Estates in Annan and Cottages - Holiday Lettings - Holiday Rentals Annan

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239 Holiday homes

(11) Excellent 

18

Annan holiday home rental

Dumfries and Galloway / Annan

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly

from £188 / night

£1,000 - £2,350 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £188 / night

(2) Excellent 

17

Holiday home in Annan

Dumfries and Galloway / Annan

3 11 4 nights min

  • 3 bedrooms
  • sleeps 11
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £95 / night

£565 - £862 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £95 / night

(2) Excellent 

36

Holiday cottage in Annan

Dumfries and Galloway / Annan

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

from £15 / night

£105 / week

Book View

from £15 / night

(18) Excellent 

Certificate of Excellence

27

Holiday cottage in Annan

Dumfries and Galloway / Annan

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 5 km
  • Child friendly

Certificate of Excellence

from £110 / night

£775 - £1,100 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £110 / night

(16) Excellent 

Certificate of Excellence

32

Holiday cottage rental

Dumfries and Galloway / Annan

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 5 km
  • Child friendly

Certificate of Excellence

from £95 / night

£650 - £1,000 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £95 / night

33

Home rental in Annan

Dumfries and Galloway / Annan

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

from £18 / night

£126 / week

Book View

from £18 / night

35

Annan holiday farmhouse rental

Dumfries and Galloway / Annan

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

from £19 / night

£133 / week

Book View

from £19 / night

(4) Average 

11

Annan holiday home rental

Dumfries and Galloway / Annan

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £45 / night

£315 - £665 / week

Enquire View

from £45 / night

(1) Excellent 

24

Holiday home in Annan

Dumfries and Galloway / Annan

3 10 3 nights min

  • 3 bedrooms
  • sleeps 10
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £55 / night

£385 - £1,192 / week

Enquire View

from £55 / night

11

Holiday home in Annan

Dumfries and Galloway / Annan

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £38 / night

£270 - £655 / week

Enquire View

from £38 / night

Great rentals within 20 miles that match your search

Distance approx 15.36 miles from Annan

(33) Excellent 

Certificate of Excellence

12

Southerness holiday lodge rental

Dumfries and Galloway / Southerness

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

Certificate of Excellence

from £61 / night

£427 - £665 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £61 / night

Distance approx 13.51 miles from Annan

(2) Excellent 

15

Kirkbean holiday b&b rental

Dumfries and Galloway / Kirkbean

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £75 / night

£455 / week

Book View

from £75 / night

Distance approx 14.79 miles from Annan

(1) Excellent 

12

Kirklinton holiday guest house rental

Carlisle / Kirklinton

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £80 / night

£400 / week

Book View

from £80 / night

Distance approx 15.28 miles from Annan

(24) Excellent 

Certificate of Excellence

19

Cottage rental in Bassenthwaite

Bassenthwaite / Baggrow

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Nearest beach 14 km
  • Child friendly

Certificate of Excellence

from £75 / night

£310 - £510 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £75 / night

Distance approx 15.67 miles from Annan

(6) Excellent 

16

Allonby holiday home let

Cumbria / Allonby

6 15 2 nights min

  • 6 bedrooms
  • sleeps 15
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £500 / night

£2,035 - £2,665 / week

Book View

Responds fast!
avg. 35 minutes

from £500 / night

Distance approx 14.41 miles from Annan

(21) Excellent 

Certificate of Excellence

13

New Abbey holiday home rental

Dumfries and Galloway / New Abbey

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £100 / night

£650 / week

Book View

Responds fast!
avg. 1 hour 2 minutes

from £100 / night

Distance approx 12.5 miles from Annan

(47) Excellent 

Certificate of Excellence

140

Dumfries holiday home rental

Dumfries and Galloway / Dumfries

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 31 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £100 / night

£700 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £100 / night

Distance approx 9.68 miles from Annan

(32) Excellent 

Certificate of Excellence

27

Holiday townhouse with golf nearby in Silloth

Cumbria / Silloth

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

Certificate of Excellence

from £50 / night

£370 - £850 / week

Book View

from £50 / night

Distance approx 12.07 miles from Annan

(16) Excellent 

12

Holiday home in Longtown

Carlisle / Longtown

12 26 2 nights min

  • 12 bedrooms
  • sleeps 26
  • 2 nights min
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly

from £1,125 / night

£3,500 - £5,250 / week

Book View

from £1,125 / night

Distance approx 7.74 miles from Annan

(17) Excellent 

Certificate of Excellence

25

Home rental in Gretna Green

Dumfries and Galloway / Gretna Green

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Private garden

Certificate of Excellence

from £229 / night

£1,400 / week

Book View

Responds fast!
avg. 13 minutes

from £229 / night

Distance approx 16.24 miles from Annan

(22) Excellent 

Certificate of Excellence

21

Allonby holiday cottage accommodation

Cumbria / Allonby

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly

Certificate of Excellence

from £70 / night

£460 / week

Book View

Responds fast!
avg. 35 minutes

from £70 / night

Distance approx 14.89 miles from Annan

(1) Excellent 

5

Holiday guest house in Carlisle

Cumbria / Carlisle

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Private garden

from £75 / night

£525 / week

Book View

from £75 / night

Distance approx 18.76 miles from Annan

(21) Excellent 

17

Holiday log cabin in Dumfries

Dumfries and Galloway / Dumfries

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £85 / night

£400 - £888 / week

Book View

Responds fast!
avg. 3 hours 0 minutes

from £85 / night

Distance approx 16.29 miles from Annan

(69) Excellent 

Certificate of Excellence

34

Cottage rental in Allonby

Cumbria / Allonby

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £79 / night

£395 - £665 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £79 / night

Distance approx 7.24 miles from Annan

30

Holiday cottage letting

Lockerbie / Dalton

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly

from £16 / night

£112 / week

Book View

from £16 / night

Distance approx 7.56 miles from Annan

(15) Excellent 

Certificate of Excellence

9

Home rental in Waterbeck

Dumfries and Galloway / Waterbeck

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 15 km
  • Private garden

Certificate of Excellence

from £60 / night

£420 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £60 / night

Distance approx 18.06 miles from Annan

(11) Excellent 

13

Holiday lodge in Carlisle

Cumbria / Carlisle

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

from £75 / night

£450 / week

Book View

from £75 / night

Distance approx 14.7 miles from Annan

(1) Excellent 

7

Carlisle holiday b&b rental

Cumbria / Carlisle

8 17 1 night min

  • 8 bedrooms
  • sleeps 17
  • 1 night min
  • Private garden

from £40 / night

£280 - £3,864 / week

Book View

from £40 / night

Distance approx 12.55 miles from Annan

(10) Excellent 

Certificate of Excellence

14

Barn rental in Wigton

Cumbria / Wigton

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

Certificate of Excellence

from £85 / night

£350 - £700 / week

Book View

from £85 / night

Distance approx 12.85 miles from Annan

(1) Excellent 

17

Holiday apartment in Longtown

Carlisle / Longtown

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Pet friendly

from £120 / night

£840 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from £120 / night

Distance approx 6.43 miles from Annan

(3) Excellent 

52

Holiday home rental

Dumfries and Galloway / Dumfries

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

from £75 / night

£525 / week

Book View

from £75 / night

Distance approx 15.55 miles from Annan

8

Holiday chalet with golf nearby in Southerness

Dumfries and Galloway / Southerness

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly

from £70 / night

£450 / week

Book View

from £70 / night

Distance approx 18.4 miles from Annan

(69) Excellent 

Certificate of Excellence

24

Holiday cottage in Caldbeck

Lake District / Caldbeck

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

Certificate of Excellence

from £70 / night

£370 - £510 / week

Book View

Responds fast!
avg. 12 minutes

from £70 / night

Distance approx 16.7 miles from Annan

(31) Very Good 

8

Bassenthwaite holiday home let

Keswick / Bassenthwaite

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 11 km
  • Child friendly
  • Pet friendly

from £50 / night

£330 / week

Book View

Responds fast!
avg. 2 hours 4 minutes

from £50 / night

Distance approx 18.65 miles from Annan

(2) Excellent 

10

Dumfries holiday home rental

Dumfries and Galloway / Dumfries

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £53 / night

£300 - £430 / week

Book View

Responds fast!
avg. 12 minutes

from £53 / night

Distance approx 17.97 miles from Annan

(27) Excellent 

Certificate of Excellence

12

Holiday lodge in Dumfries

Dumfries and Galloway / Dumfries

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

Certificate of Excellence

from £80 / night

£400 - £550 / week

Book View

Responds fast!
avg. 2 hours 0 minutes

from £80 / night

Distance approx 3.89 miles from Annan

16

Holiday b&b in Carlisle

Cumbria / Carlisle

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Private garden

from £75 / night

£525 / week

Book View

from £75 / night

Distance approx 13.55 miles from Annan

(2) Excellent 

16

Ski camper van to rent in Carlisle

Cumbria / Carlisle

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly

from £55 / night

£385 / week

Book View

from £55 / night

Distance approx 14.18 miles from Annan

39

Holiday b&b in New Abbey

Dumfries and Galloway / New Abbey

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Child friendly
  • Pet friendly

from £250 / night

£1,500 - £2,000 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £250 / night

Distance approx 4.3 miles from Annan

22

Cummertrees holiday cottage rental

Dumfries and Galloway / Cummertrees

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £99 / night

£525 - £915 / week

Book View

from £99 / night

Top Destination reviews

DISTILLERY COTTAGES (THE TACKROOM)WithPrivate Hot Tub
"Beautiful holiday home"

Just returned from a short break in the Tackroom. What a beautiful cottage, decor and furniture of a high standard, underfloor hearing brilliant. Lots of little extras, welcome hamper, basics in cupboards etc, makes such a difference. Hot tub wonderful and very private. Lovely cottage for a nice peaceful, relaxing break. Annan just a 25 minute walk away with several riverside walks. Margaret a pleasure to deal with, would highly recommend. Would recommend the Lonsdale cinema in Annan and the distillery coffee shop.see more
DISTILLERY COTTAGES (THE STABLES)With Private Hot Tub
Stunning accommodation in lovely place

We stayed at The Stables and couldn't fault it, like so many others have said before. Spacious and lovely accommodation, spotless, plenty of towels, fantastic welcome basket, comfortable beds, hot tub, helpful hosts. We would love to visit again and have no hesitation in recommending to others. … see more
Warmambie Farm House
Excellent accommodation

A spacious and comfortable well proportioned farm house with all the local amenities in close proximity.A fantastic base to explore all the local tourist attractions,we had a brilliant week and would definitely visit again in the near future .There are some great walks around the farmhouse . Would highly recommend this property to anyone wanting to visit this area.see more