Title: Massies Mill, VA Condos for Rent | Expedia.com [Massies Mill Travel Guide](https://expedia.com/Massies-Mill.dx3000355198)[Hotels in Massies Mill](https://expedia.com/Massies-Mill-Hotels.d3000355198.Travel-Guide-Hotels)[Vacation Rentals in Massies Mill](https://expedia.com/Massies-Mill-Vacation-Rentals.d3000355198.Travel-Guide-VacationRentals)[Car Rentals in Massies Mill](https://expedia.com/Car-Rentals-In-Massies-Mill.d3000355198.Car-Rental-Guide)[Massies Mill Vacation Packages](https://expedia.com/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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.com/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 two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=3000355198&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=3000355198&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=3000355198&startDate=2026-07-10&endDate=2026-07-12&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/91000000/90090000/90087300/90087205/b0ffcdf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/89b7b76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/64fdaa18.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/91000000/90090000/90087300/90087205/07c4a1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Endless Mountain Top Views from All The Way Up! [](https://www.expedia.com/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information) Wintergreen Resort 10/10 Exceptional (99 reviews) "Highly recommend staying at this beautiful condo! The kitchen has everything you need, the views are breath-taking, the condo is very clean, and the hosts are very communicative and helpful. Will definitely stay here again the next time we travel to the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison N. $217 nightly $243 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/48c0e694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace [](https://www.expedia.com/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) Wintergreen Resort 10/10 Exceptional (104 reviews) "Great stay with a fabulous view! Very cozy and comfortable! We had a wonderful little getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicki E. $218 nightly $245 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/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) ![Interior](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/d5c938fc.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) ### New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly [](https://www.expedia.com/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) Roseland 9.6/10 Exceptional (149 reviews) "Very clean and pet-friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heston $215 nightly $241 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.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) ![Interior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/f62c61a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/142bac58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Diamond Adventure at Wintergreen Resort \*FULLY UPDATED\* [](https://www.expedia.com/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information) Wintergreen Resort 10/10 Exceptional (36 reviews) "Great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel W. $354 nightly $391 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information) ![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/b56e2b25.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) ### First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge [](https://www.expedia.com/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information) Wintergreen Resort 10/10 Exceptional (13 reviews) "Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lloyd F. $191 nightly $214 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/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.com/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) Wintergreen Resort 10/10 Exceptional (46 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. $204 nightly $229 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/3e6d7427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/593eaa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/c23d20f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/747eed18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Inn Studio 96 with Wintergreen Advantage [](https://www.expedia.com/Nellysford-Hotels-Mountain-Inn-Studio-96-With-Wintergreen-Advantage.h102442025.Hotel-Information) Wintergreen 10/10 Exceptional (1 review) "A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana $198 nightly $222 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Mountain-Inn-Studio-96-With-Wintergreen-Advantage.h102442025.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) ![Dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/4a80edab.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) ![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.com/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) Wintergreen Resort 9.6/10 Exceptional (40 reviews) "Our host were great communicators and everything was very pleasant! A great stay and would do it again in a heartbeat :-)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william M. $257 nightly $289 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/eb46d699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/a92ed0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/c3acb08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/1b7442ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Condo -Steps to Ski and restaurants [](https://www.expedia.com/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (32 reviews) "Check in was a breeze, amazing location and great nights stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garrett P. $235 nightly $264 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.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) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/5cd5ab8b.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) ### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining [](https://www.expedia.com/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) Wintergreen Resort 10/10 Exceptional (34 reviews) "The home was clean and in a great location to explore the Wintergreen area. Host was welcoming and responsive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob M. $289 nightly $325 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/f157e73a.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) ![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.com/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) Roseland 9.8/10 Exceptional (30 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. $216 nightly $243 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/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/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/28000000/27770000/27767700/27767679/26d64274.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) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. [](https://www.expedia.com/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) Roseland 9.0/10 Wonderful (316 reviews) "Gorgeous view. Our fourth time here, and still a lovely place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine B. $219 nightly $245 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.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) ![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) ![Dining](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/5599d561.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) ### Mountain View Vista: Resort Condo w/ Views [](https://www.expedia.com/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) Wintergreen Resort 9.4/10 Exceptional (11 reviews) "Beautiful view!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Serge L. $257 nightly $289 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/14701ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/36fe38ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/adfa5a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/5eb09382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Inn Lodge 54 with Wintergreen Advantage [](https://www.expedia.com/Nellysford-Hotels-Mountain-Inn-Lodge-54-With-Wintergreen-Advantage.h102441921.Hotel-Information) Wintergreen 10/10 Exceptional (3 reviews) "We were in the area looking to possibly relocate and this loft on the mountain was a beautiful stay. Convenient to restaurants within walking distance. We would definitely book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin C. $219 nightly $246 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Mountain-Inn-Lodge-54-With-Wintergreen-Advantage.h102441921.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/d4f21770.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) ### Escape to the Blue Ridge Mountains at Wine-tergreen! [](https://www.expedia.com/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (126 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. $229 nightly $257 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/e717b8c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/a13f8427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/9b3084b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/aed55363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Court 24 with Wintergreen Advantage [](https://www.expedia.com/Nellysford-Hotels-Highridge-Court-24-With-Wintergreen-Advantage.h102441532.Hotel-Information) Chestnut Springs 8.0/10 Very Good (1 review) "Nice place with a great view. Take your own Keurig machine though." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C. $265 nightly $298 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Highridge-Court-24-With-Wintergreen-Advantage.h102441532.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/40360ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/b2581c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/316b125d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/2d713b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 360° Views for Miles + Pizza [](https://www.expedia.com/Nellysford-Hotels-Mountain-Dreams-Condo-With-Aspen-Suite-2-Floors.h40060543.Hotel-Information) Roseland 10/10 Exceptional (76 reviews) "The property had a great location with awesome views. The property matched the listing and was very clean. I highly recommend this stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin H. $358 nightly $401 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Mountain-Dreams-Condo-With-Aspen-Suite-2-Floors.h40060543.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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-837dbc90.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) ![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) ### Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf [](https://www.expedia.com/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information) Wintergreen Resort 9.4/10 Exceptional (13 reviews) "We enjoyed our stay here. Brought the whole family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline D. $287 nightly $322 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/e4b21b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/70001ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/b9885a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/d81b69fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Condo in the Sky! Finest in Wintergreen! [](https://www.expedia.com/Nellysford-Hotels-Luxury-Condo-In-The-Sky-Finest-In-Wintergreen.h96718013.Hotel-Information) Wintergreen Resort 10/10 Exceptional (27 reviews) "Amazing place with even more amazing views. Very comfortable and beautiful place. We had high expectations based on the pictures in the listing, and the place exceeded these high expectations. Fantastic place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) missy s. $276 nightly $310 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Luxury-Condo-In-The-Sky-Finest-In-Wintergreen.h96718013.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) ![Interior](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/1b019eee.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) ![Dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5fbba5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook 180 degree views w/Peloton! [](https://www.expedia.com/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. $282 nightly $323 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.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.com/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06®ionId=3000355198&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CABIN) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CONDO) Chalets [](https://www.expedia.com/Hotel-Search?destination=Massies+Mill%2C+Virginia%2C+United+States+of+America®ionId=3000355198&latLong=37.777084%2C-79.001136&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMassies-Mill-Condos.d3000355198-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMassies-Mill-Condos.d3000355198-aaCondos.Travel-Guide-Accommodation) ## Top Massies Mill Hotel Reviews ![Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!](https://images.trvl-media.com/lodging/102000000/101900000/101899500/101899408/a79449ef_y.jpg) ### Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven! 10/10 Excellent "We absolutely loved our peaceful stay at the coziest Riverfront Cottage on The Piney River! We love the Piney River and saw trout jumping all morning long. The cottage is impeccably decorated and immaculate. The surrounding landscape is beautiful and serene. We loved everything about our stay and look forward to visiting again. " [](https://expedia.com/Roseland-Hotels-Charming-Riverfront-Cottage-With-Scenic-Views.h101899408.Hotel-Information) ![Basecamp151](https://images.trvl-media.com/lodging/120000000/119790000/119781400/119781362/f6de3776_y.jpg) ### Basecamp151 10/10 Excellent "Easy self check in, very quiet, comfortable bed. Room had space for relaxing plus the common room was an awesome added bonus" [](https://expedia.com/Afton-Hotels-Basecamp151.h119781362.Hotel-Information) ![The Modern Mountain Condo ](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a_y.jpg) ### The Modern Mountain Condo 10/10 Excellent "The property was just as described and the communication was a breeze. The view from the unit’s deck was beautiful. " [](https://expedia.com/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Whimsical Creekside Cabin](https://images.trvl-media.com/lodging/102000000/101510000/101508200/101508135/w918h683x54y0-4274dc1b_y.jpg) ### Whimsical Creekside Cabin 10/10 Excellent "Nice place. In Washington national Park. Love the water stream that runs along the property. Has everything you need for nice weekend. Winery near by and hiking. " [](https://expedia.com/Vesuvius-Hotels-Whimsical-Creekside-Cabin.h101508135.Hotel-Information) ![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](https://images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/6e5f684e_y.jpg) ### Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes 10/10 Excellent "We had a wonderful time! The condo was perfect for our family of 4 with 2 small dogs. The condo was clean, well laid out, and very well stocked. It had everything we needed and more! The communication with the host was super fast and helpful. We already booked for next year!" [](https://expedia.com/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![Comfort Inn & Suites Raphine - Lexington near I-81 and I-64](https://images.trvl-media.com/lodging/1000000/40000/34300/34244/584b6745_y.jpg) ### Comfort Inn & Suites Raphine - Lexington near I-81 and I-64 4/10 Poor "First I was charged twice for my dog for a one night stay. Then my room was cold when I moved in. Now this was 9;00 pm and you're ready to go to bed after driving all day so it takes awhile to heat up. after sleeping a bit you wake up sweating because of trying to heat the room up quick on 80F. To top it off breakfast time coffee pot was empty with no one around to fill it. " [](https://expedia.com/Lexington-Hotels-Comfort-Inn-Suites-Raphine-Lexington-Near-I-81-And-I-64.h34244.Hotel-Information) ![Family Friendly Log Cabin Nestled in Blue Ridge Foothills](https://images.trvl-media.com/lodging/105000000/104680000/104673800/104673753/c0ae0da0_y.jpg) ### Family Friendly Log Cabin Nestled in Blue Ridge Foothills 10/10 Excellent "Such a darlin little cabin. Loved it! Was perfect. Never had to touch the heat. Was so comfy. wish it had been cold enough to use the wood stove. It was close to the church I was giving the baby shower and to my brothers. Will definitely rent again. Susan and her mom were so responsive to questions. Was a perfect restful weekend. Thank you for sharing your place with us. " [](https://expedia.com/Stuarts-Draft-Hotels-Family-Friendly-Log-Cabin-Nestled-In-Blue-Ridge-Foothills.h104673753.Hotel-Information) ![Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/4e2cb4f1_y.jpg) ### Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery 10/10 Excellent "The host was amazing and went out of her way to make us feel at home. Everything that we wouldve needed was provided. We really appreciated the homemade treats and fresh eggs . Accommodations were very well kept and comfortable." [](https://expedia.com/Roseland-Hotels-Cozy-Mountain-Cabin-Nelson-151-Near-Bold-Rock-Cidery-And-DB-Brewery.h78465857.Hotel-Information) ![WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS](https://images.trvl-media.com/lodging/49000000/48840000/48830800/48830715/2a174ad4_y.jpg) ### WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS 10/10 Excellent "Very clean, gorgeous views" [](https://expedia.com/Charlottesville-Hotels-WINTERGREEN-RESORT-HOME-WITH-BLUE-RIDGE-VIEWS.h48830715.Hotel-Information) ## Find out more about Massies Mill ## Massies Mill Condo Rentals information | Number of reviews | 1,105 | | ----------------- | ----------------- | | Accommodation | 297 Condo Rentals | | Lowest Price | $214 | | Highest Price | $401 | ## 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 - Vacation Rentals - [B&B in Roseland ](https://www.expedia.com/Roseland-Bed-And-Breakfast.d6361484-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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