Holiday rentals 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 €35 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 & 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

Top-rated holiday rentals in Annan

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

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Guest favourite
An open living area displays wooden beams and a galleried balcony above. Comfortable leather sofas surround a coffee table, while warm lighting creates a calming ambiance. Large windows invite natural light, offering views of the surrounding greenery.
Home in Glenridding

Hawkhow Cottage, Glenridding

Hawkhow Cottage compromises four bedrooms and sleeps seven comfortably or eight cosily. Upstairs you will find three bedrooms (one King, one double and one twin) and a bathroom. Downstairs there is an additional bedroom (small double), a shower room and a traditional Aga-warmed kitchen. The glass and oak-framed extension provides a large living room with log burning stove and a galleried dining area. The property will be prepared ready for your arrival with freshly laundered bed linen and bath towels supplied for your stay. We have provided a selection of games, puzzles and toys to keep you entertained inside (and the optional use of a TV and Xbox One) as well as books, maps and guides to help you plan your activities outside. There is ample parking on-site. Guests also have shared use of the main house’s extensive gardens and grounds, including the sauna. Please note that the garden is steep with drop-offs in places, it has a number of steps and paths that can be extremely slippery, as well as running water courses, ponds and bridges. As well as having Ullswater on your doorstep for sailing, kayaking and wild swimming, there are a number of fabulous walks and bicycle rides that can be started from the cottage without ever needing to get into your car. Keen walkers can even start the climb to Helvellyn by walking up the garden to join recognised footpaths. Glenridding is a beautiful 15 minute walk along the Lake and provides a number of cafes, pubs and shops as well as access to the famous Ullswater Steamers. A slightly longer walk along the Lake in the opposite direction will take you past Glencoyne Bay, the inspiration for William Wordsworth’s ‘Daffodils’ poem, to the popular Aira Force waterfall and trails maintained by the National Trust.

4.95 out of 5 average rating, 101 reviews
Guest favourite
Cottage in Powfoot

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!

4.9 out of 5 average rating, 114 reviews
Top guest favourite
An aerial view captures the expansive Victorian country house surrounded by lush greenery and rolling hills. The property is set within its own grounds, featuring a spacious driveway leading to the elegant facade, complemented by nearby forests and open fields.
Guest suite in Corrie

Private wing of pretty Victorian hunting lodge

Now upgraded with sauna room, hot tub and courtyard snug. Beautiful and peaceful Victorian country house with wonderful views, set in its own private grounds, nestled in the the picturesque rolling Annandale hills. North Wing, Corrie Lodge is the perfect getaway in a rural yet very accessible location, with convenient road and rail links. Whilst there are many opportunities for recreation and relaxing in the locality, Corrie Lodge is also perfectly situated to explore the surrounding areas .

4.97 out of 5 average rating, 220 reviews
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 in Dumfries and Galloway

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.

4.98 out of 5 average rating, 491 reviews
Top guest favourite
A cozy living and dining area is depicted, featuring a comfortable grey sofa with textured cushions. A wooden dining table for four is visible near the window, which allows natural light to brighten the space. Decorative plants enhance the inviting ambiance.
Flat in Dumfries and Galloway

Mains Street Retreat

Enjoy a stylish experience at this centrally-located place in Lockerbie. Possibly the only self-catering apartment available in the region for 1 night or multi night stays. All amenities under a 3 min walk, trains, supermarket, shops, cafes, pubs, bistro, gift & antique shops. Great location to explore Dumfries & Galloway, Southern Uplands, Solway Firth, Borders, Hadrians Wall, Lochs, Forests, waterfalls, Nature reserves, Castles, Museums, biking and water sports. Welcome pack, Pet Friendly.

4.99 out of 5 average rating, 135 reviews
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

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).

4.93 out of 5 average rating, 99 reviews
Top guest favourite
The exterior of the cottage is displayed, featuring a welcoming entrance with a small porch and gravel driveway. Lush, green grass surrounds the front, offering views of the landscape beyond. The sky is partly cloudy, creating a serene countryside atmosphere.
Home in Cumbria

Solway Marsh Cottage 5 miles from M6.Jct 44

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 renovated riverside cottage 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. EV charger available for you just 500 m. from house

4.91 out of 5 average rating, 574 reviews
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

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.

5.0 out of 5 average rating, 7 reviews
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

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.

5.0 out of 5 average rating, 268 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

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.

5.0 out of 5 average rating, 257 reviews
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

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.

4.99 out of 5 average rating, 108 reviews
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

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.

4.92 out of 5 average rating, 417 reviews

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.