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Featured Holiday Homes in Proctorsville

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Winhall
Located in Bondville, this vacation home is on the waterfront, within a 15-minute drive of Green Mountain National Forest and Winhall River.
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Ludlow
With a stay at this vacation home, you'll be centrally located in Ludlow, within a 5-minute drive of Okemo Mountain Resort and Red Lot.
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!

MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!

Killington
With a stay at this vacation home in Killington, you'll be in the mountains, within a 5-minute drive of Killington Resort and Black Dog Sports.
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
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Charming Chester Farmhouse – peaceful and close to everything!

Charming Chester Farmhouse – peaceful and close to everything!

Chester
The price is AU$655 per night from 15 Aug to 16 Aug
AU$655
15 Aug - 16 Aug
includes taxes & fees
Located in Chester (Chester Depot), this vacation home is within a 5-minute drive of DaVallia Art & Accents and Bonnie's Bundles Dolls.
Charming Chester Farmhouse – peaceful and close to everything!
Alpine 6-BR Estate On Okemo Mountain

Alpine 6-BR Estate On Okemo Mountain

Ludlow
When you stay at this vacation home in Ludlow, you'll be in the mountains, within a 10-minute walk of Okemo Mountain Resort and Sunshine Ski Lift.
Alpine 6-BR Estate On Okemo Mountain
Premier Woodstock Village Riverfront Home

Premier Woodstock Village Riverfront Home

Woodstock
With a stay at this property in Woodstock, you'll be a 3-minute walk from Middle Covered Bridge and 5 minutes by foot from Marsh-Billings-Rockefeller National ...
Premier Woodstock Village Riverfront Home
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!

Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!

Ludlow
With a stay at this vacation home in Ludlow, you'll be on the waterfront, within a 10-minute drive of Okemo Mountain Resort and Lake Rescue.
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

Ludlow
When you stay at this vacation home in Ludlow, you'll be in the mountains, within a 10-minute walk of Okemo Mountain Resort and General Parking.
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Ludlow
With a stay at this vacation home in Ludlow, you'll be on a lake, within a 5-minute drive of Okemo Mountain Resort and Sunshine Ski Lift.
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
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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.

Proctorsville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Proctorsville vacation homes are the perfect way for you to wing it.

Holiday houses in Proctorsville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Proctorsville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Proctorsville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Proctorsville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Proctorsville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Proctorsville Holiday Homes essential information

Accommodation
618 Holiday Homes
Lowest Price
AU$227
Highest Price
AU$754
Popular accommodation
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond, Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable, MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!, Charming Chester Farmhouse – peaceful and close to everything!, Alpine 6-BR Estate On Okemo Mountain, Premier Woodstock Village Riverfront Home, Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!, NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays, Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Top trending hotels in Proctorsville

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is AU$227 per night from 19 Aug to 20 Aug
AU$227
19 Aug - 20 Aug
includes taxes & fees
With a stay at Pointe at Castle Hill Resort in Cavendish, you'll be near ski lifts, within a 10-minute drive of Okemo Mountain Resort and Fletcher Farm School ...
Pointe at Castle Hill Resort
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$754 per night from 1 Sept to 2 Sept
AU$754
1 Sept - 2 Sept
includes taxes & fees
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski ...
Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
Located in Woodstock, The Shire Woodstock is on a river, within a 5-minute walk of Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee ...
The Shire Woodstock
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The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
Fully refundableReserve now, pay when you stay
When you stay at The Mountain Inn at Killington in Killington, you'll be next to a golf course, just steps from Killington Resort and Black Dog Sports.
The Mountain Inn at Killington
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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.

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^Subject to availability and chosen travel dates.