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Featured Holiday Homes in Guilford

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and Green Mountain National Forest.
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

West Dover Vermont
With a stay at this vacation home in West Dover, you'll be within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
 500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Dover
When you stay at this vacation home in West Dover, you'll be in the mountains, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base
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Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Friendly! Mountain Views!

Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Friendly! Mountain Views!

Halifax
Located in Jacksonville, this vacation home is in the mountains, within a 15-minute drive of Jacksonville Pond and Harriman Reservoir.
Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Friendly! Mountain Views!
Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

Dover
With a stay at this vacation home in West Dover, you'll be next to a golf course, within a 5-minute drive of Mount Snow and North Branch Deerfield River.
Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski
Beautiful 4 Bedroom Townhome Minutes from Mt Snow

Beautiful 4 Bedroom Townhome Minutes from Mt Snow

West Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Beautiful 4 Bedroom Townhome Minutes from Mt Snow
Hilltop Home with Great Views

Hilltop Home with Great Views

Putney
With a stay at this vacation home in Putney, you'll be within a 5-minute drive of Harlow's and Next Stage Arts.
Hilltop Home with Great Views
Shelburne Falls #1 Rated STR.  Blue on South. Style design with comfort..

Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

Buckland
With a stay at this vacation home, you'll be centrally located in Shelburne Falls, just a 3-minute walk from Deerfield River and 9 minutes by foot from Lamson ...
Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..
'Luna Stella' - West Dover Home 1 Mi. to Mt Snow!

'Luna Stella' - West Dover Home 1 Mi. to Mt Snow!

West Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and North Branch Deerfield River.
'Luna Stella' - West Dover Home 1 Mi. to Mt Snow!
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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.

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

Holiday houses in Guilford 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 Guilford 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 Guilford adventures, obvs.

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

Guilford Holiday Homes essential information

Accommodation
362 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$565
Popular accommodation
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW! , Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16, 500ft across the street to Carnitha. Gromet to main lift or take Moover to Base, Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Friendly! Mountain Views!, Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski, Beautiful 4 Bedroom Townhome Minutes from Mt Snow, Hilltop Home with Great Views, Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort.., 'Luna Stella' - West Dover Home 1 Mi. to Mt Snow!

Top trending hotels in Guilford

Vikings Villages

Vikings Villages

2 out of 5
360 Stony Hill Rd South, Guilford, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$565 per night from 26 Nov to 27 Nov
AU$565
includes taxes & fees
26 Nov - 27 Nov
With a stay at Vikings Villages in Brattleboro, you'll be 6.1 mi (9.8 km) from Vermont Marketplace and 7.5 mi (12.1 km) from The Stone Church.
Vikings Villages
Cozy Cottage Along Idyllic Green River

Cozy Cottage Along Idyllic Green River

Guilford
When you stay at this vacation home in Brattleboro, you'll be on the waterfront and 7 minutes by car from Green River Wildlife Management Area.
Cozy Cottage Along Idyllic Green River
Vermont Mirror House

Vermont Mirror House

2.5 out of 5
116 Meadow Sky Dr, Brattleboro, VT
With a stay at Vermont Mirror House in Brattleboro, you'll be within a 15-minute drive of Sweet Pond State Park and Guilford Welcome Center.
Vermont Mirror House
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Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 26 Nov to 27 Nov
AU$162
includes taxes & fees
26 Nov - 27 Nov
With a stay at Red Roof Inn PLUS+ South Deerfield – Amherst in South Deerfield, you'll be within a 15-minute drive of University of Massachusetts Amherst and ...
Red Roof Inn PLUS+ South Deerfield – Amherst
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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.