Holiday houses in Annan

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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 $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,210 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

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 in Powfoot
4.9 out of 5 average rating, 112 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 in Dumfries and Galloway
4.92 out of 5 average rating, 378 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
The bungalow is set within a spacious garden, illuminated softly by outdoor lighting. A pathway leading to the entrance is lined with decorative trees. The scene is framed by a twilight sky, enhancing the natural surroundings.
Home in Gretna
4.96 out of 5 average rating, 164 reviews

Orchard Cottage @ Gretna

The cottage sleeps 6 with a wood fired hot tub Just off the M6/M74 2 bed cottage set in a large private garden with ample parking Ideally located Gretna Green Weddings Designer Outlet Hidden River/ Annan Distillery Hetland Hall weddings Hadrian's Wall The Lake District Coastal Path National Cycle Route 7 South West Scotland Coast Wood fired Hot Tub is available at £50 per night - payable on arrival to allow flexibility, this can take 2/3 hours to heat up depending on the time of year

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, 473 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
A charming blue shepherd's hut is positioned on a grassy area, featuring a welcoming entrance with double doors. Two small bistro chairs and a table are set outside, complementing the serene woodland backdrop, which includes lush trees and a clear sky.
Shepherd’s hut in Bowness-on-Solway
4.99 out of 5 average rating, 175 reviews

Oystercatcher

Located on the idyllic Solway estuary, metres from the water's edge, surrounded by the renowned RSPB Campfield Marsh. By a unique wetland of raised peat bogs, marshes and ponds, A haven for a huge variety of bird life, shoreline waders to geese to owls and woodpeckers. Located amid Low Abbey's woodland, rich with narcissi and bluebells in the spring, adjacent to the old damson orchard, at the end of Hadrian's Wall. A truly luxurious shepherd's hut with all amenities for a great rural stay.

Guest favourite
A broad view showcases rolling fields dotted with sheep, leading to a distant shoreline. Soft hills and the English Lake District mountains are visible under a clear blue sky, with wispy clouds scattered throughout. The peaceful landscape invites relaxation and appreciation of nature.
Cottage in Dumfries and Galloway
4.94 out of 5 average rating, 94 reviews

Stylish cottage with stunning views.

This beautiful and very tastefully newly restored cottage has a kitchen, shower room, large sitting room and 2 very spacious bedrooms all with spectacular, uninterrupted views of the Solway Firth and the English Lake District mountains. The traditional stone cottage has a lovely garden at the front with lots of space to sit and enjoy the views, there is ample parking space and a sitting area at the rear of the cottage. (No internal photos yet as the restoration is currently being completed).

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
4.99 out of 5 average rating, 138 reviews

Dandelion Cottage, Romantic Hot Tub Lake District

Dandelion and Hoglet Cottages (Cumbrian Tourism Award Winner Self Catering 2026), are 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, perfect for short breaks and walking holidays with stunning Cumbrian views.

Guest favourite
The façade of the property is characterized by exposed stone walls and bright white trim around the windows. A central front door is flanked by two pairs of windows. Two bins in varying colors are positioned at the base of the entry steps, which are lined with cobblestones.
Home in Dumfries and Galloway
5.0 out of 5 average rating, 7 reviews

2 Bedroom, mid-terrace, Centre of Annan.

Recently Renovated and upgraded. Property is approx 300 yrs old and is listed, supposed to have been a hideout of William Hare, from Burke & Hare folklore/fame. Fully renovated in early 2010. We are situated in the centre of Annan, but in a very secluded situation. The property consists of Kitchen/Dining room, Sitting room, downstairs w/c. Two twin rooms and a recently refurbished shower room upstairs. Unfortunately we have no garden area, but there is space to sit outside the front.

Top Guest favourite
A spacious private home is set amidst an expansive lawn, framed by lush greenery. The exterior features a large deck, offering inviting outdoor space. A decorative garden gazebo adds a charming touch to the landscape, creating a serene environment for relaxation.
Home in Kirtlebridge
4.99 out of 5 average rating, 106 reviews

Riverside Country Retreat, Hot Tub & Pizza Oven

Approach through a private lane, through electric gates, to a calm, stylish, and spacious, private home. Private river frontage and a small river beach for picnics under Chestnut trees. Enjoy a riverside hot tub and ample garden space for relaxation. Experiment with a log-burning pizza oven while deer cross each morning vista or have a bbq by the river and dine on the tree trunk dining table for 10 Ideal as a base for your Gretna wedding or a relaxing vacation.

Top Guest favourite
A hand-crafted shepherd's hut sits on a grassy knoll, featuring a rustic wooden porch with seating. Wind turbines can be seen in the distance, blending with the rolling hills. The metal-clad structure is surrounded by wild grass and distant fencing.
Shepherd’s hut in Dumfries and Galloway
5.0 out of 5 average rating, 111 reviews

The 'Fold. A Cosy, unique, off-grid retreat

The Fold is a unique, hand-crafted shepherds hut situated on the site of a 200 year old sheepfold. Nestled at the top of a small Christmas tree farm in the rolling hills of Dumfries and Galloway, this beautifully styled retreat offers a peaceful, cosy space to relax and switch off from the world. Take a stroll through the wild meadows down to the working flower farm or unwind on the veranda and take in the stunning views of the surrounding countryside.

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 in Eastriggs
4.92 out of 5 average rating, 408 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
Home in Dumfries and Galloway
5.0 out of 5 average rating, 22 reviews

River View Cottages, No. 2

A quirky riverside retreat in the heart of historic Annan. This converted former shop sits directly on the River Annan, with private outdoor space overlooking the water and bridge. Full of character, with bedrooms on the lower riverside level, it offers a peaceful and distinctive stay just steps from historic streets, cafés and the Dumfries & Galloway heritage trail.

Popular amenities for Annan holiday rentals

When is the best time to visit Annan?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$176 NZD$193 NZD$183 NZD$225 NZD$235 NZD$232 NZD$215 NZD$208 NZD$191 NZD$188 NZD$185 NZD$178 NZD
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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.