Book Holiday Homes in Annan

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Featured Holiday Homes in Annan

2 bedroom accommodation in Bewaldeth, Keswick

2 bedroom accommodation in Bewaldeth, Keswick

Bewaldeth, Keswick
With a stay at this vacation home in Cockermouth, you'll be within a 5-minute drive of Bassenthwaite Lake and Dubwath Silver Meadows.
2 bedroom accommodation in Bewaldeth, Keswick
A Cosy 2 Bed Cottage

A Cosy 2 Bed Cottage

Brampton
With a stay at this vacation home in Brampton, you'll be within a 15-minute drive of Talkin Tarn Country Park and New Mills Trout Farm & Fishery.
A Cosy 2 Bed Cottage
Pass the Keys | Beautiful Rural 3BR Cottage with Stunning Views

Pass the Keys | Beautiful Rural 3BR Cottage with Stunning Views

Dumfries
Located in Dumfries, this vacation home is within a 15-minute drive of Morton Castle and Ellisland Farm.
Pass the Keys | Beautiful Rural 3BR Cottage with Stunning Views
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Magnificent stone built house for 10-17 on the stunning Annandale way

Magnificent stone built house for 10-17 on the stunning Annandale way

Annan
Located in Annan, this vacation home is by the sea, a 3-minute drive from Annandale Distillery and 7 minutes from The Devil's Porridge.
Magnificent stone built house for 10-17 on the stunning Annandale way
Holly Blue - Cosy Wooden Lodge, Kippford

Holly Blue - Cosy Wooden Lodge, Kippford

3.5 out of 5
Dalbeattie
Located in Dalbeattie, this vacation home is a 4-minute drive from 7stanes - Dalbeattie and 8 minutes from Kippford Beach.
Holly Blue - Cosy Wooden Lodge, Kippford
Archway Cottage - Caldbeck

Archway Cottage - Caldbeck

Caldbeck
With a stay at this vacation home in Wigton, you'll be a 3-minute walk from The Green and within a 5-minute drive of Hesket Newmarket Brewery.
Archway Cottage - Caldbeck
Freshly updated town house Carlisle City Centre

Freshly updated town house Carlisle City Centre

Carlisle
With a stay at this vacation home in Carlisle, you'll be a 2-minute walk from University of Cumbria and 7 minutes by foot from Carlisle Masjid.
Freshly updated town house Carlisle City Centre
Fun & Spacious Mansion for 6 to 21+, The Lakes and Hadrian’s Wall

Fun & Spacious Mansion for 6 to 21+, The Lakes and Hadrian’s Wall

Carlisle
Located in Carlisle, this vacation home is in a rural location, a 4-minute drive from Longtown Library and 7 minutes from A World in Miniature Museum.
Fun & Spacious Mansion for 6 to 21+, The Lakes and Hadrian’s Wall
Luxury House Near City Center Hospital & Superstore

Luxury House Near City Center Hospital & Superstore

Carlisle
With a stay at this vacation home in Carlisle, you'll be within a 10-minute walk of Carlisle Cathedral and Tullie House Museum and Gallery.
Luxury House Near City Center Hospital & Superstore
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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.

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

Holiday houses in Annan 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 Annan 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 Annan adventures, obvs.

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

Annan Holiday Homes essential information

Accommodation
127 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
2 bedroom accommodation in Bewaldeth, Keswick, A Cosy 2 Bed Cottage, Pass the Keys | Beautiful Rural 3BR Cottage with Stunning Views, Magnificent stone built house for 10-17 on the stunning Annandale way, Holly Blue - Cosy Wooden Lodge, Kippford, Archway Cottage - Caldbeck, Freshly updated town house Carlisle City Centre, Fun & Spacious Mansion for 6 to 21+, The Lakes and Hadrian’s Wall , Luxury House Near City Center Hospital & Superstore

Top trending hotels in Annan

Corner House Hotel

Corner House Hotel

3 out of 5
78 High Street, Annan, Scotland
Fully refundableReserve now, pay when you stay
Located in Annan, Corner House Hotel is a 3-minute drive from Annandale Distillery and 7 minutes from The Devil's Porridge.
Corner House Hotel
Powfoot Hotel

Powfoot Hotel

3 out of 5
Links Avenue, Annan, Scotland
Fully refundableReserve now, pay when you stay
With a stay at Powfoot Hotel in Annan, you'll be within a 10-minute drive of Ruthwell Cross and Annandale Distillery.
Powfoot Hotel
The Old Rectory

The Old Rectory

3 out of 5
12 St Johns Road, Annan, Scotland
Located in Annan, The Old Rectory is a 3-minute drive from Annandale Distillery and 7 minutes from The Devil's Porridge.
The Old Rectory
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Rural Private Cabin-Scotland-Dumfries and Galloway-Cluaran Cabins-Skiddaw View

Rural Private Cabin-Scotland-Dumfries and Galloway-Cluaran Cabins-Skiddaw View

Annan
Located in Annan, this cabin is within a 10-minute drive of Annandale Distillery and The Devil's Porridge.
Rural Private Cabin-Scotland-Dumfries and Galloway-Cluaran Cabins-Skiddaw View
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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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