Book Holiday Homes in Rutland

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Featured Holiday Homes in Rutland

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Ludlow
Book a stay at this family-friendly vacation home in Ludlow. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Okemo Mountain Resort and ...
Opens in a new windowTraveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
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
Stay at this vacation home in Ludlow. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Okemo Mountain Resort and Sachem ...
Opens in a new windowClassic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon

Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon

Brandon
Stay at this vacation home in Brandon. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Stephen A Douglas Birthplace and Judith Reilly ...
Opens in a new windowBrand new 2021 Reno of Federal Style House, steps from Downtown Brandon
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Quiet Modern Luxury Home w/  Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

Bridgewater
Stay at this vacation home in Bridgewater Corners. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Long Trail Brewing Company and Coolidge ...
Opens in a new windowQuiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
77 Okemo Ridge Rd, Ludlow, VT
Stay at this 3.5-star vacation home in Ludlow. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Okemo Mountain Resort and ...
Opens in a new windowOkemo Mountain Lodging
Beautifully renovated with fireplace and coffee bar

Beautifully renovated with fireplace and coffee bar

Hartford
Book a stay at this golf vacation home in White River Junction. Enjoy free WiFi, a fitness center, and a garden. Popular attractions The Strong House Spa and ...
Opens in a new windowBeautifully renovated with fireplace and coffee bar
Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table

Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table

Ludlow
Book a stay at this ski vacation home in Ludlow. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Okemo Mountain Resort and Sunshine Ski ...
Opens in a new windowClassic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

Killington
Book a stay at this family-friendly vacation home in Killington. Enjoy free WiFi, a sauna, and a garden. Popular attractions Killington Resort and Fire Tower ...
Opens in a new windowSpacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Castleton
Stay at this vacation home in Bomoseen. Enjoy a water park, a garden, and laundry facilities. Popular attractions Lake Bomoseen and Prospect Bay Country Club ...
Opens in a new windowDog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC
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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.

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

Holiday houses in Rutland 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 Rutland 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 Rutland adventures, obvs.

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

Rutland Holiday Homes essential information

Accommodation
827 Holiday Homes
Lowest Price
NZ$190
Highest Price
NZ$255
Popular accommodation
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo, Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable, Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon, Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen, Okemo Mountain Lodging, Beautifully renovated with fireplace and coffee bar, Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table, Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking, Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Top trending hotels in Rutland

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 NZ$194 per night from 11 Nov to 12 Nov
NZ$194
11 Nov - 12 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowDays Inn by Wyndham Rutland/Killington Area
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$210 per night from 11 Nov to 12 Nov
NZ$210
11 Nov - 12 Nov
includes taxes & fees
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 ...
Opens in a new windowComfort Inn Rutland - Killington
Cortina Inn

Cortina Inn

3 out of 5
476 Holiday Drive, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is NZ$190 per night from 27 Oct to 28 Oct
NZ$190
27 Oct - 28 Oct
includes taxes & fees
Stay at this 3-star business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping ...
Opens in a new windowCortina Inn
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Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is NZ$255 per night from 2 Nov to 3 Nov
NZ$255
2 Nov - 3 Nov
includes taxes & fees
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 ...
Opens in a new windowHampton Inn Rutland
Don't see what you're looking for?
See all available properties in Rutland
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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.