Vacation rentals in Annan

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Top-rated vacation rentals in Annan

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Top guest favorite
The exterior of a uniquely shaped cabin is presented, featuring a wooden facade and large glass doors. An outdoor seating area is seen under a covered porch, adorned with string lights. A fire pit is positioned for warmth, with trees in the background.
Cabin in Dumfries and Galloway
4.91 out of 5 average rating, 292 reviews

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.

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, 195 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
The exterior of Garple Loch Hut features a wooden structure with large glass doors and a spacious deck. A welcoming atmosphere is created by the wooden railings and a cozy seating area visible inside. Natural light floods the interior, framed by the surrounding landscape.
Hut in Dumfries and Galloway
4.99 out of 5 average rating, 569 reviews

Garple Loch Hut

Unfortunately no dogs/children/ infants are allowed as we are a working sheep farm & surrounded by water. Discover the ultimate escape at Garple Loch Hut, set on your very own private loch with no one else around. Located on a peaceful sheep farm in Dumfries & Galloway, this hidden gem offers solitude, stunning scenery and unforgettable wildlife experiences. Wake up to the sight of sheep grazing and the gentle presence of your own Highland cows, which you can feed for a unique farm experience.

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
4.91 out of 5 average rating, 172 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 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
4.99 out of 5 average rating, 421 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 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, 244 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.

Guest favorite
The exterior of a triangular black cabin is framed by lush greenery. Warm lights are strung along the edges, illuminating the cabin's large glass facade. A wooden deck with a railing provides an outdoor space for relaxation, seamlessly integrating with the natural surroundings.
Place to stay in Scottish Borders
4.93 out of 5 average rating, 564 reviews

The Black Triangle Cabin

The Black Triangle Cabin is a peaceful getaway situated on our property just outside of Jedburgh, a historic town in the heart of the Scottish Borders. The Cabin sleeps 2 people in a king size bed, with a separate living/kitchen space boasting views through the woods and across the fields. If you keep an eye out, you may see the deer that pass through regularly, or even hear our resident owl. Ideally located only an hour from Edinburgh, Newcastle and the St Abbs coastline.

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, 237 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.

Guest favorite
The exterior of the cottage is displayed, featuring a welcoming entrance with a small porch and gravel driveway. Lush, green grass surrounds the front, offering views of the landscape beyond. The sky is partly cloudy, creating a serene countryside atmosphere.
Home in Cumbria
4.9 out of 5 average rating, 501 reviews

Solway Marsh Cottage 5 miles from M6.Jct 44

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 renovated riverside cottage 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.

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, 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.

Superhost
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
4.93 out of 5 average rating, 358 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.

Top guest favorite
The distinctive pod structure, with its curved roof and large glass doors, showcases a blend of modern design and natural surroundings. A small outdoor seating area with two chairs is visible, set against a backdrop of greenery and distant hills.
Cabin in Threlkeld
4.98 out of 5 average rating, 149 reviews

Clough head Mire house

Clough Head pod is perfect for romantic, cosy nights away and to explore the beautiful picturess mountains right outside your door! This takes glamping to a new level. Head outside to it’s own private dining area overlooking Blencathra which is the perfect place to enjoy a glass of wine after a day of exploring or take a soak in the hot tub and read a good book!

Popular amenities for Annan vacation rentals

When is the best time to visit Annan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,351 GYDG$19,008 GYDG$19,426 GYDG$22,142 GYDG$24,230 GYDG$24,857 GYDG$26,737 GYDG$25,902 GYDG$23,813 GYDG$23,395 GYDG$22,977 GYDG$22,142 GYD
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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 90 vacation rentals in Annan, and over 90 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 G$8,355 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,120 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

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