Book Holiday Homes in Londonderry

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Featured Holiday Homes in Londonderry

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Winhall
Located in Bondville, this vacation home is on the waterfront, within a 15-minute drive of Green Mountain National Forest and Winhall River.
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
Quaint lakefront home with a fire pit and beautiful views

Quaint lakefront home with a fire pit and beautiful views

Ludlow
With a stay at this vacation home, you'll be centrally located in Ludlow, within a 10-minute drive of Okemo Mountain Resort and Green Mountain Sugar House.
Quaint lakefront home with a fire pit and beautiful views
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
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 Breaktime - Quiet and Private on dead end street

Breaktime - Quiet and Private on dead end street

Manchester
With a stay at this vacation home in Manchester, you'll be a 1-minute walk from Green Mountain National Forest and 8 minutes by foot from Golf Club at ...
Breaktime - Quiet and Private on dead end street
Ski-in/out home with a hot tub, fireplace, cable & golf nearby

Ski-in/out home with a hot tub, fireplace, cable & golf nearby

Ludlow
With a stay at this vacation home in Ludlow, you'll be in the mountains, within a 5-minute drive of Okemo Mountain Resort and Red Lot.
Ski-in/out home with a hot tub, fireplace, cable & golf nearby
Heated Saltwater Pool: Riverfront Home in Ludlow

Heated Saltwater Pool: Riverfront Home in Ludlow

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 Jackson Gore Parking.
Heated Saltwater Pool: Riverfront Home in Ludlow
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!
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

Ludlow
When you stay at this vacation home in Ludlow, you'll be in the mountains, within a 10-minute walk of Okemo Mountain Resort and General Parking.
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
The price is AU$1,006 per night from 17 Aug to 18 Aug
AU$1,006
17 Aug - 18 Aug
includes taxes & fees
Located in Bondville, this vacation home is in the mountains, a 1-minute drive from Green Mountain National Forest and 6 minutes from Bromley Mountain Ski ...
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
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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.

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

Holiday houses in Londonderry 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 Londonderry 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 Londonderry adventures, obvs.

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

Londonderry Holiday Homes essential information

Accommodation
997 Holiday Homes
Lowest Price
AU$222
Highest Price
AU$1,006
Popular accommodation
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond, Quaint lakefront home with a fire pit and beautiful views, Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable, Breaktime - Quiet and Private on dead end street, Ski-in/out home with a hot tub, fireplace, cable & golf nearby, Heated Saltwater Pool: Riverfront Home in Ludlow, Timeless Red Sox Retreat w/ Scenic Mountain Views!, NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays, Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Top trending hotels in Londonderry

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
420 Magic Mountain Access Road, Londonderry, VT
The price is AU$277 per night from 29 Aug to 30 Aug
AU$277
29 Aug - 30 Aug
includes taxes & fees
With a stay at The Upper Pass Lodge at Magic Mountain in Londonderry, you'll be in a national park, just steps from Magic Mountain Ski Resort and a 3-minute ...
The Upper Pass Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

2.5 out of 5
289 Magic Mountain Access, Londonderry, VT
The price is AU$222 per night from 20 Aug to 21 Aug
AU$222
20 Aug - 21 Aug
includes taxes & fees
With a stay at Blue Gentian Lodge at Magic Mountain in Londonderry, you'll be near ski lifts, just a 4-minute walk from Magic Mountain Ski Resort and a 3-minute ...
Blue Gentian Lodge at Magic Mountain
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Londonderry
The price is AU$885 per night from 6 Aug to 7 Aug
AU$885
6 Aug - 7 Aug
includes taxes & fees
When you stay at this cabin in Londonderry, you'll be within a 10-minute drive of Stratton Tennis School and Magic Mountain Ski Resort.
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Save an average of 15% on thousands of hotels when you're signed in
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is AU$325 per night from 12 Aug to 13 Aug
AU$325
12 Aug - 13 Aug
includes taxes & fees
When you a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just steps from Green Mountain National Forest and Golf Club at ...
The Equinox Golf Resort & Spa
Don't see what you're looking for?
See all available properties in Londonderry
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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.