Vacation rentals in Annan

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Top-rated vacation rentals in Annan

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Guest favorite
A dining table is set with dishware, accompanied by two wooden chairs. Light filters through large windows adorned with checkered curtains. A cozy seating area features a patterned armchair, while a television is mounted on the wall, providing a view of the outside countryside.
Cabin in Dumfries and Galloway
4.94 out of 5 average rating, 119 reviews

Studio Lodge Dumfries Cosy With Stunning Views

Studio Lodge is a charming stylish lodge nestled amid beautiful countryside, perfect for a romantic retreat or a family holiday. Close to Dumfries, 7 Stanes, Solway Firth and an array of castles, museums, pubs and eateries. Located in a lovely rural position on the edge of a small family run lodge park. Step inside this charming detached single storey lodge from the fully enclosed decking overlooking beautiful fields and country side to find a well equipped bright and comfortable home from home.

Top guest favorite
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 in Dumfries and Galloway
4.95 out of 5 average rating, 306 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 favorite
An aerial view captures the expansive Victorian country house surrounded by lush greenery and rolling hills. The property is set within its own grounds, featuring a spacious driveway leading to the elegant facade, complemented by nearby forests and open fields.
Guest suite in Corrie
4.97 out of 5 average rating, 185 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 .

Top guest favorite
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 in Cummertrees
4.92 out of 5 average rating, 168 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!

Guest favorite
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 in Gretna
4.91 out of 5 average rating, 323 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 favorite
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.
Guesthouse in Dumfries and Galloway
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 favorite
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 in Clarencefield
4.93 out of 5 average rating, 152 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

Guest favorite
The image captures an evening view of a historic stone bridge illuminated by street lights. The gentle flow of the river can be seen, with a cascade of water creating white rapids in the foreground. Reflections in the water add depth to the scene.
Apartment in Dumfries and Galloway
4.86 out of 5 average rating, 109 reviews

River Nith View Apartment

Keep it simple at this peaceful and centrally-located two bedroomed apartment in historic Dumfries. Connections with our national poet Robert Burns surround you. His pub, the Globe, his house and his mausoleum are all within a few minutes’ walk. Enjoy the balcony views of the river and easy access to shops, restaurants, walks, cinema, leisure swimming pool and other local amenities. There is free private parking and free on-street parking nearby. We can offer secure storage for bikes.

Top guest favorite
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 in Halleaths
5 out of 5 average rating, 236 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 favorite
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 in Annan
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 favorite
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 in Dumfries and Galloway
5 out of 5 average rating, 116 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 favorite
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 in Eastriggs
4.94 out of 5 average rating, 333 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 vacation rentals

When is the best time to visit Annan?

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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.

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 ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 2,040 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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  4. Dumfries and Galloway
  5. Annan