Book Holiday Homes in Rutland

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Featured Holiday Homes in Rutland

Beautifully renovated with fireplace and coffee bar

Beautifully renovated with fireplace and coffee bar

Hartford
Located in White River Junction, this vacation home is on a river, within a 15-minute walk of The Strong House Spa and Route 4 Glassblowing Studio.
Beautifully renovated with fireplace and coffee bar
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
With a stay at this vacation home in Killington, you'll be within a 15-minute drive of Killington Resort and Pico Mountain at Killington Ski Resort.
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee

Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee

Quechee
When you stay at this vacation home in Quechee, you'll be in the mountains, within a 5-minute drive of The Strong House Spa and Route 4 Glassblowing Studio.
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
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Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

Hartford
Located in White River Junction, this vacation home is a 1-minute drive from Quechee Ski Hill and 5 minutes from Maples.
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
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
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Ludlow
With a stay at this vacation home in Ludlow, you'll be on the waterfront, within a 5-minute drive of Okemo Mountain Resort and Green Mountain Sugar House.
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

Ludlow
When you stay at this vacation home in Ludlow, you'll be in the mountains, within a 5-minute walk of Okemo Mountain Resort and Sunshine Ski Lift.
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
☆ 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
When you stay at this vacation home in Killington, you'll be in the mountains, within a 15-minute drive of Killington Resort and Pico Mountain at Killington ...
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

Mount Holly
Located in Belmont, this vacation home is in the mountains, within a 10-minute drive of Green Mountain National Forest and Shrewsbury Free Library.
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
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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
927 Holiday Homes
Lowest Price
AU$192
Highest Price
AU$281
Popular accommodation
Beautifully renovated with fireplace and coffee bar, Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi, Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee, Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont, Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable, Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge, Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table, ☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace, Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

Top trending hotels in Rutland

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 AU$219 per night from 30 Mar to 31 Mar
AU$219
includes taxes & fees
30 Mar - 31 Mar
With a stay at Comfort Inn Rutland - Killington in Rutland, you'll be 0.6 mi (1 km) from Rutland Regional Medical Center and 9.8 mi (15.7 km) from Pico Mountain ...
Comfort Inn Rutland - Killington
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$192 per night from 1 Apr to 2 Apr
AU$192
includes taxes & fees
1 Apr - 2 Apr
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
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is AU$281 per night from 6 Apr to 7 Apr
AU$281
includes taxes & fees
6 Apr - 7 Apr
With a stay at Best Western Inn & Suites Rutland-Killington in Rutland, you'll be in the mountains, within a 10-minute drive of Pico Mountain at Killington Ski ...
Best Western Inn & Suites Rutland-Killington
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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 AU$251 per night from 6 Apr to 7 Apr
AU$251
includes taxes & fees
6 Apr - 7 Apr
With a stay at Hampton Inn Rutland in Rutland, you'll be in the business district, just a 4-minute walk from Green Mountain Shopping Plaza and 10 minutes by ...
Hampton Inn 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.