Vacation rentals in Annan
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Annan
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Stargazers Apart in Northumberland National Park
Stargazers apartment, one of two houses down a private drive. A peaceful, picturesque location. No noise or light pollution and the darkest skies in Europe. Enjoy the whole top floor with open plan lounge/kitchen and historical bookcases. Bedroom with roll top bath, king size bed, ensuite bathroom. It's a fabulous space! Separate entrance via a beautiful glass atrium with amazing views. Private stargazing terrace & Telescope 2 guests maximum Shared garden. Pets considered please ask first.

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.

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.

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.

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.

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.

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.

Heart of the Glen-Shepherds Hut-River Side Retreat
We warmly invite you to stay in our cosy hand crafted shepherds hut. This unique hut sits within a stunning rural, riverside location, nestled among some of our area's most spectacular lowland hills. At the Heart of the Glen our aim is to offer a truly one of a kind, comfortable, eco friendly self catering holiday experience, making it an ideal snug get-away for couples and individuals seeking a break away from the bustle of city life.

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.

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.

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 vacation rentals
Other great vacation rentals in Annan

Cat Linn Cabin - secluded semi-off-grid log cabin

Tethera: Eco-Luxury Passivhaus on Ullswater

Thimble Cottage on the Coast

Burn Cottage

Hamish's Hideaway

Cutlar's Lodge, on a beautiful coastal estate

Loch View Cabin

Cosy, dog friendly cottage in Dumfries & Galloway
When is the best time to visit Annan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,384 GYD | G$19,037 GYD | G$19,455 GYD | G$22,175 GYD | G$24,267 GYD | G$24,894 GYD | G$26,777 GYD | G$25,940 GYD | G$23,848 GYD | G$23,430 GYD | G$23,012 GYD | G$22,175 GYD |
| Avg. temp | 5°C | 5°C | 6°C | 9°C | 11°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 5°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 vacation rentals in Annan

Total vacation rentals
Explore 20 vacation rentals in Annan

Nightly prices starting at
Annan vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 2,090 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Annan vacation 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
Destinations to explore
- Durham Vacation rentals
- Elgin Vacation rentals
- London Vacation rentals
- Sea of the Hebrides Vacation rentals
- Thames River Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Dublin Vacation rentals
- South London Vacation rentals
- Yorkshire Vacation rentals
- Central London Vacation rentals
- Newbridge Vacation rentals
- Lake District National Park
- Northumberland National Park
- Grasmere
- The World of Beatrix Potter Attraction
- Hadrian's Wall
- Muncaster Castle
- Buttermere
- Vindolanda
- Duddon Valley
- Talkin Tarn Country Park
- Newlands Valley
- Honister Slate Mine
- High Force
- Abbotsford the Home of Sir Walter Scott
- Stanwix Park Holiday Centre
- Hexham Abbey
- Wordsworth Grasmere
- Parkdean Resorts White Cross Bay Holiday Park
- The Grasmere Gingerbread Shop
- Brockhole Cafe
- Ullswater Steamers
- Whinlatter Forest
- Housesteads Roman Fort
- Ravenglass & Eskdale Steam Railway





