Hotel In Greenville - Vacation Rentals in Proctorsville

Castle Hill Resort And Spa in Cavendish From US $257
         

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9.0 (121 Reviews)
Hotel
Castle Hill Resort And Spa
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  • Pool

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Luxury Places to Stay in Proctorsville

Over 60+ Luxury Places to Stay in or Near Proctorsville
$0 Fees 7 Bdrms 9 Bthrms Minutes to Okemo Hot Tub in Cavendish From US $786
         

10.0 (7 Reviews)
House
$0 Fees 7 Bdrms 9 Bthrms Minutes to Okemo Hot Tub
  • Air Conditioner
  • Pet Friendly
  • TV

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Okemo Mountain View Retreat in Cavendish From US $682
         

10.0 (16 Reviews)
House
Okemo Mountain View Retreat
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  • Pet Friendly
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Beautiful 3000 Square Foot Home in Cavendish From US $614
         

9.8 (78 Reviews)
Cabin
Beautiful 3000 Square Foot Home
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3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view in Cavendish From US $548
         

9.2 (7 Reviews)
Apartment
3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view
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  • Pet Friendly

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Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort in Cavendish From US $541
         

10.0 (23 Reviews)
Condo
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
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Blossom Haven Charming 3BR Condo in Cavendish From US $493
         

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8.5 (4 Reviews)
Apartment
Blossom Haven Charming 3BR Condo
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3 BR Luxury Condo at Castle Hill - 5 mi to Okemo in Cavendish From US $447
         

New
Condo
3 BR Luxury Condo at Castle Hill - 5 mi to Okemo
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Monthly or Seasonal rental. Sleeps 9, pet friendly! 5 mins to Okemo in Cavendish From US $439
         

New
House
Monthly or Seasonal rental. Sleeps 9, pet friendly! 5 mins to Okemo
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Top-Rated Vacation Rentals with a Pool in Proctorsville

Over 14+ Top-Rated Vacation Rentals with a Pool in or Near Proctorsville
Golden Stage Inn B&B in Cavendish From US $226
         

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10.0 (45 Reviews)
Bed & Breakfast
Golden Stage Inn B&B
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Castle Hill Resort Condo: 5 Mi to Slopes at Okemo! in Proctorsville From US $408
         

10.0 (6 Reviews)
Condo
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
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Castle Hill Resort Condo: 5 Mi to Slopes at Okemo! in Proctorsville From US $324
         

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9.4 (5 Reviews)
House
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
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Golden Stage Inn in Proctorsville From US $270
         

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9.2 (6 Reviews)
Bed & Breakfast
Golden Stage Inn
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Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas in Proctorsville From US $385
         

9.0 (16 Reviews)
Condo
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
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Castle Hill Condos O2 in Proctorsville From US $361
         

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8.0 (4 Reviews)
Apartment
Castle Hill Condos O2
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The Pointe at Castle Hill Resort & Spa in Ludlow From US $169
         

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7.3 (175 Reviews)
Resort
The Pointe at Castle Hill Resort & Spa
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Castle Retreat – Pool, Spa & Mountain Adventures in Cavendish From US $298
         

10.0 (3 Reviews)
Condo
Castle Retreat – Pool, Spa & Mountain Adventures
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  • Pool

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Pet-Friendly Vacation Rentals in Proctorsville

Over 7+ Pet-Friendly Vacation Rentals in or Near Proctorsville
$0 Fees Cozy Apt Minutes to Okemo & Pet Friendly in Cavendish From US $241
         

10.0 (7 Reviews)
Apartment
$0 Fees Cozy Apt Minutes to Okemo & Pet Friendly
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Dog-Friendly cottage w/close to Okemo Resort, firepit, bbq, swimming hole, w/d in Cavendish From US $254
         

New
House
Dog-Friendly cottage w/close to Okemo Resort, firepit, bbq, swimming hole, w/d
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Beautiful retreat close to Okemo with free WiFi, private washer/dryer in Proctorsville From US $292
         

9.2 (5 Reviews)
Condo
Beautiful retreat close to Okemo with free WiFi, private washer/dryer
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Beautiful retreat close to Okemo with free WiFi, private washer/dryer in Proctorsville From US $203
         

9.2 (5 Reviews)
Condo
Beautiful retreat close to Okemo with free WiFi, private washer/dryer
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  • Pet Friendly
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Dog-Friendly cottage w/close to Okemo Resort, firepit, bbq, swimming hole, w/d in Cavendish From US $227
         

8.4 (7 Reviews)
House
Dog-Friendly cottage w/close to Okemo Resort, firepit, bbq, swimming hole, w/d
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Dog-friendly riverfront home with washer/dryer, partial A/C, river views, & wifi in Proctorsville From US $372
         

6.8 (3 Reviews)
House
Dog-friendly riverfront home with washer/dryer, partial A/C, river views, & wifi
  • Air Conditioner
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  • Pet Friendly

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Apartment by the green in Proctorsville From US $131
         

New
House
Apartment by the green
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Large Vacation Homes & Villas in Proctorsville

Over 8+ Large Vacation Homes & Villas in or Near Proctorsville
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas in Proctorsville From US $343
         

9.0 (16 Reviews)
Condo
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
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2-Story riverfront home + studio with washer/dryer, river views, & free WiFi in Proctorsville From US $402
         

New
House
2-Story riverfront home + studio with washer/dryer, river views, & free WiFi
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2-Story riverfront home + studio with washer/dryer, river views, & free WiFi in Proctorsville From US $362
         

New
House
2-Story riverfront home + studio with washer/dryer, river views, & free WiFi
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Solitude Village Stunner! in Cavendish From US $350
         

New
Condo
Solitude Village Stunner!
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Home with private apartment, patio, fireplace, on-site pool, gym & tennis access in Cavendish From US $310
         

New
House
Home with private apartment, patio, fireplace, on-site pool, gym & tennis access
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Okemo Mountain Family Fun House with a private tube in Proctorsville From US $706
         

10.0 (2 Reviews)
House
Okemo Mountain Family Fun House with a private tube
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Gone Ski Inn near Okemo in Cavendish From US $960
         

10.0 (1 Review)
House
Gone Ski Inn near Okemo
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The Sunset Inn: Ski Okemo, Walk to Town, 4 Beds/4 Baths in Cavendish From US $923
         

New
House
The Sunset Inn: Ski Okemo, Walk to Town, 4 Beds/4 Baths
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Proctorsville Vacation Rentals and Airbnb Places to Stay Under $200

Over 4+ Proctorsville Vacation Rentals and Airbnb Places to Stay Under $200
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing in Cavendish From US $120
         

8.0 (12 Reviews)
House
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
  • Parking
  • Pool
  • Balcony/Terrace

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Cozy Mountain Getaway in Proctorsville From US $189
         

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10.0 (2 Reviews)
Apartment
Cozy Mountain Getaway
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Cozy studio in Proctorsville Vt bring yourself to stay at Murphys4Seasons. in Cavendish From US $113
         

New
Apartment
Cozy studio in Proctorsville Vt bring yourself to stay at Murphys4Seasons.
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Ski Ya Later in Proctorsville From US $180
         

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1.0 (1 Review)
Apartment
Ski Ya Later
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Instantly Bookable Vacation Homes in Proctorsville

Over 17+ Instantly Bookable Vacation Homes in or Near Proctorsville
Charming & spacious two-story townhome with balcony - close to Okemo in Proctorsville From US $388
         

9.6 (27 Reviews)
House
Charming & spacious two-story townhome with balcony - close to Okemo
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Green Mountain Getaway in Cavendish From US $478
         

New
House
Green Mountain Getaway
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Cozy condo near skiing with fireplace & deck in Proctorsville From US $232
         

9.6 (5 Reviews)
Condo
Cozy condo near skiing with fireplace & deck
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Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking in Proctorsville From US $234
         

9.0 (8 Reviews)
Condo
Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking
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2nd-floor condo near Okemo Mtn with streaming, WiFi, partial AC, & full kitchen in Cavendish From US $269
         

New
House
2nd-floor condo near Okemo Mtn with streaming, WiFi, partial AC, & full kitchen
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Luxury Mtn. Condo w/2 King Beds 4 Miles to Okemo in Cavendish From US $735
         

10.0 (1 Review)
Condo
Luxury Mtn. Condo w/2 King Beds 4 Miles to Okemo
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Convenient village condo w/mountain views, close to Okemo, partial a/c, w/d in Proctorsville From US $379
         

10.0 (1 Review)
Condo
Convenient village condo w/mountain views, close to Okemo, partial a/c, w/d
  • Air Conditioner
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  • TV

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Charming & spacious two-story townhome with balcony - close to Okemo in Cavendish From US $272
         

9.6 (27 Reviews)
House
Charming & spacious two-story townhome with balcony - close to Okemo
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About Proctorsville Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hotelingreenville Proctorsville, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Proctorsville. Places to stay near Proctorsville with prices averaging US $257 a night.

Hotelingreenville makes it easy and safe to find and compare vacation rentals in Proctorsville with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Proctorsville

Type Count
Hotels 1

Use these Quick Filters to Find a Vacation Rental in Proctorsville

★ Pro Tip: Hotelingreenville makes it easy to compare the best listings on Hotelingreenville homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelingreenville homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Proctorsville.

Weather in Proctorsville

View the weather forecast for Proctorsville before booking your Proctorsville Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Proctorsville, VT

Hotelingreenville offers a large selection of top attractions around Proctorsville. Research things to do on your vacation before you visit Proctorsville.


Killington Resort Okemo Mountain Resort Killington Peak Bromley Mountain Ski Resort Magic Mountain Ski Resort Jackson Gore Ski Resort at Okemo Vermont Country Store Weston Playhouse Viking Nordic Center Weston Priory Mt Ascutney State Park Ball Mountain Dam Killington Golf Course Mount Ascutney Woodstock Country Club Billings Farm and Museum Plummer's Sugar House Jamaica State Park Cornish-Windsor Covered Bridge Okemo Valley Golf Club

Complexes around Proctorsville, VT


The Pointe At Castle Hill Resort 3 Properties

Proctorsville Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Proctorsville?

There are a lot of options in Proctorsville. If you plan on staying in the Proctorsville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Proctorsville:

How many vacation rentals are available in Proctorsville?

Currently, the total number of properties listed in 2026 is over 1 in the Proctorsville area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Proctorsville.