Wine-tergreen! [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h43414813.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (124 reviews) "Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David L. CA $176 CA $375 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h43414813.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/622c003f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/18b684d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/de08fed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/87ee7a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cute Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information) Roseland 10/10 Exceptional (3 reviews) "We enjoyed it so much! So cozy and close to the resort! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie B. CA $216 CA $449 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information) ![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/d991cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/29d540e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/189a53c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/bc698b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic Peak: Wintergreen Condo with Views [](https://www.expedia.ca/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) Wintergreen Resort 9.6/10 Exceptional (36 reviews) "Very clean, well organized, excellent views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guy M. CA $190 CA $398 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/4641225d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/64d05be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/26d64274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) Roseland 9.0/10 Wonderful (311 reviews) "Outstanding views from the deck!! Loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry M. CA $141 CA $348 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/71fe9056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/552ed686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/192936da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/e6c7861f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) Wintergreen Resort 10/10 Exceptional (43 reviews) "Cute little place. Well stocked, easy access, and very convenient to wintergreen facilities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david CA $166 CA $378 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/1b87e3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/6767c599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/d176c035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/485372ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining [](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) Wintergreen Resort 10/10 Exceptional (31 reviews) "The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassie H. CA $203 CA $508 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/2c2127ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/cf3b06c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5fbba5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5d239212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook 180 degree views w/Peloton! [](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information) Wintergreen Resort 9.4/10 Exceptional (3 reviews) "Excellent stay. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly B. CA $205 CA $497 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/9bc2c3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/d370f505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/956722d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/6da2f0a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Vista: Resort Condo w/ Views [](https://www.expedia.ca/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) Wintergreen Resort 9.2/10 Wonderful (10 reviews) "It was so clean and comfortable. Waking up early in the working to watch the sunrise over the mountains was majestic. Highly recommend this get away!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $190 CA $398 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/w1999h1499x0y0-c0bbd045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/8d292a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/5c68525e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/4f6b0467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### You deserve it all! Awesome Views, Comfy Condo & Elevator! [](https://www.expedia.ca/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information) Chestnut Springs 9.8/10 Exceptional (203 reviews) "Nice view along with a spacious layout. Was very nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $239 CA $464 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/9ebdff32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/b937af11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/w1280h851x0y2-5d255bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/f62c61a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Diamond Adventure at Wintergreen Resort \*FULLY UPDATED\* [](https://www.expedia.ca/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information) Wintergreen Resort 10/10 Exceptional (30 reviews) "The location is very convenient with amazing views of the slopes and terrain park. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meredith G. CA $328 CA $713 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/bb104833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/762dc59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/c4883d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/c4d48c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf [](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Resort-Ski-Slopes.h124607687.Hotel-Information) Wintergreen Resort CA $178 CA $367 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Resort-Ski-Slopes.h124607687.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ae25bee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/0ab107dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ac376d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/170802a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BR 3BA Pet Friendly Resort Condo [](https://www.expedia.ca/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information) Wintergreen Resort 10/10 Exceptional (3 reviews) "Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lance B. CA $228 CA $554 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/25c51836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/8ae7cdcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/60816220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/43c452f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂 [](https://www.expedia.ca/Nellysford-Hotels-New-Listing100-FT-FROM-THE-SLOPES-4bd3bth-Ski-InOut-Dobie-Condo-Loft.h100930516.Hotel-Information) Wintergreen Resort 9.6/10 Exceptional (12 reviews) "Great location, communicative host! I would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime B. CA $601 CA $1,122 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Nellysford-Hotels-New-Listing100-FT-FROM-THE-SLOPES-4bd3bth-Ski-InOut-Dobie-Condo-Loft.h100930516.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107300000/107290800/107290761/bab56e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107300000/107290800/107290761/f61c80e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107300000/107290800/107290761/7f3025f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107300000/107290800/107290761/a4bdc751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Ski Retreat: Trails+Tastings+Relaxation Hub [](https://www.expedia.ca/Nellysford-Hotels-NEW-LISTING-Dobie-Mountain-Slopeside-Retreat-Incredible-Location.h107290761.Hotel-Information) Wintergreen Resort 10/10 Exceptional (23 reviews) "Overall great place. We had a conference at Wintergreen and it was a short, easy walk to the lodge. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brent g. CA $584 CA $1,003 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Nellysford-Hotels-NEW-LISTING-Dobie-Mountain-Slopeside-Retreat-Incredible-Location.h107290761.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=2026-02-19&endDate=2026-02-20®ionId=3000355198&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CHALET) ![](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%2FMassies-Mill-Condos.d3000355198-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMassies-Mill-Condos.d3000355198-aaCondos.Travel-Guide-Accommodation) ## Top Massies Mill Hotel Reviews ![Family Friendly Log Cabin Nestled in Blue Ridge Foothills](https://images.trvl-media.com/lodging/105000000/104680000/104673800/104673753/cd85d1f7_y.jpg) ### Family Friendly Log Cabin Nestled in Blue Ridge Foothills 10/10 Excellent "My family stayed in this adorable cabin while we were in town for a family wedding and really enjoyed our stay. The space is cute and cozy. The beds are comfortable, the kitchen is well stocked and bathrooms have everything needed. My 9 year old appreciated all of the art supplies, puzzles, books that were provided. If we're in the area again, we would be happy to visit again!" [](https://expedia.ca/Stuarts-Draft-Hotels-Family-Friendly-Log-Cabin-Nestled-In-Blue-Ridge-Foothills.h104673753.Hotel-Information) ![Basecamp151](https://images.trvl-media.com/lodging/120000000/119790000/119781400/119781362/6fa344af_y.jpg) ### Basecamp151 10/10 Excellent "We had suite 1, which is quite large with a fairly well stocked kitchen, sitting area with separate bedroom. Good value, at least with mid week pricing" [](https://expedia.ca/Afton-Hotels-Basecamp151.h119781362.Hotel-Information) ![Whimsical Creekside Cabin](https://images.trvl-media.com/lodging/102000000/101510000/101508200/101508135/8a7b79d3_y.jpg) ### Whimsical Creekside Cabin 10/10 Excellent "The place & everything was great!" [](https://expedia.ca/Vesuvius-Hotels-Whimsical-Creekside-Cabin.h101508135.Hotel-Information) ![The Modern Mountain Condo ](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131_y.jpg) ### The Modern Mountain Condo 10/10 Excellent "Excellent location, walked right over to the top of the slopes and about 30 yards from the market. Everything was clean, in good working order and perfect for our party of three" [](https://expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA](https://images.trvl-media.com/lodging/105000000/104260000/104258500/104258489/73239ae6_y.jpg) ### Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA 10/10 Excellent "This is the most relaxing place ever. Its off the beaten path but close enough for sightseeing. Always enjoy my stay here. " [](https://expedia.ca/Montebello-Hotels-Beautiful-New-Cabins-Mile-Off-Blue-Ridge-Parkway-In-Montebello.h104258489.Hotel-Information) ![Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly](https://images.trvl-media.com/lodging/42000000/41890000/41889000/41888974/fe82cd9c_y.jpg) ### Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly 10/10 Excellent "This home is perfect for a large family! The details did not go unnoticed! Nicely stocked kitchen with cookware and appliances.Each bath included essentials, just in case you forgot some of your own! The hot tub was a great escape after a long day on the slopes! The infinity pool makes us want to come back in the summer to be able to enjoy it. Everything was absolutely gorgeous! And to top it off, the host was exceptional! Will definitely be back! " [](https://expedia.ca/Nellysford-Hotels-Berry-Hill-Lake-Private-Luxury-Family-Resort-W-Pool-Hot-Tub-Pet-Friendly.h41888974.Hotel-Information) ![2br/2ba: Million Dollar View from Luxury Condo on the Ridge. ](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/3ac798a2_y.jpg) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. 10/10 Excellent "This is one of our favorite condos in Wintergreen. Spacious, clean, the deck is just great for relaxing and enjoying the view . " [](https://expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![Afton Mountain Vineyards](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/d94d7070_y.jpg) ### Afton Mountain Vineyards 10/10 Excellent "Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!" [](https://expedia.ca/Afton-Hotels-Afton-Mountain-Vineyards.h112238433.Hotel-Information) ![Comfort Inn & Suites Raphine - Lexington near I-81 and I-64](https://images.trvl-media.com/lodging/1000000/40000/34300/34244/4eda4fef_y.jpg) ### Comfort Inn & Suites Raphine - Lexington near I-81 and I-64 10/10 Excellent "Room was very clean, and the staff was extremely courteous. Breakfast on both days was outstanding. Only drawback was I requested a 6am wake-up call on Sunday morning, and it didn't happen. However, I consider that minor. I would stay there again." [](https://expedia.ca/Lexington-Hotels-Comfort-Inn-Suites-Raphine-Lexington-Near-I-81-And-I-64.h34244.Hotel-Information) ## Find out more about Massies Mill ## Massies Mill Condo Rentals information | Number of reviews | 1,107 | | ----------------- | ----------------- | | Accommodation | 297 Condo Rentals | | Lowest Price | CA $335 | | Highest Price | CA $1,122 | ## Frequently asked questions ### Why book your condo in Massies Mill with Expedia? ### How can I find cheap condos in Massies Mill? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Deer Springs ](https://www.expedia.ca/2Star-Deer-Springs-Nellysford-Hotels.s20-n553248635976470298-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Montebello ](https://www.expedia.ca/4Star-Montebello-Hotels.s40-0-d6353581.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Amherst ](https://www.expedia.ca/Amherst-Hotels-Hotel-With-Pool.0-0-d177463-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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