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 $68 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
4.91 out of 5 average rating, 109 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!

Top 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, 369 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
Townhouse in Port Carlisle
4.83 out of 5 average rating, 241 reviews

No-frills cosy base for Lakeland and the Solway

NB: LINEN, TOWELS & TOILETRIES NOT PROVIDED! Snug little mid-terrace property in a tiny village on Hadrian's Wall on the English side of the Solway Firth. Rather shabby but full of character & very cosy. Port Carlisle has a faded splendour - built on the site of a fishing village, for a brief time it was a major port serving Carlisle, with its own canal & later a railway; in the 1850s the Firth silted up so ships could no longer get in. Birdwatchers, walkers, fans of history, dogs will love it!

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, 170 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.

Top Guest favourite
The exterior of a wooden cabin features a rounded architectural design, with two chairs positioned on a small deck. Double doors open to reveal the interior, framed by a fenced garden with gravel and grass.
Holiday home in Dumfries and Galloway
4.98 out of 5 average rating, 327 reviews

Rural Sea Views - Cluaran Cabins - Skiddaw View

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.

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
4.93 out of 5 average rating, 89 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
The historic farmhouse is situated amidst lush greenery, surrounded by trees and gentle rolling hills. A stone outbuilding is visible in the foreground, adding character to the serene rural setting. The sky is bright with clear blue, conveying a sense of tranquility.
Cottage in Kirkhaugh
5 out of 5 average rating, 104 reviews

WINDY HALL - Secluded luxury with stunning views

Windy Hall is somewhere very special. High in the Pennines it offers one of the most magnificent views in England. You may want to stay and enjoy the peace & quiet, but we are ideally placed for trips west to the Lake District, east to the magnificent cathedral city of Durham, and north to Hadrian's Wall. It's unusual in that you have to walk the last 240 metres to the house, though we will bring up your luggage in our 4WD. But don't let this put you off; please just read our reviews!

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, 248 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
Home in Dumfries and Galloway
4.95 out of 5 average rating, 21 reviews

River View Cottages, No.4

A spacious riverside retreat in historic Annan, set in an early 19th-century listed building on Port Street, once at the heart of the town’s maritime and warehouse district. Enjoy beautiful views over the River Annan and historic bridge from your private decked terrace. Perfect for families or longer stays, it’s just steps from charming streets, cafés and scenic riverside walks celebrating Dumfries & Galloway’s rich heritage.

Top Guest favourite
The exterior of the wooden pod is shown, featuring a curved roof and double glazed French doors. A picnic table is positioned on a gravel area nearby, surrounded by blooming plants and foliage. Sunlight highlights the natural beauty of the outdoor space.
Hut in Cumbria
4.92 out of 5 average rating, 672 reviews

The Eden Hideaway - Luxury Pod

Stunning views and walks, looking straight over the River Eden onto the Lake District fells. Situated in an Area of Outstanding Natural Beauty, this newly built wooden pod provides a comfortable, warm and cosy stay for people looking for a countryside retreat to relax and unwind in. Situated on Castletown Estate you can walk out of the garden gate and straight onto the river side with access to walks not publicly available.

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
4.92 out of 5 average rating, 399 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 sleeping area features a spacious bed adorned with a white duvet and floral-patterned pillows. Soft lighting is provided by wall sconces on either side, complementing the light wood and neutral tones of the interior walls. A small window allows for natural light.
Shepherd’s hut in Waterbeck
4.96 out of 5 average rating, 132 reviews

Luxury Shepherds Hut Nr Langholm

Stay in our romantic shepherd's hut in an idyllic setting in a quiet rural location in Galloway ten minutes from the picturesque town of Langholm and only 15 minutes from the M74. Situated in a secluded spot in our grounds, you will not be disappointed. Fitted to a very high standard throughout with quality our priority. Wood fired hot tub with incredible views of the lake district fells and dark skies for stargazing.

Popular amenities for Annan holiday rentals

When is the best time to visit Annan?

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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.

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