Book Holiday Homes in Weston

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Featured Holiday Homes in Weston

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

Stratton
Book a stay at this ski vacation home in Stratton. Enjoy a garden, ski-in/ski-out access, and patios. Popular attractions Stratton Mountain Resort and Stratton ...
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

Stratton
Book a stay at this family-friendly vacation home in Winhall. Enjoy free WiFi, a garden, and patios. Popular attractions Stratton Mountain Resort and Stratton ...
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
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
Book a stay at this family-friendly vacation home in Ludlow. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Okemo Mountain Resort and ...
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
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Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Manchester
Book a stay at this golf vacation home in Manchester Center. Enjoy a water park, a garden, and a pool table. Popular attractions Dana L. Thompson Memorial Park ...
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Idyllic Lakefront House Suited Two  Families

Idyllic Lakefront House Suited Two Families

Ludlow
Book a stay at this family-friendly vacation home in Ludlow. Enjoy a garden, tennis courts, and patios. Popular attractions Okemo Mountain Resort and Green Mountain ...
Idyllic Lakefront House Suited Two Families
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Killington
Stay at this vacation home in Killington. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Killington Resort and Skyeship Express ...
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Plymouth
Stay at this vacation home in Plymouth. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Killington Resort and Sunrise Village ...
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Killington
Book a stay at this ski vacation home in Killington. Enjoy free WiFi, a fitness center, and tennis courts. Popular attractions Killington Resort and Pico Mountain ...
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

Killington
Book a stay at this ski vacation home in Killington. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Killington Resort and Pico Mountain ...
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
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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
770 Holiday Homes
Lowest Price
NZ$241
Highest Price
NZ$859
Popular accommodation
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer, Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle, Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location, Secluded home with game room, private hot tub, golf, river & mtn views, firepit, Idyllic Lakefront House Suited Two Families, Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi, Dog-friendly cabin with forest setting, woodstove & deck - near Killington, Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated, ☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

Top trending hotels in Weston

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge

287 Vermont Rte 100, Weston, VT
The price is NZ$425 per night from 23 Mar to 24 Mar
NZ$425
includes taxes & fees
23 Mar - 24 Mar
Stay at this motel in Weston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Weston Playhouse and Mill Museum are located nearby.
COHO Inn & Motor Lodge
The Weston

The Weston

5 out of 5
630 Main St, Weston, VT
The price is NZ$859 per night from 12 Mar to 13 Mar
NZ$859
includes taxes & fees
12 Mar - 13 Mar
Stay at this 5-star luxury guesthouse in Weston. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Weston Playhouse and Mill Museum ...
The Weston
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is NZ$241 per night from 13 Mar to 14 Mar
NZ$241
includes taxes & fees
13 Mar - 14 Mar
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Rutland - Killington
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Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is NZ$286 per night from 1 Apr to 2 Apr
NZ$286
includes taxes & fees
1 Apr - 2 Apr
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Killington Mountain Lodge, Tapestry Collection by Hilton
Don't see what you're looking for?
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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.