Vacation rentals in Annan
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Top-rated vacation rentals in Annan
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Luxury Rural Cabin with Wood Fired Hot Tub
Glencartholm Farm by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Situated in a beautiful rural location in Dumfries and Galloway, we also run an Alpaca Farm. Beautiful views and quiet surroundings are what will greet you whilst you relax in the private hot tub. We have 4 luxury ensuite cabins with wood fired hot tubs and the capacity to accomodate for couples, families and group bookings.

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 .

Garple Loch Hut
Unfortunately no dogs/children/ infants are allowed as we are a working sheep farm & surrounded by water. Discover the ultimate escape at Garple Loch Hut, set on your very own private loch with no one else around. Located on a peaceful sheep farm in Dumfries & Galloway, this hidden gem offers solitude, stunning scenery and unforgettable wildlife experiences. Wake up to the sight of sheep grazing and the gentle presence of your own Highland cows, which you can feed for a unique farm experience.

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!

Sea Views-Scotland-Cluaran Cabins-Solway Breeze
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.

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.

The Black Triangle Cabin
The Black Triangle Cabin is a peaceful getaway situated on our property just outside of Jedburgh, a historic town in the heart of the Scottish Borders. The Cabin sleeps 2 people in a king size bed, with a separate living/kitchen space boasting views through the woods and across the fields. If you keep an eye out, you may see the deer that pass through regularly, or even hear our resident owl. Ideally located only an hour from Edinburgh, Newcastle and the St Abbs coastline.

Annan, Dumfries & Galloway, Scotland Barn - 2 Bed
Watchhall Annexe is a recently converted barn, situated on the edge of the Royal Burgh Town of Annan. Attached to Watchhall House, it overlooks the Solway Firth and has views of the Lake District hills. It is within a 10-minute drive of the M6/M74 corridor on the Scottish-England border at Gretna. The area boasts lots of lovely places to eat and relax. Ideal for walking and cycling. Gretna Gateway Outlet Village and famous wedding venue is just a 10-minute drive away.

Solway Marsh Cottage 5 miles from M6.Jct 44
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 renovated riverside cottage 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.

DISTILLERY(The Stables) with private HOT TUB
*SPECIAL OFFER* 2 NIGHT WEEKEND BREAKS BETWEEN FRI. 21st NOV. 2025 - MON. 30th MARCH 2026. Get in touch for details. Distillery Luxury Holiday Cottages are situated in a unique position nestled between our own Distillery Stud and the Annandale Distillery(the First or Last in Scotland)Spacious sandstone stable conversions completed to v high standard in October 15.

Rural 2 bed cottage, wood-fired hot tub & food
Moorside Cottage is a stylishly 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 and homemade meals, fantastic views and plenty of fresh air. This peaceful, family-friendly place is perfect for a short or long-term getaway.

Clough head Mire house
Clough Head pod is perfect for romantic, cosy nights away and to explore the beautiful picturess mountains right outside your door! This takes glamping to a new level. Head outside to it’s own private dining area overlooking Blencathra which is the perfect place to enjoy a glass of wine after a day of exploring or take a soak in the hot tub and read a good book!
Popular amenities for Annan vacation rentals
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When is the best time to visit Annan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,351 GYD | G$19,008 GYD | G$19,426 GYD | G$22,142 GYD | G$24,230 GYD | G$24,857 GYD | G$26,737 GYD | G$25,902 GYD | G$23,813 GYD | G$23,395 GYD | G$22,977 GYD | G$22,142 GYD |
| Avg. temp | 5°C | 5°C | 6°C | 9°C | 11°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 5°C |
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 90 vacation rentals in Annan, and over 90 vacation rentals in Howes.
Quick stats about vacation rentals in Annan

Total vacation rentals
Explore 20 vacation rentals in Annan

Nightly prices starting at
Annan vacation rentals start at G$8,355 GYD per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Annan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Annan rentals

4.7 Average rating
Annan stays receive an average rating of 4.7 out of 5 from guests
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