Holiday rentals in Annan

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Top-rated holiday rentals in Annan

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
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, 309 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!

Guest favourite
A contemporary container home is viewed from the outside, featuring large glass doors that allow natural light to fill the interior. Surrounding trees provide a natural setting, while gravel paths lead to the entrance. A covered seating area is visible next to the structure.
Shipping container
4.96 out of 5 average rating, 163 reviews

Bird House & Sauna - Sleep with the Owls!

Enjoy the tranquility of the northern edge of the Lake District by staying at the Cumberland Bird of Prey Centre in this unique container conversion. With private picnic areas, fire pits and places to while away the evening. We encourage you to embrace a truly private hide away, with hot tub and as much privacy as you want. Perfect for Hadrians Wall Walk discovering the Lake District and Dumfries & Galloway. We have another Airbnb on site if you are booking for a larger group - just ask

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, 427 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 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
4.97 out of 5 average rating, 189 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
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, 247 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 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
The exterior of a charming red brick cottage is framed by a colorful garden filled with blooming flowers. A green front door, adorned with a decorative wreath, is situated in the center, flanked by two windows that invite natural light into the home.
Cottage
4.98 out of 5 average rating, 240 reviews

Homely Cottage on Hadrian's Wall Path

Homely and peaceful 17th century cottage in the heart of Burgh-by-Sands, on Hadrian's Wall Path. Carlisle - 5 miles. Comfortably sleeping four (plus infant), in two double bedrooms, one with ensuite cloakroom, the house has a kitchen/dining/living space, cosy living room and spacious garden, with very little light pollution, ideal for star gazing. Ample parking Perfect for exploring the wildlife of the Solway Coast, the City of Carlisle, Gretna and the Lake District.

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, 361 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.

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