Holiday rentals in Annan

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Top-rated holiday rentals in Annan

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Guest favourite
Cottage
4.92 out of 5 average rating, 102 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, 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
4.91 out of 5 average rating, 303 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
4.99 out of 5 average rating, 582 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
Apartment
5 out of 5 average rating, 107 reviews

White Scaur Annexe, Bassenthwaite, Lake District

White Scaur Annexe is a self-contained, stand-alone building with a first floor modern apartment situated in an idyllic rural setting in the Lake District National Park, near the village of Bassenthwaite. Located off a private cul de sac, nestled in a wooded area, the apartment offers guests both peace and tranquility during their stay. The apartment has everything guests need for short weekend or week long breaks. The apartment sleeps 2 guests, and is best suited to couples of individuals.

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, 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 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
4.93 out of 5 average rating, 184 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 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, 568 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, 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 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, 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.

Guest favourite
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, 359 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 favourite
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
4.98 out of 5 average rating, 157 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 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

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