Holiday houses in Annan

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Annan

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

%{current} / %{total}1 / 1
Guest favourite
Cottage in Powfoot
4.91 out of 5 average rating, 104 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 in Dumfries and Galloway
4.94 out of 5 average rating, 123 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
A unique glamping cabin features a curved wooden structure complemented by a wooden deck. Soft lighting illuminates the outdoor seating area, and a dining table is positioned under a pergola. The backdrop consists of lush trees, enhancing the serene outdoor setting.
Cabin in Dumfries and Galloway
4.92 out of 5 average rating, 326 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
Condo in Bassenthwaite
5 out of 5 average rating, 117 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.

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 in Thurstonfield
4.96 out of 5 average rating, 166 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.
Guesthouse in Dumfries and Galloway
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 in Halleaths
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.

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, 126 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, perfect for short breaks and walking holidays with stunning Cumbrian views.

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, 241 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 in Dumfries and Galloway
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.

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 in Eastriggs
4.93 out of 5 average rating, 371 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
A cozy living area features a red sofa paired with armchairs, creating a welcoming seating arrangement. A wooden dining table and chairs are positioned beside a stone fireplace, which adds warmth to the room. Natural light fills the space through windows adorned with floral curtains.
Guest suite in Dalston
4.99 out of 5 average rating, 154 reviews

Cosy 1 bedroom country cottage

- Homely and stylish country cottage with wood-burning stove, fully equipped kitchen, and cosy living space - Spacious grounds and attractive private gardens - Rural location, but within easy walking distance of a pretty riverside village offering two pubs, shops and a range of other local facilities - A host of beautiful walks on the doorstep - Within easy reach of the Lake District, Hadrian's Wall and the Eden Valley

Popular amenities for Annan holiday rentals

When is the best time to visit Annan?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$182 NZD$155 NZD$158 NZD$180 NZD$197 NZD$202 NZD$217 NZD$211 NZD$194 NZD$190 NZD$187 NZD$180 NZD
Avg. temp5°C5°C6°C9°C11°C14°C16°C16°C14°C10°C7°C5°C

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 $68 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Annan holiday 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