Vacation 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.

Homely Cottage on Hadrian's Wall Path

Homely and peaceful 17th century cottage in the heart of Burgh-by-Sands, on Hadrian's Wall Path. Carlisle - 5 miles. Comfortably sleeping four (plus infant), in two double bedrooms, one with ensuite cloakroom, the house has a kitchen/dining/living space, cosy living room and spacious garden, with very little light pollution, ideal for star gazing. Ample parking Perfect for exploring the wildlife of the Solway Coast, Carlisle, Scotland, and the Lake District which is an easy 30min drive.

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.

Bridge View

Bridge View, located in the historic Bridge House, offers a unique blend of history and contemporary living. This meticulously crafted apartment preserves the charm of its historic surroundings while providing all the modern comforts you desire. Bridge House, a 17th century grade 1 listed historic Georgian landmark, is nestled in the picturesque town of Annan, Dumfries & Galloway, and carries with it a rich and storied history that spans centuries. We value diversity and respect all guests.

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.

2 Bedroom, mid-terrace, Centre of Annan.

Recently Renovated and upgraded. Property is approx 300 yrs old and is listed, supposed to have been a hideout of William Hare, from Burke & Hare folklore/fame. Fully renovated in early 2010. We are situated in the centre of Annan, but in a very secluded situation. The property consists of Kitchen/Dining room, Sitting room, downstairs w/c. Two twin rooms and a recently refurbished shower room upstairs. Unfortunately we have no garden area, but there is space to sit outside the front.

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.

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.

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.

Hamish's Hideaway

Indulge in an exclusive escape at our private romantic getaway, perfectly designed for two. Tucked away from the world, this serene haven offers the ultimate blend of comfort and natural beauty. The highlight? A magnificent, spacious decking area that seamlessly extends your living space outdoors, providing an idyllic spot for sunbathing, al fresco dining, or simply unwinding in our outdoor bath.