Vacation rentals in Annan

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Annan

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Corrie

4.96 out of 5 average rating, 114 reviews

Private wing of pretty Victorian hunting lodge

*Short Term Lets Licence application No. DG01310P* Beautiful and peaceful Victorian country house with wonderful views, set in its own private grounds, nestled in the the picturesque rolling Annandale hills. The North Wing of Corrie Lodge is the perfect getaway in a rural yet very accessible location, with convenient road and rail links. Whilst there are many opportunities for recreation and relaxing in the locality, Corrie Lodge is also perfectly situated to explore the surrounding areas .

Nov 29 – Dec 6

R2,414 ZAR per night

Guest favorite

Home in Cummertrees

4.95 out of 5 average rating, 113 reviews

Queensberry Terrace - spacious & cosy

Situated between Carlisle & Dumfries - we are in the ideal place for a stop-over or half way holiday. We are lucky to boast on the fact we are so close to beautiful wedding hotspots. Kinmount House is 2.4 miles away & Gretna Green is only 12 miles away. We are with-in walking distance to Powfoot beach & the golf course. The closest town is Annan. Taxis are easy & quick if required, also the bus stop is outside. Our place is ideal for families & we welcome well behaved, housetrained doggies too!

Dec 11 – 18

R4,623 ZAR per night

Guest favorite

Vacation home in Dumfries and Galloway

4.99 out of 5 average rating, 162 reviews

Rural Sea Views - Cluaran Cabins - Skiddaw View

With views over looking the solway shore onto the beautiful mountains in Lake District, we offer this self catering cabin, with your own private and secure garden for any four legged friends you may wish to bring with you. Situated in a rural location with amazing walks on your doorstep. Our local town amenities are within a 2mile walk or 5minute drive. There are many tourist attractions near by that can either be reached by car, bus or train. This accommodation offers something for everybody.

Sep 17 – 24

R2,269 ZAR per night

Guest favorite

Place to stay in Annan

4.91 out of 5 average rating, 151 reviews

Delightful summerhouse studio with hot tub

Set in the garden of an old sandstone farmhouse this summerhouse offers a relaxing getaway with views over the Cumbrian hills and beautiful shoreline walks. Set just on the outskirts of the town of Annan you have access to all local amenities within a mile radius. Accommodation comprises of sofa bed (double), kitchenette with microwave, toaster, kettle and shower room. Lovely wood fuelled hot tub included. The property offers off-road parking and is dog friendly (please add to booking).

Sep 3 – 10

R1,998 ZAR per night

Guest favorite

Cottage in Scotby

4.97 out of 5 average rating, 109 reviews

Quaint Cottage in the heart of a village

An impressive one bedroomed cottage, situated in the heart of the village of Scotby, with the village shop and local pub literally on the doorstep. The cottage required total renovation and took almost a year to get everything perfect. Today it has all the charm and character of a 150 year cottage but with all the modern conveniences and luxuries. With uninterrupted views over the village green, it is perfect for walking, romantic getaways or simply for those just wanting to relax.

Sep 26 – Oct 3

R2,604 ZAR per night

Guest favorite

Home in Longtown

4.99 out of 5 average rating, 111 reviews

Cosy Cumbrian Cottage

A unique and tranquil getaway. Close to the Lake District, Hadrian's Wall, Carlisle, Gretna Green, and the Scottish Borders, explore all day and come home to a log fire and hot bath in this stylish cottage. It is a short walk to the local shops, takeaway restaurants, and pubs. The beautiful River Esk is less than a 3 minute walk from the cottage. This space is ideal for couples, we allow babes in arms, We have a free travel cot, and baby monitors. Unable to accommodate pets.

Nov 9 – 16

R1,995 ZAR per night

Guest favorite

Cottage in Halleaths

5.0 out of 5 average rating, 170 reviews

Converted Stables - Scenic 'Courtyard Cottage'

'Courtyard Cottage' is situated in a courtyard - previously stables and tastefully converted to a high standard. Easy driving distance of the A74(M), with good rail & bus links. The cottage provides the ideal base to enjoy the many cultural and outdoor activities available in the area. Plenty of lovely walks, sailing, fishing, wild life and great night skies. Perfect to kick back and relax after a day of exploring the many attractions and scenery. parking is available.

Nov 14 – 21

R3,162 ZAR per night

Guest favorite

Cottage in Eastriggs

4.96 out of 5 average rating, 193 reviews

Rural 2 bedroom cottage, hot tub, private dining

Moorside Cottage is a just-renovated holiday cottage, annexed to, but separate from family-run farm, Moorside Farm. Set in the beautiful Scottish countryside it offers a real taste of country living and the good life: comfy-chic rooms, modern, open-plan kitchen, home-grown food, fantastic views and plenty of fresh air. This peaceful, family-friendly place is perfect for a short or long-term getaway. For more photos and updates, follow @themoorsidefarm on Instagram.

Feb 20 – 27

R2,286 ZAR per night

Guest favorite

Farm stay in Cowshill

4.97 out of 5 average rating, 215 reviews

Romantic Off-grid retreat in North Pennines AONB

Low Moss Cottage. A cute and cosy, recently renovated, totally off-grid holiday cottage with dramatic and stunning views of Weardale. On a hill away from other houses and distractions, this 18th century cottage is the perfect place to gaze into the dark skies while cuddled up by the fire, or soak in the window side bath. Perfect for walkers, artists, photographers, writers, digital detoxers, honeymooners and anyone who wants to get away from it all.

Jan 30 – Feb 6

R2,411 ZAR per night

Superhost

Guest suite in Eaglesfield

4.82 out of 5 average rating, 162 reviews

Homely annex short distance from motorway links.

Located in a quiet rural area, our lovely annex 1 bedroom apartment is located in a quiet village called Eaglesfield, half an hour from Carlisle and only a 5 minute drive from the M74 motorway. The annex is adjoined to our home, but boasts it’s own entrance and porch completely separate from our house allowing you full privacy during your stay. The annex also comes with off street parking for one medium sized car on our gated driveway.

Jan 31 – Feb 7

R1,904 ZAR per night

Guest favorite

Condo in Dumfries and Galloway

4.94 out of 5 average rating, 133 reviews

Lovely central 1 bedroom apartment

Newly refurbished, charming 1 bedroom ground floor apartment, in a traditional two storey tenement. Comprising of entrance hall, large bathroom, fully fitted kitchen, bedroom and comfortable lounge. It benefits from gas fired central heating and double glazed windows. Fantastic location. Town centre 5 min walk, shops, take away restaurants and pubs just across the street. Free on street parking or free car park across the street.

Dec 21 – 28

R1,601 ZAR per night

Guest favorite

Hut in Cumbria

4.92 out of 5 average rating, 423 reviews

The Eden Hideaway - Luxury Pod

Stunning views and walks, looking straight over the River Eden onto the Lake District fells. Situated in an Area of Outstanding Natural Beauty, this newly built wooden pod provides a comfortable, warm and cosy stay for people looking for a countryside retreat to relax and unwind in. Situated on Castletown Estate you can walk out of the garden gate and straight onto the river side with access to walks not publicly available.

Nov 5 – 12

R2,373 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Annan vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Annan's top sights

The Cafe Royal4 locals recommend

Lonsdale Cinema7 locals recommend

Tesco Superstore4 locals recommend

Other great vacation rentals in Annan

Guest favorite

Cottage in Hexham

4.97 out of 5 average rating, 352 reviews

Pure peace and quiet in beautiful Northumberland

Oct 2 – 9

R2,515 ZAR per night

Guest favorite

Condo in Dumfries and Galloway

5.0 out of 5 average rating, 15 reviews

Bridge View

Dec 30 – Jan 6

R2,751 ZAR per night

Guest favorite

Cottage in Dumfries and Galloway

4.91 out of 5 average rating, 45 reviews

Stylish cottage with stunning views.

Jan 3 – 10

R2,599 ZAR per night

Guest favorite

Cottage in Powfoot

4.94 out of 5 average rating, 66 reviews

Beach, Period 3 Bed Cottage with Great Kitchen

Dec 21 – 28

R3,123 ZAR per night

Guest favorite

Shepherd’s hut in Bowness-on-Solway

5.0 out of 5 average rating, 17 reviews

Oystercatcher

Oct 29 – Nov 5

R1,738 ZAR per night

Guest favorite

Tiny home in Rigg

4.94 out of 5 average rating, 82 reviews

Cosy Annex sleeps 2 near Gretna, M6 Jct 45 / A75

Mar 1 – 8

R1,924 ZAR per night

Guest favorite

Cottage in Dalton

4.98 out of 5 average rating, 64 reviews

Charming cottage in rural Dumfriesshire, Scotland

Nov 15 – 22

R1,987 ZAR per night

Guest favorite

Cottage in Annan

4.97 out of 5 average rating, 78 reviews

THE TACKROOM with private HOT TUB

Jun 6 – 13

R4,106 ZAR per night

Show all

Quick stats about vacation rentals in Annan

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
R575 ZAR before taxes and fees

Frequently Asked Questions

Are there family-friendly vacation rentals in Annan?
Annan has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Annan?
Four-legged friends are welcome in Annan. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Annan?
Yes! Work meets play with ease at over 10 vacation rentals in Annan featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Annan?
Make yourself at home in Annan by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Annan, and over 80 vacation rentals in Howes.

Vacation rentals in Annan

Top-rated vacation rentals in Annan

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Annan vacation rentals

Stay near Annan's top sights

Other great vacation rentals in Annan

Cottage in Hexham

Condo in Dumfries and Galloway

Cottage in Dumfries and Galloway

Cottage in Powfoot

Shepherd’s hut in Bowness-on-Solway

Tiny home in Rigg

Cottage in Dalton

Cottage in Annan

Quick stats about vacation rentals in Annan

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there family-friendly vacation rentals in Annan?

Are there pet-friendly vacation rentals in Annan?

Are there vacation rentals with a dedicated workspace in Annan?

Where should I stay in Annan?

Destinations to explore