Holiday rentals in Annan

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Top-rated holiday rentals in Annan

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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, 120 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.

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 in Dumfries and Galloway
4.91 out of 5 average rating, 299 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 favourite
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, 577 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.

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 in Dumfries and Galloway
4.99 out of 5 average rating, 426 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 exterior of a sandstone building is visible, featuring an arched entrance adorned with climbing plants and colorful flowers. Potted plants surround a small outdoor seating area, complete with a grill. Large windows allow natural light to enter, enhancing the inviting outdoor space.
Cottage in Westmorland and Furness
5 out of 5 average rating, 100 reviews

16 Century Courtyard Cottage edge of Lake District

10 mins from National Park Recently renovated 3-storey sandstone byre in courtyard setting, deep in beautiful countryside with fine views to the Pennines and ideal location for the Lake District National Park and Hadrians Wall.. Three generously sized and characterful beamed rooms tastefully furnished to a high standard - fully equipped ground floor kitchen, first floor double bedroom with king bed, easy chairs and bathroom off, second floor lounge, furnished with double sofa bed, TV etc

Top guest favourite
A spacious seating area features a comfortable armchair and a small table, framed by large sliding glass doors that open to expansive views of the surrounding hills and greenery. Natural light fills the room, enhancing the serene atmosphere.
Home in Asby
4.97 out of 5 average rating, 106 reviews

Wake up to a great view.

Enjoy wonderful views of the Ennerdale fells, extending to Pillar and Steeple. The spacious, comfortable accommodation forms the main section of a larger semi-detached property. You will have the house to yourselves - we will be far away, but contactable should you have any questions or issues. It's self check-in and check-out. There are many good and varied walks nearby, as well as scenic drives and gastro pubs. You will need to bring groceries with you - breakfast is not supplied.

Top guest favourite
A charming cottage exterior is framed by vibrant flower beds and a pebble-strewn garden area. The facade features large glass windows, allowing natural light to fill the interior. Comfortable seating is arranged on the patio, providing a peaceful spot to enjoy the surroundings.
Cottage in Dalston
4.98 out of 5 average rating, 122 reviews

Dandelion Cottage, Romantic Hot Tub Lake District

Welcome to Dandelion and Hoglet Cottages – two cosy self-catering hideaways in the Lake District, each a romantic retreat for two. Set in peaceful Cumbria countryside near Hadrian’s Wall, our cottages combine charm and luxury, featuring high-end furnishings, a modern wood-burning fireplace, a private hot tub for relaxing evenings, and featured in The Times Coolest Cottages and Cumbrian Tourism Awards finalists, perfect for short breaks and walking holidays with stunning Cumbrian views.

Guest favourite
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, 566 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 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.

Top guest favourite
A stone cottage entrance is framed by vibrant green climbing plants and decorative flowers in planters. The solid grey door features a rectangular window, and subtle outdoor lighting adds warmth to the stone walls, creating an inviting entrance.
Cottage in Wark
4.99 out of 5 average rating, 265 reviews

The Nook Cottage In The Heart Of Northumberland

Come away to nature, peace, and tranquillity at an idyllic, self-contained stone cottage nestled in the heart of Northumberland, within a short walk to the North Tyne River, two village pubs, post office, convenience mart and church. Charm can be found in the original stone walls, oak beams, woodburning stove, cosy furniture, and a king-size bed. An excellent touring base, located near Hadrian’s Wall, Roman forts, Hexham Abbey, and Kielder Water and Forest Park.

Top guest favourite
A spacious kitchen and dining area features wooden cabinets and modern appliances. A dining table with several chairs is positioned to the side. The room is illuminated by natural light streaming through large doors that open to the outside.
Cottage in Dearham
4.99 out of 5 average rating, 101 reviews

The Old Byre

The Old Byre, luxury 5* barn conversion with Gold award. Ideally situated on the edge of the Lake District National Park and The Solway Coast AONB Two bedroom cottage with family bathroom, ideal for couples or families. Oil central heating, fully equipped kitchen, furnished & decorated to a very high standard. Great views of the Lake District fells. Private outdoor Jacuzzi. Safe, secure parking in the courtyard right outside the front door.

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

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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 £30 per night before taxes and fees

  • Verified guest reviews

    Over 2,120 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

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  4. Dumfries and Galloway
  5. Annan