Holiday rentals in Annan

Beach, Period 3 Bed Cottage with Great Kitchen

Ideal for the family or trips with friends, our period cottage is beautifully situated directly overlooking an Arts and Crafts style Bowling Pavilion and the large beach immediately beyond. The house sleeps 6 in 3 bedrooms, has a big well-equipped kitchen, wi-fi and a comfy lounge with a wood and coal burning fire. Relax or find an adventure. Powfoot is peaceful with a bar and restaurant. There's free putting at the door, golf, lots of nature, nearby outlet shopping, the Solway coast and more!

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.

Orchard Cottage @ Gretna

The cottage sleeps 6 with a wood fired hot tub Just off the M6/M74 2 bed cottage set in a large private garden with ample parking Ideally located Gretna Green Weddings Designer Outlet Hidden River/ Annan Distillery Hetland Hall weddings Hadrian's Wall The Lake District Coastal Path National Cycle Route 7 South West Scotland Coast Wood fired Hot Tub is available at £50 per night - payable on arrival to allow flexibility, this can take 2/3 hours to heat up depending on the time of year

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.

Mains Street Retreat

Enjoy a stylish experience at this centrally-located place in Lockerbie. Possibly the only self-catering apartment available in the region for 1 night or multi night stays. All amenities under a 3 min walk, trains, supermarket, shops, cafes, pubs, bistro, gift & antique shops. Great location to explore Dumfries & Galloway, Southern Uplands, Solway Firth, Borders, Hadrians Wall, Lochs, Forests, waterfalls, Nature reserves, Castles, Museums, biking and water sports. Welcome pack, Pet Friendly.

Stylish cottage with stunning views.

This beautiful and very tastefully newly restored cottage has a kitchen, shower room, large sitting room and 2 very spacious bedrooms all with spectacular, uninterrupted views of the Solway Firth and the English Lake District mountains. The traditional stone cottage has a lovely garden at the front with lots of space to sit and enjoy the views, there is ample parking space and a sitting area at the rear of the cottage. (No internal photos yet as the restoration is currently being completed).

Dandelion Cottage, Romantic Hot Tub Lake District

Dandelion and Hoglet Cottages (Cumbrian Tourism Award Winner Self Catering 2026), are two cosy self-catering hideaways in the Lake District, each a romantic retreat for two. Set in peaceful Cumbria countryside near Hadrian’s Wall, our cottages combine charm and luxury, featuring high-end furnishings, a modern wood-burning fireplace, a private hot tub for relaxing evenings, and featured in The Times Coolest Cottages, perfect for short breaks and walking holidays with stunning Cumbrian views.

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.

Riverside Country Retreat, Hot Tub & Pizza Oven

Approach through a private lane, through electric gates, to a calm, stylish, and spacious, private home. Private river frontage and a small river beach for picnics under Chestnut trees. Enjoy a riverside hot tub and ample garden space for relaxation. Experiment with a log-burning pizza oven while deer cross each morning vista or have a bbq by the river and dine on the tree trunk dining table for 10 Ideal as a base for your Gretna wedding or a relaxing vacation.

The 'Fold. A Cosy, unique, off-grid retreat

The Fold is a unique, hand-crafted shepherds hut situated on the site of a 200 year old sheepfold. Nestled at the top of a small Christmas tree farm in the rolling hills of Dumfries and Galloway, this beautifully styled retreat offers a peaceful, cosy space to relax and switch off from the world. Take a stroll through the wild meadows down to the working flower farm or unwind on the veranda and take in the stunning views of the surrounding countryside.

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.

River View Cottages, No. 2

A quirky riverside retreat in the heart of historic Annan. This converted former shop sits directly on the River Annan, with private outdoor space overlooking the water and bridge. Full of character, with bedrooms on the lower riverside level, it offers a peaceful and distinctive stay just steps from historic streets, cafés and the Dumfries & Galloway heritage trail.