Book Holiday Homes in Weston

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Featured Holiday Homes in Weston

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$657 per night from 16 Sept to 17 Sept
AU$657
16 Sept - 17 Sept
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!
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Winhall
The price is AU$1,157 per night from 27 Aug to 28 Aug
AU$1,157
27 Aug - 28 Aug
includes taxes & fees
With a stay at this vacation home in Bondville, you'll be in the mountains, within a 15-minute drive of Stratton Mountain Resort and Green Mountain National ...
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
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
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.

Weston 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 Weston vacation homes are the perfect way for you to wing it.

Holiday houses in Weston 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 Weston 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 Weston adventures, obvs.

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

Weston Holiday Homes essential information

Accommodation
930 Holiday Homes
Lowest Price
AU$171
Highest Price
AU$1,157
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!, Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym, Alpine 6-BR Estate On Okemo Mountain, 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 Weston

The Weston

The Weston

5 out of 5
630 Main St, Weston, VT
The price is AU$659 per night from 20 Aug to 21 Aug
AU$659
20 Aug - 21 Aug
includes taxes & fees
With a stay at The Weston in Weston, you'll be a 1-minute walk from West River and 5 minutes by foot from Mill Museum.
The Weston
COHO Inn & Motor Lodge

COHO Inn & Motor Lodge

2 out of 5
287 Vermont Rte 100, Weston, VT
The price is AU$343 per night from 19 Aug to 20 Aug
AU$343
19 Aug - 20 Aug
includes taxes & fees
When you stay at COHO Inn & Motor Lodge in Weston, you'll be near ski lifts, within a 5-minute drive of Mill Museum and Weston Playhouse.
COHO Inn & Motor Lodge
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is AU$324 per night from 26 Aug to 27 Aug
AU$324
26 Aug - 27 Aug
includes taxes & fees
When you a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just steps from Green Mountain National Forest and Golf Club at ...
The Equinox Golf Resort & Spa
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Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 20 Aug to 21 Aug
AU$171
20 Aug - 21 Aug
includes taxes & fees
When you stay at Days Inn by Wyndham Rutland/Killington Area in Rutland, you'll be near ski lifts, within a 5-minute drive of Vermont State Fairgrounds and Rutland ...
Days Inn by Wyndham Rutland/Killington Area
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.