Holiday rentals in Annan

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Top-rated holiday rentals in Annan

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Guest favourite
Cottage
4.91 out of 5 average rating, 103 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
4.94 out of 5 average rating, 122 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
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
4.91 out of 5 average rating, 316 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.

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
4.91 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 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
4.99 out of 5 average rating, 432 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 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, 251 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.

Superhost
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
4.93 out of 5 average rating, 571 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 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, 240 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
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
4.9 out of 5 average rating, 513 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 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, 118 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
4.93 out of 5 average rating, 366 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.

Guest favourite
A kitchen corner features a vintage-style fireplace with dark blue detailing. Green floral wallpaper adorns the walls, while decorative plates and potted plants add touches of color. Open shelving displays neatly arranged white dinnerware above a wooden countertop with metal cookware beneath.
Home
4.9 out of 5 average rating, 185 reviews

The Old Schoolhouse

A Victorian Schoolhouse, now a cozy and stylish home. The Old Schoolhouse has 3 bedrooms, shower room & en suite bathroom. Wood stove in the lounge, open fire in the kitchen, and central heating. Light, bright, with a large garden looking onto the fields beyond- snowdrops in the spring, cherries in summer, and apples in autumn. The occasional escapee hen wandering about. The perfect place for a proper holiday.

Popular amenities for Annan holiday rentals

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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 holiday rentals in Annan

  • Total holiday rentals

    Explore 20 holiday rentals in Annan

  • Nightly prices starting at

    Annan holiday rentals start at £29 per night before taxes and fees

  • Verified guest reviews

    Over 2,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Annan holiday rentals include wifi 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