Book Holiday Homes in Boston

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Featured Holiday Homes in Boston

The Farmwife’s Hideaway

The Farmwife’s Hideaway

Bardstown
The price is AU$548 per night from 6 Apr to 7 Apr
AU$548
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Bardstown, you'll be a 3-minute walk from Wickland and 9 minutes by foot from My Old Kentucky Home State Park.
The Farmwife’s Hideaway
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

Shepherdsville
The price is AU$1,021 per night from 16 Apr to 17 Apr
AU$1,021
includes taxes & fees
16 Apr - 17 Apr
Located in Shepherdsville, this vacation home is in a rural location, within a 10-minute drive of McNeely Lake Park and Fairmount Falls Park.
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
The Bunkhouse: Trail Ride, Stargaze, Firepit &more

The Bunkhouse: Trail Ride, Stargaze, Firepit &more

Elizabethtown
The price is AU$224 per night from 3 Apr to 4 Apr
AU$224
includes taxes & fees
3 Apr - 4 Apr
With a stay at this vacation home in Elizabethtown, you'll be 8.5 mi (13.7 km) from Schmidt Museum of Coca Cola Memorabilia and 9.9 mi (15.9 km) from Elizabethtown ...
The Bunkhouse: Trail Ride, Stargaze, Firepit &more
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Bourbon Trail Estate on 22.5 Acres!

Bourbon Trail Estate on 22.5 Acres!

Coxs Creek
Located in Shepherdsville, this vacation home is in a rural location, within a 10-minute drive of Forest Edge Winery and Jim Beam American Outpost.
Bourbon Trail Estate on 22.5 Acres!
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

Mount Washington
With a stay at this vacation home in Mount Washington, you'll be steps from Mount Washington Sports Complex and a 5-minute drive from Mount Washington Park.
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"
Comfy home in military community

Comfy home in military community

Radcliff
With a stay at this vacation home in Radcliff, you'll be within a 10-minute drive of Saunders Springs Nature Preserve and Boundary Oak Distillery.
Comfy home in military community
Stay in a historic Early 1800s Guest House!

Stay in a historic Early 1800s Guest House!

Bardstown
The price is AU$309 per night from 6 Apr to 7 Apr
AU$309
includes taxes & fees
6 Apr - 7 Apr
A stay at this vacation home places you in the heart of Bardstown, steps from Bardstown Civil War Museum and 3 minutes by foot from At Mary's.
Stay in a historic Early 1800s Guest House!
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bardstown
The price is AU$557 per night from 9 Apr to 10 Apr
AU$557
includes taxes & fees
9 Apr - 10 Apr
Located in Bardstown, this vacation home is within a 5-minute drive of Shaq & Coco and At Mary's.
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

2 out of 5
Bardstown
The price is AU$917 per night from 6 Apr to 7 Apr
AU$917
includes taxes & fees
6 Apr - 7 Apr
Located in Bardstown, this vacation home is in a rural location, within a 10-minute drive of At Mary's and Shaq & Coco.
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown
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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.

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

Holiday houses in Boston 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 Boston 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 Boston adventures, obvs.

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

Boston Holiday Homes essential information

Accommodation
155 Holiday Homes
Lowest Price
AU$130
Highest Price
AU$1,021
Popular accommodation
The Farmwife’s Hideaway, Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!, The Bunkhouse: Trail Ride, Stargaze, Firepit &more, Bourbon Trail Estate on 22.5 Acres!, "Parkside Haven with Hot Tub Near Bourbon Trail & Louisville", Comfy home in military community, Stay in a historic Early 1800s Guest House!, Bluegrass & Bourbon - a Peaceful Retreat & Hangout, Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

Top trending hotels in Boston

Gold Vault Inn

Gold Vault Inn

2.5 out of 5
1225 N.Dixie Blvd, Radcliff, KY
Fully refundableReserve now, pay when you stay
The price is AU$130 per night from 13 Apr to 14 Apr
AU$130
includes taxes & fees
13 Apr - 14 Apr
Located in Radcliff, Gold Vault Inn is within a 5-minute drive of Saunders Springs Nature Preserve and United States Bullion Depository.
Gold Vault Inn
Distill-Inn

Distill-Inn

2.5 out of 5
984 Frost Ave, Bardstown, KY
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 16 Apr to 17 Apr
AU$164
includes taxes & fees
16 Apr - 17 Apr
When you stay at Distill-Inn in Bardstown, you'll be in the historical district, within a 5-minute drive of Shaq & Coco and At Mary's.
Distill-Inn
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

2 out of 5
1043 Executive Drive Hardin, Elizabethtown, KY
Fully refundableReserve now, pay when you stay
The price is AU$135 per night from 17 Apr to 18 Apr
AU$135
includes taxes & fees
17 Apr - 18 Apr
When you stay at Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94 in Elizabethtown, you'll be near the airport, within a 5-minute drive of Schmidt Museum ...
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94
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Best Western Louisville South / Shepherdsville

Best Western Louisville South / Shepherdsville

2.5 out of 5
362 Brenton Way, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is AU$135 per night from 6 Apr to 7 Apr
AU$135
includes taxes & fees
6 Apr - 7 Apr
With a stay at Best Western Louisville South / Shepherdsville in Louisville (Hillview), you'll be within a 15-minute drive of Kentucky Exposition Center and ...
Best Western Louisville South / Shepherdsville
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.