Book Holiday Homes in Guilford

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Featured Holiday Homes in Guilford

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield
The price is AU$312 per night from 13 Aug to 14 Aug
AU$312
13 Aug - 14 Aug
includes taxes & fees
Located in Greenfield, this vacation home is within a 5-minute drive of Fresenius Medical Care at Franklin Medical Center and Energy Park.
Lovely 2nd Floor Apartment
Downtown Hot Tub Escape

Downtown Hot Tub Escape

Keene
The price is AU$730 per night from 25 Aug to 26 Aug
AU$730
25 Aug - 26 Aug
includes taxes & fees
With a stay at this vacation home in Keene, you'll be within a 10-minute walk of Cheshire Rail Trail and Historic Main Street.
Downtown Hot Tub Escape
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2 out of 5
Shelburne Falls
With a stay at this apartment in Shelburne Falls, you'll be a 1-minute walk from Deerfield River and 7 minutes by foot from Arms Cemetery.
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
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Timeless Red Sox Retreat w/ Scenic Mountain Views!

Timeless Red Sox Retreat w/ Scenic Mountain Views!

Putney
Located in Putney, this vacation home is a 4-minute drive from Connecticut River and 6 minutes from Butterfield Library.
Timeless Red Sox Retreat w/ Scenic Mountain Views!
Story Book Lake Front Chateau with Private Beach!

Story Book Lake Front Chateau with Private Beach!

Winchester
Located in Winchester, this vacation home is a 5-minute drive from Ashuelot River and 6 minutes from Winchester Speedpark.
Story Book Lake Front Chateau with Private Beach!
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

Colrain
The price is AU$576 per night from 12 Aug to 13 Aug
AU$576
12 Aug - 13 Aug
includes taxes & fees
Located in Colrain, this vacation home is within a 5-minute drive of Arthur A. Smith Covered Bridge and G. William Pitt House and Collection.
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
Located in Wilmington, this vacation home is on a lake, a 1-minute drive from Lake Raponda and 9 minutes from South Main Street.
Beautiful Custom Built Timber Frame Home, Sleeps 11
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Hawley
Located in Charlemont, this vacation home is in the mountains, within a 15-minute drive of Hawley Bog Preserve and Swift River.
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Whitingham
Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
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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
455 Holiday Homes
Lowest Price
AU$236
Highest Price
AU$730
Popular accommodation
Lovely 2nd Floor Apartment, Downtown Hot Tub Escape, Stylish new 2 bedroom property in enchanting Shelburne Falls Village., Timeless Red Sox Retreat w/ Scenic Mountain Views!, Story Book Lake Front Chateau with Private Beach!, Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls, Beautiful Custom Built Timber Frame Home, Sleeps 11, Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Top trending hotels in Guilford

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive, Guilford, VT
Fully refundableReserve now, pay when you stay
The price is AU$351 per night from 2 Sept to 3 Sept
AU$351
2 Sept - 3 Sept
includes taxes & fees
With a stay at Vikings Villages Resort 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 Resort
Green River Bridge Inn

Green River Bridge Inn

3 out of 5
2435 Stage Rd, Guilford, VT
The price is AU$369 per night from 12 Aug to 13 Aug
AU$369
12 Aug - 13 Aug
includes taxes & fees
When you stay at Green River Bridge Inn in Brattleboro, you'll be 11 minutes by car from Green River Wildlife Management Area.
Green River Bridge Inn
The Jelly Mill-A Peaceful River Retreat

The Jelly Mill-A Peaceful River Retreat

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.
The Jelly Mill-A Peaceful River Retreat
Save an average of 15% on thousands of hotels when you're signed in
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$236 per night from 12 Aug to 13 Aug
AU$236
12 Aug - 13 Aug
includes taxes & fees
A stay at Colonial Motel And Spa places you in the heart of Brattleboro, steps from Brattleboro Bowl and 11 minutes by foot from New England Center for Circus ...
Colonial Motel And Spa
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.

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^Subject to availability and chosen travel dates.