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 $69 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, 110 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, 372 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
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 in Burgh by Sands
4.98 out of 5 average rating, 248 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, Carlisle, Scotland, and the Lake District which is an easy 30min drive.

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, 172 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, 329 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.

Top Guest favourite
The exterior of Bridge House is presented, showcasing a historic stone facade with a symmetrical arrangement of large windows. A decorative planter filled with pink flowers adorns the entrance, adding a touch of color to the building's traditional architecture.
Condo in Dumfries and Galloway
4.95 out of 5 average rating, 61 reviews

Bridge View

Bridge View, located in the historic Bridge House, offers a unique blend of history and contemporary living. This meticulously crafted apartment preserves the charm of its historic surroundings while providing all the modern comforts you desire. Bridge House, a 17th century grade 1 listed historic Georgian landmark, is nestled in the picturesque town of Annan, Dumfries & Galloway, and carries with it a rich and storied history that spans centuries. We value diversity and respect all guests.

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, 91 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, 135 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.

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, 250 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.

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, 401 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
5 out of 5 average rating, 28 reviews

Woodside Cottage, Clarencefield

A secluded cottage set between the small village of Clarencefield and the surrounding woods. A wonderfully peaceful and welcoming get away to recharge and embrace the surrounding nature. The area acts a gateway to Dumfries and Galloway, the UK's last undiscovered region. The cottage dates back to the 1700s and has undergone an extensive modernisation to make it a cozy retreat for up to 4 people at anytime of the year.

Top Guest favourite
An outdoor space features a spacious hot tub positioned under a covered area, with jets creating gentle bubbles. Nearby, a glass railing offers unobstructed views of the surrounding landscape, while a small dining set is placed on the deck, adding to the inviting atmosphere.
Cabin in Eaglesfield
5 out of 5 average rating, 60 reviews

Hamish's Hideaway

Indulge in an exclusive escape at our private romantic getaway, perfectly designed for two. Tucked away from the world, this serene haven offers the ultimate blend of comfort and natural beauty. The highlight? A magnificent, spacious decking area that seamlessly extends your living space outdoors, providing an idyllic spot for sunbathing, al fresco dining, or simply unwinding in our outdoor bath.

Popular amenities for Annan holiday rentals

When is the best time to visit Annan?

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Avg. price$182 NZD$199 NZD$189 NZD$183 NZD$201 NZD$206 NZD$221 NZD$214 NZD$197 NZD$194 NZD$190 NZD$183 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.