Holiday houses in Annan

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Top-rated holiday rentals in Annan

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Guest favourite
Cottage in Powfoot
4.92 out of 5 average rating, 101 reviews

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!

Guest favourite
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 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 in Dumfries and Galloway
4.95 out of 5 average rating, 316 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
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, 188 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 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.
Guesthouse in Dumfries and Galloway
4.99 out of 5 average rating, 409 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 in Annan
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).

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 in Clarencefield
4.94 out of 5 average rating, 158 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
The stone exterior of a rustic cottage is depicted, featuring a slate roof and wooden door. Vibrant flowers in hanging pots add a touch of color near the entrance. A paved patio invites outdoor seating, with scenic countryside views visible in the background.
Cottage in Caldbeck
4.97 out of 5 average rating, 178 reviews

Romantic Lake District Retreat for 2 near Caldbeck

The perfect romantic retreat, Swallows Rest, is a converted 18th century hay barn. Belonging to the 17th century Grade II listed High Greenrigg House, it offers all the modern conveniences whilst retaining the character of such an historic building. The ground floor contains an open plan living room, dining area and fully fitted kitchen. There is a utility room accessed via a low stone doorframe. Upstairs is a mezzanine floor with king size bed, balcony and luxurious shower room

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 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 favourite
A cozy bedroom is highlighted by a red accent wall and features a white bed adorned with grey accents. Soft lighting is provided by bedside lamps, and a patterned artwork decorates the wall above the bed. Wooden flooring adds warmth to the inviting space.
Home in Longtown
4.98 out of 5 average rating, 238 reviews

Cosy Cumbrian Cottage - King Size Bed

A unique and tranquil getaway. Close to the Lake District, Hadrian's Wall, Carlisle, Gretna Green, and the Scottish Borders, explore all day and come home to a log fire and hot bath in this stylish cottage. It is a short walk to the local shops, takeaway restaurants, and pubs. The beautiful River Esk is less than a 3 minute walk from the cottage. Great public transport connections to Carlisle, Gretna and the Borders. This space is ideal for couples.

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 in Dumfries and Galloway
4.99 out of 5 average rating, 187 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 in Dumfries and Galloway
5 out of 5 average rating, 117 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.

Popular amenities for Annan holiday rentals

When is the best time to visit Annan?

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Avg. price$183 NZD$156 NZD$159 NZD$182 NZD$199 NZD$204 NZD$219 NZD$212 NZD$195 NZD$187 NZD$161 NZD$187 NZD
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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 Howes, and over 80 vacation rentals in Annan.

Quick stats about holiday rentals in Annan

  • Total holiday rentals

    Explore 20 holiday rentals in Annan

  • Nightly prices starting at

    Annan holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Annan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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