Proctor Holiday Rentals
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5 mi
45 rentals in Proctor.
Feel the real VT! Fall foliage, hikes, foodie’s delight!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Proctor match all your filters:
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
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Farmhouse with gracious grounds/Killington sking/campus weekends, Middlebury,
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Breathtaking Views & Walking Distance to the Fabulous Mountain Top Inn Resort
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Cozy Home, Minutes from Killington! Washer/Dryer & Free Disney+/Peacock!
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Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything
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Norm’s Place
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pond View Cabin-Rustic 2 Bedroom-Sleeps 4
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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1806 Carriage House with antiques, fireplace, luxury sheets and down comforters.
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Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck
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Killington Area Private Home, 3 Bd, 2 BR
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Cozy 3 Bedroom home near Killington
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Newly renovated 3 bedroom home near 4 ski areas
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Spacious, comfortable home, close to Killington and Pico. Sleeps 8.
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Seasonal Rental! Luxury home w/hot tub 20 minutes to Killington
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Centrally located home near outdoor activities & town with private W/D
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Winter Lore -4 bedroom, pet friendly with hot tub- minutes to Killington/Pico
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Ski Haven by Killington Escape
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2400sq.ft of relaxation. Only 7-10 Miles from Killington and Pico
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Private Chalet with Custom WFH Space and Hot Tub
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Spacious ski chalet with pool table & mountain views
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxury, downtown Rutland apartment with balcony
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Updated Home, Near Killington and Okemo, Hot Tub, EV Charger
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Family Getaway Cozy 4BDR Home
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House on The Rocks with EV Charger
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A stylish stay in this centrally-located suite with a private front entrance.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Inviting Chittenden Apartment Near Pico Mountain!
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4Bedroom Luxury Retreat Minutes to Pico/Killington Perfect for
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MODERN SPACIOUS 2-bedroom apartment
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Jam House Killington/Pico:Renovated Luxury+Hot Tub+Sauna+Wine Bar+Pool+Game
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Duplex Unit, 2 Mi to Chittenden Reservoir!
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Killington Chalet with Hot Tub & Ultimate Game Room
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Green Mountain Access:
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ski, Hike & Fish: Modern Rutland Home
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Centrally located apartment for the skier & outdoor enthusiast
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Welcoming 3-bedroom house in Mendon 15 minutes from Killington 9 minutes to Pico
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Spacious Mountain Retreat–Near Slopes & Downtown
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Maple Mountain Lodge - Skiing, Mountain Biking, Hiking and More
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Perfect for Downhill, Downtown or just Downtime
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic, fully remodeled dog-friendly home with a full kitchen, washer/dryer
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Beechwood Home - 4 Bedrooms and 3 Baths, sleeps 10
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Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Million Dollar View with 7 Person Hot Tub. 75" TV pool table and air hockey
Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Holiday Getaway – Near Slopes & Downtown
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Showing results 1-45 of 45
Frequently Asked Questions about Proctor
- Yes, here are some popular holiday rentals in Proctor that have a pool:
- Feel the real VT! Fall foliage, hikes, foodie’s delight!
- 6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
- Farmhouse with gracious grounds/Killington sking/campus weekends, Middlebury,
- Yes, here are some popular holiday rentals in Proctor that have internet access:
- Feel the real VT! Fall foliage, hikes, foodie’s delight!
- 6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
- Farmhouse with gracious grounds/Killington sking/campus weekends, Middlebury,
- The best pet friendly rentals in Proctor are:
- Feel the real VT! Fall foliage, hikes, foodie’s delight!
- 6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
- Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything
- Some of the most popular kid friendly rentals in Proctor are:
- Feel the real VT! Fall foliage, hikes, foodie’s delight!
- 6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
- Farmhouse with gracious grounds/Killington sking/campus weekends, Middlebury,
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