Holiday rentals in Annan

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Top-rated holiday rentals in Annan

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Top guest favourite
A quaint bothy is nestled amidst vibrant greenery and flowering plants. The rustic stone structure features a sloped roof and green door, surrounded by well-maintained garden beds. Wood stacks are visibly arranged beside the building, with trees offering a natural canopy overhead.
Tiny home
4.95 out of 5 average rating, 305 reviews

Comfy bothy set in a beautiful scenic garden

Craigieburn garden bothy is a glamping-type single room bothy in a lovely 6-acre garden in beautiful Moffatdale, a great location for walkers and cyclists. The garden has woodlands, waterfalls, wildlife and exceptional planting for you to roam in. The bothy has no mains water or electricity so is a real alternative experience, with separate flush toilet and washing facilities. Otherwise all home comforts are provided with double bed, kitchenette and wood-burning stove to create a cosy atmosphere

Top guest favourite
A bright bedroom showcases large windows offering views of open fields. A cozy double bed with plaid bedding is positioned beside a bedside table with a lamp. A comfortable chair and a small side table create an inviting corner for relaxation. Greenery adds a touch of nature.
Home
4.92 out of 5 average rating, 167 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!

Top guest favourite
A cozy seating area features a comfortable sofa adorned with patterned cushions. A log burner emits warmth, positioned beside a stone hearth. Natural light streams through a window dressed with light curtains, illuminating the surroundings and highlighting decorative wall art.
Tiny home
4.91 out of 5 average rating, 319 reviews

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

The Retreat @ Solway House is a cosy 1-bed annex tucked away in our garden in the peaceful hamlet of Rigg, just 1 mile from Gretna Green. Our semi rural location is only a 3 mile drive from the M6/and just off the A75, the perfect stop over to break up any car journey, we provide parking for one car on our driveway. The Annex is a self-contained tiny home with its own private entrance, featuring a double bed, log burner, cosy sofa area, shower room, and a fully equipped kitchen/dining area.

Top guest favourite
A wooden cabin is showcased with an arched roof and large glass double doors. Two chairs are positioned on a covered porch, overlooking a well-maintained grassy area enclosed by wooden fencing. Trees and open fields are visible in the background.
Guest house
4.98 out of 5 average rating, 396 reviews

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.

Top guest favourite
The entrance gate opens to a wooden decking area, framed by slim exterior walls. Lush green plants are visible, with a glimpse of the summerhouse doorway in the background, leading to the interior space.
Place to stay
4.93 out of 5 average rating, 182 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).

Top guest favourite
The interior of a handcrafted lodge features a curved wooden ceiling, creating a cozy atmosphere. A spacious bed with patterned bedding is positioned beside a small dining table and stools. Large glass doors open to an outdoor area, while light filters through the window.
Cabin
4.94 out of 5 average rating, 149 reviews

Woodpeckers lodge

Escape to our newly handcrafted self contained woodland lodge set in peaceful clarencefield 10 mins from Annan / Dumfries we accomadate 2 adults one infant up to 5 on cozy put up bed stunning woodland walks wildlife few steps away charming country pub good food few hundred metres away also provide local beauty treatments and make up for weddings close by come visit us for few nights to recharge those batteries and relax with everything you need for your break away in beautiful countryside

Top guest favourite
A charming cabin is showcased against a bright blue sky, featuring a porch with steps leading to double glass doors. Lush green grass surrounds the structure, with outdoor seating and a wooden fence in the background.
Farm stay
4.98 out of 5 average rating, 197 reviews

Shepherds Hut on working farm with hot tub

Situated on a working farm comprising of the rural tranquility but also easy access to local amenities and tourist destinations. Sited 2 miles from the main route through the southwest of Scotland, Gretna Green 5 miles away and views across to the lake district..the northern tip being a 45 minute drive. With all the comforts for a relaxing staycation you can enjoy the views from indoors with a double bed and seating area, or the country air from your private wood fired hot tub

Top guest favourite
The entrance features a bright yellow door framed by two decorative topiary plants in square pots. Flanking the door are two windows with white frames, allowing natural light to enhance the warm tones of the stone exterior.
Cottage
5 out of 5 average rating, 234 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.

Top guest favourite
An open living space features a yellow sofa and various seating options surrounding a round dining table. A staircase with black railings leads to an upper level, while a large screen television is mounted on the wall. Natural light filters through the windows, highlighting the modern décor.
Barn
5 out of 5 average rating, 236 reviews

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.

Top guest favourite
A spacious outdoor deck features a wood-fired hot tub surrounded by a wooden railing. Comfortable chairs and a small table with glasses and a bottle sit in the foreground, while a uniquely shaped Pod is visible in the background under a clear blue sky.
Cabin
4.99 out of 5 average rating, 152 reviews

Redkirk Retreats, Pod 4 Holly, hot tub

Holly is a very special Pod, it is perfect for couples who just want to get away and have an amazing time. it's a larger Pod with its very own bedroom. Yet again everything you need smart tv, microwave, oven, fridge, kettle, toaster this one even has a dishwasher, lovely Belfast sink with wooden worktops. it also has a sofa bed so can sleep 4. There is also a large private decking area with its very own wood fired hot tub and barbecue, all wood supplied.

Top guest favourite
A spacious lounge area features two leather sofas, accent pillows, and a wooden coffee table on a light rug. Exposed wooden beams create an open atmosphere, while warm lighting fixtures enhance the bright space, which connects to the dining area in the background.
Cottage
5 out of 5 average rating, 114 reviews

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.

Guest favourite
A cozy window seat is adorned with a plush cushion and a soft throw, inviting relaxation. Natural light filters through the large window, framing a scenic view of rolling hills and a blue sky with scattered clouds.
Cottage
4.94 out of 5 average rating, 330 reviews

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.

Popular amenities for Annan holiday rentals

Quick stats about holiday rentals in Annan

  • Total rentals

    20 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  1. Airbnb
  2. United Kingdom
  3. Scotland
  4. Dumfries and Galloway
  5. Annan